Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery.
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Friday, August 8, 2025, 12:00 PM – 8:00 PM.
For more info visit www.puzzledbee.com. Fridays After Five
Fridays After Five is Charlottesville’s signature free summer concert series, bringing the community together every Friday evening at Ting Pavilion on the Downtown Mall. Enjoy live performances from a diverse lineup of local and regional bands, spanning genres from rock and pop to soul, bluegrass, and more. Bring your friends and family, grab food and drinks from local vendors, and start your weekend with great music in a lively, family-friendly atmosphere. Rain or shine, it’s the place to be for music lovers and anyone looking for a fun, social Friday night out in the heart of Charlottesville.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Contact: Ting Pavilion. Contact Phone: (434) 245-4910.
Friday, August 8, 2025, 5:30 PM – 8:30 PM.
For more info visit www.tingpavilion.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, August 9, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery.
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Saturday, August 9, 2025, 12:00 PM – 8:00 PM.
For more info visit www.puzzledbee.com. Rivanna Roots Concert Series
Rivanna Roots is a beloved family-friendly outdoor concert series held on the scenic banks of the Rivanna River. Enjoy an evening of outstanding local and regional music in a relaxed riverside setting. Bring your blanket or chair, savor local craft beer, cider, and wine from exclusive beverage partners, and enjoy delicious offerings from rotating food trucks. Kids 12 and under attend free (please add a free children’s ticket for attendance tracking).
Ticket Prices:
$15 in advance
$18 after 5:00 PM the day before the show and at the door
Kids 12 and under: Free (add free children’s ticket for tracking)
Season Pass: $195 full price (early bird $175 sold out) for all 13 concerts
Tickets support the performing artists and music education programs through The Front Porch Music School. Parking on-site is $5 cash per car; free parking options are available nearby. Dogs on leashes are welcome, and outside food is permitted (no outside alcohol). The event is rain or shine.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Entertainment. Art & Culture. Couples. Contact: Rivanna River Company. Contact Phone: (434) 218-2052.
Saturday, August 9, 2025, 5:00 PM – 9:00 PM.
For more info visit frontporchcville.org. Veritas Starry Nights Music Festival
Experience the magic of summer at the Veritas Starry Nights Music Festival, a beloved outdoor concert series nestled in the heart of Virginia’s wine country. Enjoy live performances from popular regional bands, dance under the stars, and savor award-winning Veritas wines. The festival features a variety of ticket options, including general admission for picnicking on the lawn, buffet-style dinners on the brick patio, and VIP plated dinners with reserved deck seating. Gates open at 5:30 p.m. with music and festivities running into the night. Bring friends, a picnic blanket, and your dancing shoes for an unforgettable evening surrounded by vineyards and mountain views. This event is 21+ only. Rain or shine.
Ticket Details:
General Admission (Sun Ticket): $25, includes souvenir logo glass
Moon Ticket: $75, includes stationed-style dinner and reserved patio seating
Stars VIP Ticket: $125, includes three-course plated dinner, reserved deck seating, and VIP parking
Child Ticket (ages 10–16): $15
Children under 10…
Event Type: Local Event. Contact: Veritas Vineyards & Winery. Contact Phone: (540) 456-8000.
Saturday, August 9, 2025, 5:30 PM – 11:00 PM.
145 Saddleback Farm, Afton, VA 22920.
For more info visit veritaswines.com. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, August 10, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery.
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Sunday, August 10, 2025, 12:00 PM – 8:00 PM.
For more info visit www.puzzledbee.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, August 11, 2025 – Friday, August 15, 2025.
For more info visit www.monticello.org. Soul of Cville Festival
The Soul of Cville Festival is a vibrant, week-long celebration of Black culture, creativity, and community in the heart of Charlottesville. Now in its fifth year, the 2025 festival’s theme is “Firmly Planted; Fiercely Flourishing.” The Saturday festival features live music, DJ sets, dance performances, a fashion show, the Best in Black Cville awards, and the 9 Pillars Hip Hop Showcase. Attendees can shop at the Black artisan market, enjoy food from Black-owned restaurants, participate in free art-making activities, and connect with dozens of local vendors and community partners. The event is family-friendly and free to attend, with immersive experiences like the Looking Glass art installation and a community canvas for collaborative creativity.
Event Type: Local Event. Event Category: Art & Culture. Entertainment. Contact: IX Art Park.
Tuesday, August 12, 2025 – Sunday, August 17, 2025.
IX Art Park
522 Second Street SE
Charlottesville, VA 22902.
For more info visit www.ixartpark.org. Farmers in the Park
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Wednesday, August 13, 2025, 3:00 PM – 7:00 PM.
Pen Park
1300 Pen Park Road
Charlottesville, VA 22901.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery.
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, August 14, 2025, 12:00 PM – 8:00 PM.
For more info visit www.puzzledbee.com. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery.
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Friday, August 15, 2025, 12:00 PM – 8:00 PM.
For more info visit www.puzzledbee.com. Fridays After Five
Fridays After Five is Charlottesville’s signature free summer concert series, bringing the community together every Friday evening at Ting Pavilion on the Downtown Mall. Enjoy live performances from a diverse lineup of local and regional bands, spanning genres from rock and pop to soul, bluegrass, and more. Bring your friends and family, grab food and drinks from local vendors, and start your weekend with great music in a lively, family-friendly atmosphere. Rain or shine, it’s the place to be for music lovers and anyone looking for a fun, social Friday night out in the heart of Charlottesville.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Contact: Ting Pavilion. Contact Phone: (434) 245-4910.
Friday, August 15, 2025, 5:30 PM – 8:30 PM.
For more info visit www.tingpavilion.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, August 16, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery.
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Saturday, August 16, 2025, 12:00 PM – 8:00 PM.
For more info visit www.puzzledbee.com. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, August 17, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, August 18, 2025 – Friday, August 22, 2025.
For more info visit www.monticello.org. Farmers in the Park
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Wednesday, August 20, 2025, 3:00 PM – 7:00 PM.
Pen Park
1300 Pen Park Road
Charlottesville, VA 22901.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, August 21, 2025 – Sunday, August 24, 2025.
For more info visit www.puzzledbee.com. Scottsville’s Summer Concert Series
Fridays on the Canal is Scottsville’s new favorite way to kick off the weekend! Held on the fourth Friday of each month from May through September, this free summer concert series brings our riverside community together with live music, food trucks, wine & beer, and local vendors.
🎸 Free Admission
🍔 Family-Friendly
🕔 5–8 PM | Fourth Fridays | May–September.
Property: Omni Charlottesville Hotel. Event Type: Local Event.
Friday, August 22, 2025, 5:00 PM – 8:00 PM.
For more info visit fridaysonthecanal.com. Fridays After Five
Fridays After Five is Charlottesville’s signature free summer concert series, bringing the community together every Friday evening at Ting Pavilion on the Downtown Mall. Enjoy live performances from a diverse lineup of local and regional bands, spanning genres from rock and pop to soul, bluegrass, and more. Bring your friends and family, grab food and drinks from local vendors, and start your weekend with great music in a lively, family-friendly atmosphere. Rain or shine, it’s the place to be for music lovers and anyone looking for a fun, social Friday night out in the heart of Charlottesville.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Contact: Ting Pavilion. Contact Phone: (434) 245-4910.
Friday, August 22, 2025, 5:30 PM – 8:30 PM.
For more info visit www.tingpavilion.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, August 23, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Rivanna Roots Concert Series
Rivanna Roots is a beloved family-friendly outdoor concert series held on the scenic banks of the Rivanna River. Enjoy an evening of outstanding local and regional music in a relaxed riverside setting. Bring your blanket or chair, savor local craft beer, cider, and wine from exclusive beverage partners, and enjoy delicious offerings from rotating food trucks. Kids 12 and under attend free (please add a free children’s ticket for attendance tracking).
Ticket Prices:
$15 in advance
$18 after 5:00 PM the day before the show and at the door
Kids 12 and under: Free (add free children’s ticket for tracking)
Season Pass: $195 full price (early bird $175 sold out) for all 13 concerts
Tickets support the performing artists and music education programs through The Front Porch Music School. Parking on-site is $5 cash per car; free parking options are available nearby. Dogs on leashes are welcome, and outside food is permitted (no outside alcohol). The event is rain or shine.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Entertainment. Art & Culture. Couples. Contact: Rivanna River Company. Contact Phone: (434) 218-2052.
Saturday, August 23, 2025, 5:00 PM – 9:00 PM.
For more info visit frontporchcville.org. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, August 24, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, August 25, 2025 – Friday, August 29, 2025.
For more info visit www.monticello.org. Farmers in the Park
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Wednesday, August 27, 2025, 3:00 PM – 7:00 PM.
Pen Park
1300 Pen Park Road
Charlottesville, VA 22901.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, August 28, 2025 – Sunday, August 31, 2025.
For more info visit www.puzzledbee.com. Fridays After Five
Fridays After Five is Charlottesville’s signature free summer concert series, bringing the community together every Friday evening at Ting Pavilion on the Downtown Mall. Enjoy live performances from a diverse lineup of local and regional bands, spanning genres from rock and pop to soul, bluegrass, and more. Bring your friends and family, grab food and drinks from local vendors, and start your weekend with great music in a lively, family-friendly atmosphere. Rain or shine, it’s the place to be for music lovers and anyone looking for a fun, social Friday night out in the heart of Charlottesville.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Contact: Ting Pavilion. Contact Phone: (434) 245-4910.
Friday, August 29, 2025, 5:30 PM – 8:30 PM.
For more info visit www.tingpavilion.com. Descendants/Zombies: Worlds Collide Tour
The Descendants/Zombies: Worlds Collide Tour is a spectacular, interactive live concert experience that brings together the stars and music from Disney Channel’s “Descendants” and “Zombies” franchises. Featuring cast members like Kylie Cantrall, Freya Skye, and more, this arena show is designed for families and fans of all ages. The production features dazzling choreography, elaborate costumes, and high-energy performances of chart-topping songs from both series. Audience members are encouraged to dance, sing along, and participate in engaging moments throughout the show. The tour promises a vibrant, immersive atmosphere, transforming the arena into a celebration of friendship, acceptance, and fun. Perfect for young fans and nostalgic adults alike, the event offers themed merchandise and interactive lobby activities before the show. With its inclusive message and star-studded cast, Worlds Collide is set to be one of the summer’s most memorable family events in Charlottesville.
Ticket Prices: Starting from $82…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Family. Contact: John Paul Jones Arena. Contact Phone: (434) 243-4960.
Friday, August 29, 2025, 7:00 PM – 9:30 PM.
For more info visit www.johnpauljonesarena.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, August 30, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, August 31, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, September 1, 2025 – Friday, September 5, 2025.
For more info visit www.monticello.org. Farmers in the Park
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Wednesday, September 3, 2025, 3:00 PM – 7:00 PM.
Pen Park
1300 Pen Park Road
Charlottesville, VA 22901.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, September 4, 2025 – Sunday, September 7, 2025.
For more info visit www.puzzledbee.com. Fridays After Five
Fridays After Five is Charlottesville’s signature free summer concert series, bringing the community together every Friday evening at Ting Pavilion on the Downtown Mall. Enjoy live performances from a diverse lineup of local and regional bands, spanning genres from rock and pop to soul, bluegrass, and more. Bring your friends and family, grab food and drinks from local vendors, and start your weekend with great music in a lively, family-friendly atmosphere. Rain or shine, it’s the place to be for music lovers and anyone looking for a fun, social Friday night out in the heart of Charlottesville.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Contact: Ting Pavilion. Contact Phone: (434) 245-4910.
Friday, September 5, 2025, 5:30 PM – 8:30 PM.
For more info visit www.tingpavilion.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, September 6, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Charlottesville Pride Festival 2025
Charlottesville Pride Festival returns to Ting Pavilion, bringing together the larger LGBTQ community and allies for a vibrant day of celebration, connection, and support. The festival features:
Live entertainment on the main stage
Local food & beverage vendors
LGBTQ-owned market booths
Resource tables from advocacy and support organizations
Family-friendly activities and games
Volunteer opportunities and community outreach
A welcoming, inclusive atmosphere for all ages
Admission: Free and open to the public. No tickets required.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Family. Couples. Entertainment. Holiday. Recreation. Contact: Ting Pavilion. Contact Phone: (434) 245-4910.
Saturday, September 6, 2025, 12:30 PM – 7:30 PM.
For more info visit www.tingpavilion.com. Rivanna Roots Concert Series
Rivanna Roots is a beloved family-friendly outdoor concert series held on the scenic banks of the Rivanna River. Enjoy an evening of outstanding local and regional music in a relaxed riverside setting. Bring your blanket or chair, savor local craft beer, cider, and wine from exclusive beverage partners, and enjoy delicious offerings from rotating food trucks. Kids 12 and under attend free (please add a free children’s ticket for attendance tracking).
Ticket Prices:
$15 in advance
$18 after 5:00 PM the day before the show and at the door
Kids 12 and under: Free (add free children’s ticket for tracking)
Season Pass: $195 full price (early bird $175 sold out) for all 13 concerts
Tickets support the performing artists and music education programs through The Front Porch Music School. Parking on-site is $5 cash per car; free parking options are available nearby. Dogs on leashes are welcome, and outside food is permitted (no outside alcohol). The event is rain or shine.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Entertainment. Art & Culture. Couples. Contact: Rivanna River Company. Contact Phone: (434) 218-2052.
Saturday, September 6, 2025, 5:00 PM – 9:00 PM.
For more info visit frontporchcville.org. George Thorogood and The Destroyers: The Baddest Show on Earth
Experience the raw energy and legendary sound of George Thorogood and The Destroyers as they bring “The Baddest Show on Earth” to Charlottesville’s Paramount Theater. With a career spanning five decades, over 8,000 live shows, and more than 15 million albums sold, Thorogood is a true icon of American rock and blues. The band is known for their electrifying performances, featuring hits like “Bad to the Bone” and “Move It On Over,” and their concerts are celebrated for their high-octane atmosphere and crowd engagement. This tour promises all the drum-bashing, guitar-shredding, and sax-wailing energy that has defined the band’s storied history. The Paramount’s intimate setting allows fans to get up close to the action, making for an unforgettable night of music. VIP ticket options include exclusive merchandise, autographed memorabilia, and priority entry. Whether you’re a longtime fan or discovering their music for the first time, this is a show that will make you feel like a teenager again. Don’t miss your chan…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Contact: Paramount Theater. Contact Phone: (434) 979-1333.
Saturday, September 6, 2025, 8:00 PM – 10:30 PM.
For more info visit theparamount.net. Charlottesville Chamber Music Festival
The 26th Annual Charlottesville Chamber Music Festival draws acclaimed artists from around the world for two weeks of chamber music spanning classics, new commissions, and cross-genre collaborations. Enjoy performances of Schubert, Brahms, Dvořák, Stravinsky, and much more, including world premieres and festival favorites.
Notable Musicians: International and US artists such as Raphael Bell, Timothy Summers, and special guests.
Programs: Diverse repertoire—strings, piano, clarinet, trumpet, and vocal music from the world’s great composers.
Family-Friendly: Suitable for music lovers and curious newcomers; all ages welcome.
Accessibility: Venues are ADA accessible.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Couples. Entertainment. Family. Recreation. Contact: Charlottesville Chamber Music Festival. Contact Phone: (434) 295-5395.
Sunday, September 7, 2025 – Saturday, September 20, 2025.
For more info visit www.cvillechambermusic.org. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, September 7, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, September 8, 2025 – Friday, September 12, 2025.
For more info visit www.monticello.org. Farmers in the Park
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Wednesday, September 10, 2025, 3:00 PM – 7:00 PM.
Pen Park
1300 Pen Park Road
Charlottesville, VA 22901.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, September 11, 2025 – Sunday, September 14, 2025.
For more info visit www.puzzledbee.com. Adam Sandler: You're My Best Friend
Adam Sandler returns to Charlottesville on September 12, 2025, with his acclaimed “You’re My Best Friend” comedy tour. Enjoy an unforgettable night of stand-up, musical acts, and nostalgic moments from one of comedy’s biggest stars. The show features surprise guests and fan favorites.
Food, drinks, and merchandise will be available for purchase at the venue.
Tickets:
Starting at $49.50 (plus fees), available via Ticketmaster and the John Paul Jones Arena box office. VIP packages available.
All ages welcomed.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Entertainment. Art & Culture. Couples. Recreation. Contact: John Paul Jones Arena. Contact Phone: (434) 243-4960.
Friday, September 12, 2025, 7:00 PM – 10:30 PM.
For more info visit www.johnpauljonesarena.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, September 13, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, September 14, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Cville VegFest
Join Charlottesville’s celebrated Cville VegFest, a vibrant plant-based festival open to all! This free, family-friendly event at IX Art Park features a lively celebration of delicious plant-based foods, live music, entertainment, inspiring speakers, local vendors, yoga sessions, and children’s activities.
Discover the mission-driven atmosphere focused on building a healthy, just, and joyful world for people and animals. The festival stands against all forms of violence and discrimination, striving for accessibility and community support.
Highlights:
Free admission for all.
Plant-based food vendors and samplings.
Live music and entertainment throughout the day.
Speaker series on veganism, wellness, and social justice.
Yoga and fitness workshops.
Kids’ activities, crafts, and interactive learning.
Community and advocacy groups sharing resources.
Local sponsors, including Botanical Fare and Vegan Action.
Admission: Always free — no tickets required!
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Culinary. Entertainment. Family. Wellness & Fitness. Recreation. Philanthropic. Holiday. Couples. Contact: IX Art Park. Contact Phone: (434) 207-2964.
Sunday, September 14, 2025, 11:00 AM – 4:00 PM.
For more info visit www.cvillevegfest.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, September 15, 2025 – Friday, September 19, 2025.
For more info visit www.monticello.org. Mannequin Pussy with Gouge Away
Philadelphia’s Mannequin Pussy, known for their explosive blend of punk, indie, and alternative rock, headline the Jefferson Theater with special guests Gouge Away. The band’s live shows are renowned for their intensity, emotional honesty, and dynamic musicianship, creating an atmosphere that’s both cathartic and exhilarating. Their critically acclaimed albums have earned them a devoted following, and their concerts are celebrated for energetic performances and powerful storytelling. This event offers fans a chance to experience the raw power and vulnerability that define Mannequin Pussy’s music, as well as the opportunity to discover new favorites from Gouge Away. The Jefferson Theater’s historic ambiance and excellent sound make it the perfect venue for an unforgettable night of live music. Whether you’re a longtime fan or new to the scene, this concert promises an evening of passion, authenticity, and community. Secure your tickets early, as this is expected to be a popular show among Charlottesville’s vib…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Jefferson Theater. Contact Phone: (434) 245-4980.
Tuesday, September 16, 2025, 8:00 PM – 11:00 PM.
For more info visit www.jeffersontheater.com. Farmers in the Park
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Wednesday, September 17, 2025, 3:00 PM – 7:00 PM.
Pen Park
1300 Pen Park Road
Charlottesville, VA 22901.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, September 18, 2025 – Sunday, September 21, 2025.
For more info visit www.puzzledbee.com. MICO
MICO, the rising star of indie-pop, brings his signature blend of catchy melodies, heartfelt lyrics, and energetic stage presence to Charlottesville. Known for his viral hits and engaging social media presence, MICO’s music resonates with fans looking for relatable stories and infectious hooks. His live performances are a dynamic mix of musical talent and genuine connection with the audience, making each show a memorable experience. The Jefferson Theater provides an intimate setting where fans can enjoy MICO’s latest tracks and fan favorites up close. Expect a night filled with singalongs, emotional moments, and plenty of surprises as MICO shares songs from his latest releases. Whether you’re a longtime supporter or discovering his music for the first time, this concert is a must-see for anyone who loves fresh, modern pop with an indie twist. Don’t miss your chance to be part of an unforgettable night with one of the genre’s most exciting new voices.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Jefferson Theater. Contact Phone: (434) 245-4980.
Thursday, September 18, 2025, 8:00 PM – 11:30 PM.
For more info visit www.ticketmaster.com. PBR Challenger Series
Experience the adrenaline and drama of professional bull riding as the PBR Challenger Series returns to Charlottesville for one night only! Watch world-class bull riders face off against some of the rankest animal athletes in the sport, each rider battling for glory and a shot at the Challenger Series Championship.
The event features 35 bull riders competing in Round 1, with the top 10 advancing to a championship round for the event buckle. Special premium seats and VIP packages—including exclusive access and amenities—are available for fans seeking an enhanced experience.
Tickets: $20–$103 per person; PBR Elite Seats & VIP options available.
Where to buy: Tickets available at Ticketmaster, the John Paul Jones Arena box office, PBR.com, or by phone at (800) 745-3000.
All ages welcome; children must have a ticket.
Arena Policy: Clear bag and security protocols are enforced. Check venue page for prohibited items.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Family. Recreation. Couples. Contact: John Paul Jones Arena. Contact Phone: (434) 243-4960.
Friday, September 19, 2025, 7:00 PM – 10:30 PM.
John Craigie with Cristina Vane
John Craigie, the acclaimed folk singer-songwriter, is joined by Cristina Vane for an evening of storytelling and song at the Jefferson Theater. Craigie is celebrated for his witty lyrics, engaging stage presence, and the ability to connect deeply with audiences through both humor and heartfelt narratives. His performances are a blend of music and spoken word, creating an intimate atmosphere where every song feels like a personal conversation. Cristina Vane brings her own unique style, blending blues, folk, and Americana influences. Together, they offer a night of rich musical textures, thought-provoking lyrics, and genuine artistry. The Jefferson Theater’s historic charm enhances the experience, making it a perfect venue for fans of acoustic music and lyrical storytelling. This concert promises laughter, reflection, and a sense of community, inviting listeners to become part of the narrative. It’s an event not to be missed by anyone who appreciates the craft of songwriting and the magic of live performance.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Jefferson Theater. Contact Phone: (434) 245-4980.
Friday, September 19, 2025, 8:00 PM – 10:30 PM.
For more info visit www.jeffersontheater.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, September 20, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Rivanna Roots Concert Series
Rivanna Roots is a beloved family-friendly outdoor concert series held on the scenic banks of the Rivanna River. Enjoy an evening of outstanding local and regional music in a relaxed riverside setting. Bring your blanket or chair, savor local craft beer, cider, and wine from exclusive beverage partners, and enjoy delicious offerings from rotating food trucks. Kids 12 and under attend free (please add a free children’s ticket for attendance tracking).
Ticket Prices:
$15 in advance
$18 after 5:00 PM the day before the show and at the door
Kids 12 and under: Free (add free children’s ticket for tracking)
Season Pass: $195 full price (early bird $175 sold out) for all 13 concerts
Tickets support the performing artists and music education programs through The Front Porch Music School. Parking on-site is $5 cash per car; free parking options are available nearby. Dogs on leashes are welcome, and outside food is permitted (no outside alcohol). The event is rain or shine.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Entertainment. Art & Culture. Couples. Contact: Rivanna River Company. Contact Phone: (434) 218-2052.
Saturday, September 20, 2025, 5:00 PM – 9:00 PM.
For more info visit frontporchcville.org. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, September 21, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, September 22, 2025 – Friday, September 26, 2025.
For more info visit www.monticello.org. Tyler Childers: On The Road
Experience an unforgettable night of country, folk, and bluegrass as Tyler Childers brings his acclaimed “On The Road” tour to Charlottesville. Known for raw, heartfelt storytelling and electrifying performances, Childers has become one of the leading voices in contemporary Americana.
Featuring songs spanning his impressive discography, from Purgatory to his latest chart-toppers.
$1 from every ticket sold is donated to the Hickman Holler Appalachian Relief Fund (HHARF) and REVERB, which support Appalachian communities and environmental sustainability.
Concessions, merchandise, and themed drinks available throughout the evening.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Couples. Recreation. Contact: John Paul Jones Arena. Contact Phone: (434) 243-4960.
Monday, September 22, 2025, 7:30 PM – 10:30 PM.
For more info visit www.johnpauljonesarena.com. Farmers in the Park
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Wednesday, September 24, 2025, 3:00 PM – 7:00 PM.
Pen Park
1300 Pen Park Road
Charlottesville, VA 22901.
For more info visit www.charlottesville.gov. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, September 25, 2025 – Sunday, September 28, 2025.
For more info visit www.puzzledbee.com. Sharon Van Etten & The Attachment Theory with TORRES
Sharon Van Etten & The Attachment Theory, with special guest TORRES, present an evening of transformative indie rock at the Jefferson Theater. Van Etten’s latest project marks a new chapter in her career, embracing full collaboration with her band and exploring fresh sonic landscapes. The result is a sound that is both exhilarating and emotionally resonant, with themes of love, identity, and personal growth. Van Etten’s performances are known for their vulnerability, power, and connection with the audience, making each show a unique experience. The addition of TORRES, a critically acclaimed artist in her own right, adds depth and variety to the evening. The concert also supports a charitable cause, with $1 from every ticket benefiting A New Way of Life Reentry Project. Fans can expect a setlist that spans Van Etten’s career, including new material and beloved classics. The Jefferson Theater’s ambiance provides the perfect backdrop for a night of music that is as thought-provoking as it is inspiring.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Jefferson Theater. Contact Phone: (434) 245-4980.
Thursday, September 25, 2025, 7:00 PM – 10:30 PM.
For more info visit www.jeffersontheater.com. Scottsville’s Summer Concert Series
Fridays on the Canal is Scottsville’s new favorite way to kick off the weekend! Held on the fourth Friday of each month from May through September, this free summer concert series brings our riverside community together with live music, food trucks, wine & beer, and local vendors.
🎸 Free Admission
🍔 Family-Friendly
🕔 5–8 PM | Fourth Fridays | May–September.
Property: Omni Charlottesville Hotel. Event Type: Local Event.
Friday, September 26, 2025, 5:00 PM – 8:00 PM.
For more info visit fridaysonthecanal.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, September 27, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Bruce Hornsby & The Noisemakers with Eggy
Bruce Hornsby & The Noisemakers, with special guest Eggy, bring their genre-defying sound to Charlottesville for a night of musical exploration and virtuosity. Hornsby’s career is marked by a willingness to push boundaries, blending elements of rock, jazz, folk, and blues into a distinctive and ever-evolving style. His live shows are celebrated for their spontaneity, musicianship, and the joy of discovery, as the band reimagines classic songs and introduces new material. The addition of Eggy, known for their improvisational prowess, promises an evening of dynamic interplay and creative energy. Fans can expect to hear favorites from Hornsby’s extensive catalog, as well as surprises and deep cuts. The Jefferson Theater’s intimate setting enhances the experience, allowing the audience to fully appreciate the nuance and artistry of the performers. This concert is a must-see for anyone who values musical innovation and the thrill of live performance.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Jefferson Theater. Contact Phone: (434) 245-4980.
Saturday, September 27, 2025, 7:00 PM – 10:30 PM.
For more info visit www.jeffersontheater.com. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, September 28, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Drew Holcomb & The Neighbors – Medicine Anniversary Tour
Drew Holcomb & The Neighbors return to Charlottesville as part of the Medicine Anniversary Tour, celebrating the enduring appeal of their beloved album. Known for their uplifting blend of Americana, folk, and rock, the band’s live shows are marked by heartfelt performances, singalong anthems, and a sense of community that brings audiences together. Holcomb’s songwriting captures the joys and struggles of everyday life, resonating with fans of all ages. The Medicine Anniversary Tour features songs from the landmark album as well as favorites from across the band’s discography, promising a night of nostalgia, inspiration, and musical excellence. The Jefferson Theater’s welcoming atmosphere makes it the perfect venue for this celebration of music and togetherness. Whether you’re a longtime fan or new to their sound, this concert offers an opportunity to experience the warmth, talent, and spirit that define Drew Holcomb & The Neighbors.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Jefferson Theater. Contact Phone: (434) 245-4980.
Sunday, September 28, 2025, 7:00 PM – 10:30 PM.
For more info visit www.jeffersontheater.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, September 29, 2025 – Friday, October 3, 2025.
For more info visit www.monticello.org. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, October 2, 2025 – Sunday, October 5, 2025.
For more info visit www.puzzledbee.com. Zach Top’s Cold Beer & Country Music Tour
Experience one of country music’s most exciting new stars as Zach Top brings his acclaimed “Cold Beer & Country Music Tour” to Charlottesville! Known for his ‘90s-inspired, neo-traditional country sound, chart-topping singles, and high-energy performances, Zach Top will be joined by special guest Jake Worthington for this one-night-only concert.
The show features new music from his sophomore album Ain’t In It For My Health and fan favorites. Enjoy a festive night of country hits, storytelling, and community with fellow fans.
All ages welcome (recommended 12+). Each attendee must have a ticket. Clear bag policy in effect—see arena guidelines for details.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Couples. Recreation. Family. Contact: John Paul Jones Arena. Contact Phone: (434) 243-4960.
Friday, October 3, 2025, 7:00 PM – 10:30 PM.
For more info visit www.johnpauljonesarena.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, October 4, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Rivanna Roots Concert Series
Rivanna Roots is a beloved family-friendly outdoor concert series held on the scenic banks of the Rivanna River. Enjoy an evening of outstanding local and regional music in a relaxed riverside setting. Bring your blanket or chair, savor local craft beer, cider, and wine from exclusive beverage partners, and enjoy delicious offerings from rotating food trucks. Kids 12 and under attend free (please add a free children’s ticket for attendance tracking).
Ticket Prices:
$15 in advance
$18 after 5:00 PM the day before the show and at the door
Kids 12 and under: Free (add free children’s ticket for tracking)
Season Pass: $195 full price (early bird $175 sold out) for all 13 concerts
Tickets support the performing artists and music education programs through The Front Porch Music School. Parking on-site is $5 cash per car; free parking options are available nearby. Dogs on leashes are welcome, and outside food is permitted (no outside alcohol). The event is rain or shine.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Entertainment. Art & Culture. Couples. Contact: Rivanna River Company. Contact Phone: (434) 218-2052.
Saturday, October 4, 2025, 5:00 PM – 9:00 PM.
For more info visit frontporchcville.org. TobyMac, MercyMe, & Matthew West
Experience a powerhouse night of Christian music and uplifting entertainment as three of the genre’s biggest stars—TobyMac, MercyMe, and Matthew West—unite for one unforgettable show in Charlottesville. Expect a collection of iconic songs and new favorites, blending joyful worship, energetic performances, and inspiring storytelling.
Each artist will perform a featured set, including chart-toppers like “I Can Only Imagine” (MercyMe), “Made to Love” (TobyMac), and “Hello My Name Is” (Matthew West), alongside material from their latest albums.
An evening of celebration, community, and hope—perfect for all ages.
Food and merchandise will be available for purchase at the venue.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Recreation. Couples. Contact: John Paul Jones Arena. Contact Phone: (434) 243-4960.
Saturday, October 4, 2025, 6:00 PM – 10:00 PM.
For more info visit www.johnpauljonesarena.com. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, October 5, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, October 6, 2025 – Friday, October 10, 2025.
For more info visit www.monticello.org. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, October 9, 2025 – Sunday, October 12, 2025.
For more info visit www.puzzledbee.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, October 11, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, October 12, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, October 13, 2025 – Friday, October 17, 2025.
For more info visit www.monticello.org. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, October 16, 2025 – Sunday, October 19, 2025.
For more info visit www.puzzledbee.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, October 18, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Rivanna Roots Concert Series
Rivanna Roots is a beloved family-friendly outdoor concert series held on the scenic banks of the Rivanna River. Enjoy an evening of outstanding local and regional music in a relaxed riverside setting. Bring your blanket or chair, savor local craft beer, cider, and wine from exclusive beverage partners, and enjoy delicious offerings from rotating food trucks. Kids 12 and under attend free (please add a free children’s ticket for attendance tracking).
Ticket Prices:
$15 in advance
$18 after 5:00 PM the day before the show and at the door
Kids 12 and under: Free (add free children’s ticket for tracking)
Season Pass: $195 full price (early bird $175 sold out) for all 13 concerts
Tickets support the performing artists and music education programs through The Front Porch Music School. Parking on-site is $5 cash per car; free parking options are available nearby. Dogs on leashes are welcome, and outside food is permitted (no outside alcohol). The event is rain or shine.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Entertainment. Art & Culture. Couples. Contact: Rivanna River Company. Contact Phone: (434) 218-2052.
Saturday, October 18, 2025, 5:00 PM – 9:00 PM.
For more info visit frontporchcville.org. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, October 19, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, October 20, 2025 – Friday, October 24, 2025.
For more info visit www.monticello.org. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, October 23, 2025 – Sunday, October 26, 2025.
For more info visit www.puzzledbee.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, October 25, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. King Family Vineyards (Roseland Polo Club)
Every Sunday from Memorial Day weekend (May 25, 2025) through mid-October (October 12, 2025), weather permitting
Regular match time: 12:00 PM (noon)
Gates open: 10:00 AM
Special summer schedule (July 6 – August 3, 2025): Matches at 5:00 PM and 6:30 PM; gates open at 4:00 PM
Experience the elegance and excitement of polo every Sunday at King Family Vineyards, set against the stunning backdrop of the Blue Ridge Mountains. Watch thrilling polo matches featuring skilled players and their magnificent ponies on the vineyard’s lush fields. Arrive early to enjoy tailgating with family and friends-set up your own space or reserve a spot with or without a tent for shade. Sip award-winning King Family wines, savor food from local vendors, and soak in the festive, welcoming atmosphere. The matches are perfect for all ages, whether you’re a polo enthusiast or new to the sport. During the hottest weeks in July, matches shift to cooler evening times to enhance your comfort. Reservations are recommended for tailgating spaces…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Wellness & Fitness. Contact: King Family Vineyards. Contact Phone: (434) 823-7800.
Sunday, October 26, 2025, 10:00 AM – 2:00 PM.
For more info visit kingfamilyvineyards.com. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, October 27, 2025 – Friday, October 31, 2025.
For more info visit www.monticello.org. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, October 30, 2025 – Sunday, November 2, 2025.
For more info visit www.puzzledbee.com. Charlottesville City Market
Charlottesville’s oldest open-air market is back! We offer a little bit of everything. Fresh fruits and veggies, handmade crafts, homemade baked goods, fresh roasted coffee, doughnuts, organic bagels, authentic cultural foods made on location, fresh artisan breads, and much more. You must visit the market; it is truly a taste of Charlottesville.
Event Type: Local Event. Event Category: Entertainment. Family. Holiday. Wellness & Fitness. Couples. Contact: Charlottesville Parks & Recreation. Contact Phone: 434-970-3260.
Saturday, November 1, 2025, 8:00 AM – 1:00 PM.
100 Water Street
Charlottesville, VA 22902.
For more info visit www.charlottesville.gov. Archaeology in Action at Monticello
Archaeology in Action at Monticello invites visitors to witness and engage with ongoing archaeological excavations at this UNESCO World Heritage site. 20-minute discussions offered daily Monday-Friday at 11am and 1pm, weather permitting. THURSDAYS and FRIDAYS: Join archaeologists for a 45-minute walking tour that explores what we've learned from current and past excavations on the historic mountaintop.
Talks begin near the excavation site on the east front of the main house.
Included with any Monticello admission, no reservations required. Guests can observe professional archaeologists as they carefully uncover artifacts that reveal the daily lives of those who lived and worked at Monticello, both enslaved and free. The program is highly interactive, offering opportunities to ask questions and learn about the latest discoveries that deepen our understanding of American history. Visitors of all ages can gain insight into archaeological methods, see real artifacts, and hear stories that bring the past to life.…
Property: Omni Charlottesville Hotel. Event Type: Local Event. Contact: Thomas Jefferson’s Monticello. Contact Phone: (434) 984-9800.
Monday, November 3, 2025 – Friday, November 7, 2025.
For more info visit www.monticello.org. Cville Brewery Puzzle Hunt
Enjoy a unique “puzzle crawl” adventure that blends the fun of an escape room with a self-guided brewery tour through some of Charlottesville’s best local spots! The Cville Brewery Puzzle Hunt begins at Starr Hill Brewery and takes participants on an interactive, story-driven quest with puzzles inspired by local Charlottesville history.
How it works:
Buy your ticket online and start your adventure from Starr Hill Brewery. (12pm-10pm)
Solve clues and complete puzzles at each participating brewery, moving between stops at your own pace.
Breweries on the route typically include Starr Hill, SuperFly, Random Row, and Rockfish Brewing.
Get $1 off your first pint at each brewery by mentioning the puzzle crawl.
Play solo, as a couple, or as a team.
Duration:
2–3 hours, but you can take as long as you like.
Level: Easy to Medium, suitable for a wide range of puzzling experience.
Property: Omni Charlottesville Hotel. Event Type: Local Event. Event Category: Art & Culture. Entertainment. Culinary. Recreation. Couples. Contact: Starr Hill Brewery. Contact Phone: (434) 293-3367.
Thursday, November 6, 2025 – Sunday, November 9, 2025.
For more info visit www.puzzledbee.com.