Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, January 12, 2026.
Transitions Reunion #2
Upper School
Category: Student Activities. Event Type: In-person.
Monday, January 12, 2026, 6:30 PM – 7:15 PM.
Straus Library.
USP: Melissa Gold Speaker Freestyle+
Upper School
Category: Academics. Event Type: In-person.
Tuesday, January 13, 2026, 1:15 PM – 2:15 PM.
FCC Court 1.
Winter Welcome Back (sponsored by BIPOC Steering Committee)
Employee Events
Category: Faculty and Staff: LS. Faculty and Staff: MS. Faculty and Staff: US. Event Type: In-person.
Tuesday, January 13, 2026, 3:30 PM – 5:30 PM.
Straus Library.
MS Hockey vs Derby
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Derby.
Wednesday, January 14, 2026, 2:45 PM – 3:45 PM.
Milton - ACC Rink.
MS Boys Basketball White vs Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Derby.
Wednesday, January 14, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Boys Basketball Blue vs Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Meadowbrook.
Wednesday, January 14, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Boys Basketball Orange vs Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Meadowbrook.
Wednesday, January 14, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Gold @ Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Dedham Country Day. Pick-up Time: 5:45 p.m.
Wednesday, January 14, 2026, 3:45 PM – 4:45 PM.
Dedham Country Day.
MS Girls Basketball Blue vs Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Dedham Country Day.
Wednesday, January 14, 2026, 4:00 PM – 5:00 PM.
Milton.
Influence Opening Reception (curated by Lou Jones)
Employee Events
through March 4, 2026.
Category: Arts. Event Type: In-person.
Thursday, January 15, 2026, 5:30 PM – 7:00 PM.
Nesto Gallery.
Grade 7 Statistics Unit Culminating Event
Middle School
Category: All Grades 6–8. Academics. Event Type: In-person.
Friday, January 16, 2026, 9:30 AM – 10:25 AM.
Goodwin Room.
CANCELLED - MS Hockey @ Derby - Pilgrim Arena
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Derby. Pick-up Time: 5:45 p.m.
Friday, January 16, 2026, 2:30 PM – 3:30 PM.
MS Boys Basketball Orange vs Boys MS White
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Milton.
Friday, January 16, 2026, 2:45 PM – 3:45 PM.
Milton.
MS Boys Basketball White vs Boys MS Orange
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Milton.
Friday, January 16, 2026, 2:45 PM – 3:45 PM.
Milton.
MS Girls Basketball Blue @ Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Thayer. Pick-up Time: 5:45 p.m.
Friday, January 16, 2026, 3:30 PM – 4:30 PM.
Thayer.
MS Girls Basketball Orange @ Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Thayer. Pick-up Time: 5:45 p.m.
Friday, January 16, 2026, 3:30 PM – 4:30 PM.
Thayer.
MS Squash @ Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Dana Hall. Pick-up Time: 5:45 p.m.
Friday, January 16, 2026, 3:30 PM – 4:30 PM.
Dana Hall.
US Student Activity: New Board Games
Upper School
Category: Student Activities. Event Type: In-person.
Friday, January 16, 2026, 7:00 PM – 10:45 PM.
SSC.
Saturday Course Session 3: Grade 4 and new Grade 5 students
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, January 17, 2026.
US Student Activity: Trip to AMC Braintree Cinema
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, January 17, 2026, 6:00 PM.
Departs from the RSG.
US Student Activity: Trip to Trader Joe's
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, January 17, 2026, 6:30 PM.
Departs from the RSG.
US Student Activity: Cereal Bar & Cozy Coloring
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, January 17, 2026, 8:00 PM – 10:00 PM.
SSC.
MS Robotics VEX V5 Robotics Competition
Middle School
Category: All Grades 6–8. Student Activities. Event Type: In-person.
Sunday, January 18, 2026.
Walsh Middle School, Framingham, MA.
US Speech & Debate: Congress NSDA Qualifiers
Upper School
Category: Student Activities. Event Type: In-person.
Sunday, January 18, 2026.
US Student Activity: Trip to Boston Public Library
Upper School
Category: Student Activities. Event Type: In-person.
Sunday, January 18, 2026, 1:00 PM – 4:00 PM.
Departs from the RSG.
Milton Basketball Alumni Celebration and Watch Party
Employee Events
Category: Alumni Events. Community Engagement. Athletics: US. Event Type: In-person.
Sunday, January 18, 2026, 3:30 PM – 8:00 PM.
Hurricane's at the Garden, TD Garden.
For more info visit events.milton.edu. Martin Luther King, Jr. Day (no classes)
Lower School
Category: Holidays. Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Monday, January 19, 2026.
Staff holiday
Employee Events
Category: Faculty and Staff: LS. Faculty and Staff: MS. Faculty and Staff: US. Holidays. Event Type: In-person.
Monday, January 19, 2026.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Tuesday, January 20, 2026.
Classes resume
Lower School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Tuesday, January 20, 2026.
6-12 Programming: Martin Luther King, Jr. Programming
Middle School
Category: Academics. Event Type: In-person.
Tuesday, January 20, 2026, 1:15 PM – 2:15 PM.
FCC Court 1.
LS MLK Assembly
Lower School
Category: All Grades K–5. Event Type: In-person.
Tuesday, January 20, 2026, 1:15 PM – 2:15 PM.
Thacher.
K-12 MLK Community Celebration
Middle School
Category: Academics. Student Activities. Parents. Community Engagement. Event Type: In-person.
Tuesday, January 20, 2026, 6:00 PM – 8:30 PM.
Kellner Performing Arts Center.
MS Assessment Week Jan 21 - Jan 22
Middle School
Category: All Grades 6–8. Annual Calendar: MS 2025-2026. Event Type: In-person.
Wednesday, January 21, 2026 – Thursday, January 22, 2026.
Ware Hall classrooms & Goodwin Room.
MS Girls Basketball Orange vs Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Derby.
Wednesday, January 21, 2026, 3:00 PM – 4:00 PM.
Milton.
MS Girls Basketball Blue vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Dexter/Southfield.
Wednesday, January 21, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Boys Basketball Blue vs Beaver
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Beaver Country Day.
Wednesday, January 21, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Boys Basketball Orange vs Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Derby.
Wednesday, January 21, 2026, 4:00 PM – 5:00 PM.
Milton.
Milton Connect: San Francisco Networking
Employee Events
Category: Alumni Events. Community Engagement. Event Type: In-person.
Wednesday, January 21, 2026, 7:00 PM – 9:00 PM.
School Night, 601 19th Street, San Francisco, CA.
For more info visit events.milton.edu. Therapy Dogs
Upper School
Category: Student Activities. Event Type: In-person.
Thursday, January 22, 2026, 11:45 AM – 1:15 PM.
RSG.
Drama Assessment
Upper School
Category: Academics. Event Type: In-person.
Thursday, January 22, 2026, 6:00 PM – 8:00 PM.
King Theater.
Milton Voices: Betsy Beers '75 in conversation with Celeste Hughey '04
Employee Events
Category: Alumni Events. Community Engagement. Event Type: In-person.
Thursday, January 22, 2026, 6:00 PM – 8:00 PM.
Emerson Los Angeles, 5960 West Sunset Blvd. Los Angeles, CA.
For more info visit events.milton.edu. MS Focus Day
Middle School
Category: All Grades 6–8. Event Type: In-person.
Friday, January 23, 2026.
MS Squash vs Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Dedham Country Day.
Friday, January 23, 2026, 2:45 PM – 3:45 PM.
Milton Squash Courts.
MS Boys Basketball Orange vs Fessenden
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Fessenden.
Friday, January 23, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Boys Basketball White @ Cambridge Friends
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Cambridge Friends. Pick-up Time: 5:45 p.m.
Friday, January 23, 2026, 3:30 PM – 4:30 PM.
Cambridge Friends School.
MS Hockey vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Dexter/Southfield.
Friday, January 23, 2026, 3:30 PM – 4:30 PM.
Milton ACC Rink.
MS Boys Basketball Blue vs Shady Hill
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Shady Hill.
Friday, January 23, 2026, 3:45 PM – 4:45 PM.
Milton.
MS Girls Basketball Blue @ Shady Hill
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Shady Hill. Pick-up Time: 5:45 p.m.
Friday, January 23, 2026, 3:45 PM – 4:45 PM.
Shady Hill.
MS Girls Basketball Orange vs Nobles
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Nobles.
Friday, January 23, 2026, 4:00 PM – 5:00 PM.
Milton.
Upper School Improv Night
Upper School
Category: Arts. Event Type: In-person.
Friday, January 23, 2026, 8:00 PM.
King Theater.
Saturday Course Session 3: Grade 4 and new Grade 5 students
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, January 24, 2026.
Upper School Assessment Week
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Monday, January 26, 2026.
Upper School Assessment Week
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Tuesday, January 27, 2026.
Upper School Assessment Week
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Wednesday, January 28, 2026.
MS Squash vs. BB&N
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: BB&N.
Wednesday, January 28, 2026, 3:15 PM – 4:15 PM.
MS Squash Courts.
MS Boys Basketball White @ Tenacre Country Day School
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Tenacre. Pick-up Time: 6:15 p.m.
Wednesday, January 28, 2026, 3:30 PM – 4:30 PM.
Tenacre Country Day School.
MS Boys Blue Basketball vs. Belmont Hill
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Belmont Hill.
Wednesday, January 28, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Boys Orange Basketball vs. Jewish Community Day School
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange.
Wednesday, January 28, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Orange vs. Jewish Community Day School
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange.
Wednesday, January 28, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Gold @ Tenacre CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Tenacre. Pick-up Time: 6:15 p.m.
Wednesday, January 28, 2026, 4:30 PM – 5:30 PM.
Tenacre Country Day School.
Upper School Assessment Week
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Thursday, January 29, 2026.
Upper School Assessment Week
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Friday, January 30, 2026.
US Speech & Debate: NSDA Qualifiers
Upper School
Category: Student Activities. Event Type: In-person.
Friday, January 30, 2026 – Sunday, February 1, 2026.
MS Boys Basketball Blue @ Rivers
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Rivers. Pick-up Time: 5:45 p.m.
Friday, January 30, 2026, 3:30 PM – 4:30 PM.
Rivers.
MS Boys Basketball White @ Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Thayer. Pick-up Time: 5:45 p.m.
Friday, January 30, 2026, 3:30 PM – 4:30 PM.
Thayer.
MS Girls Basketball Blue vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Thayer.
Friday, January 30, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Gold vs Winsor
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Winsor.
Friday, January 30, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Orange vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Thayer.
Friday, January 30, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Hockey vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Thayer.
Friday, January 30, 2026, 3:30 PM – 4:30 PM.
Milton - ACC Rink.
MS Squash @ Winsor
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Winsor. Pick-up Time: 5:45 p.m.
Friday, January 30, 2026, 3:30 PM – 4:30 PM.
Winsor.
Saturday Course Session 3: Grade 4 and new Grade 5 students
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, January 31, 2026.
No classes for all divisions
Lower School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Monday, February 2, 2026.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Tuesday, February 3, 2026.
No classes for Upper School
Upper School
Category: Annual Calendar: US 2025-2026. Event Type: In-person.
Tuesday, February 3, 2026.
Classes resume for LS and MS
Lower School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Event Type: In-person.
Tuesday, February 3, 2026.
Blue week
Upper School
Category: Academics. Event Type: In-person.
Wednesday, February 4, 2026.
Classes resume for Upper School - special schedule
Upper School
Category: Annual Calendar: US 2025-2026. Event Type: In-person.
Wednesday, February 4, 2026.
MS Boys Basketball Orange vs Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Derby.
Wednesday, February 4, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Girls Basketball Gold vs Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Derby.
Wednesday, February 4, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Girls Basketball Blue @ Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Dana Hall. Pick-up Time: 5:45 p.m.
Wednesday, February 4, 2026, 3:30 PM – 4:30 PM.
Dana Hall.
MS Girls Basketball Orange @ Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Dana Hall. Pick-up Time: 5:45 p.m.
Wednesday, February 4, 2026, 3:30 PM – 4:30 PM.
Dana Hall.
MS Squash vs Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Dana Hall.
Wednesday, February 4, 2026, 3:30 PM – 4:30 PM.
Milton Squash Courts.
MS Boys Basketball Blue vs Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Dedham Country Day.
Wednesday, February 4, 2026, 4:00 PM – 5:00 PM.
Milton.
Semester 2 begins
Middle School
Category: Annual Calendar: US 2025-2026. Event Type: In-person.
Thursday, February 5, 2026.
Pi Talk: Al Ozonoff
Upper School
Category: Academics. Student Activities. Event Type: In-person.
Thursday, February 5, 2026, 7:00 PM – 8:00 PM.
FMC Hobbs Commons.
USPA Zoom: Supporting your student through college acceptance and rejection with Amanda Chapin-Deehan
Upper School
Category: Parents. Event Type: Virtual.
Thursday, February 5, 2026, 7:00 PM – 8:00 PM.
Milton @ Boston University Model United Nations (BOSMUN)
Upper School
Category: Student Activities. Event Type: In-person.
Friday, February 6, 2026 – Sunday, February 8, 2026.
Marriott Copley Place, Boston.
MS Boys Basketball Blue @ Belmont Hill
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Belmont Hill. Pick-up Time: 5:45 p.m.
Friday, February 6, 2026, 3:30 PM – 4:30 PM.
Belmont Hill.
MS Boys Basketball White @ Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Meadowbrook. Pick-up Time: 5:45 p.m.
Friday, February 6, 2026, 3:30 PM – 4:30 PM.
Meadowbrook.
MS Girls Basketball Blue vs Park
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Park. Pick-up Time: 5:45 p.m.
Friday, February 6, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Gold @ Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Meadowbrook. Pick-up Time: 5:45 p.m.
Friday, February 6, 2026, 3:30 PM – 4:30 PM.
Meadowbrook.
MS Girls Basketball Orange @ Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Meadowbrook. Pick-up Time: 5:45 p.m.
Friday, February 6, 2026, 3:30 PM – 4:30 PM.
Meadowbrook.
MS Squash @ Fay
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Fay. Pick-up Time: 5:45 p.m.
Friday, February 6, 2026, 3:30 PM – 4:30 PM.
Fay.
Gospel Explosion
Upper School
Category: Student Activities. Arts. Event Type: In-person.
Friday, February 6, 2026, 7:00 PM.
Straus.
Class IV Dance
Upper School
Category: Student Activities. Event Type: In-person.
Friday, February 6, 2026, 8:00 PM – 10:30 PM.
Goodwin Room.
US Speech & Debate: NCFL Qualifiers
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, February 7, 2026.
Shrewsbury, MA.
Saturday Course Session 3: Grade 4 and new Grade 5 students
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, February 7, 2026.
MS Pike "Stand Up For Speech!" Tournament
Middle School
Category: Student Activities. Event Type: In-person.
Sunday, February 8, 2026.
Andover, MA.
MS Robotics VEX V5 Robotics Competition
Middle School
Category: All Grades 6–8. Student Activities. Event Type: In-person.
Sunday, February 8, 2026.
Walsh Middle School, Framingham, MA.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, February 9, 2026.
LSPA meeting
Lower School
Category: Parents. Event Type: In-person.
Wednesday, February 11, 2026, 8:00 AM – 9:00 AM.
CSG conference room.
MS Boys Basketball Blue @ Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Derby. Pick-up Time: 5:45 p.m.
Wednesday, February 11, 2026, 3:15 PM – 4:15 PM.
Derby.
MS Boys Basketball Orange vs Nobles
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Nobles.
Wednesday, February 11, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Girls Basketball Blue @ Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Derby. Pick-up Time: 5:45 p.m.
Wednesday, February 11, 2026, 3:15 PM – 4:15 PM.
Derby.
MS Girls Basketball Orange vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Dexter/Southfield.
Wednesday, February 11, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Girls Basketball Gold vs Winsor
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Winsor.
Wednesday, February 11, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Hockey @ Fessenden
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Fessenden. Pick-up Time: 5:45 p.m.
Wednesday, February 11, 2026, 3:30 PM – 4:30 PM.
Fessenden.
MS Boys Basketball White vs Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Dedham Country Day.
Wednesday, February 11, 2026, 4:00 PM – 5:00 PM.
Milton.
Upper School Winter Play: Clue
Upper School
Category: Arts. Event Type: In-person.
Wednesday, February 11, 2026, 7:00 PM.
King Theater.
Upper School Winter Play: Clue
Upper School
Category: Arts. Event Type: In-person.
Thursday, February 12, 2026, 7:00 PM.
King Theater.
MS Field Trip: Museum of Fine Arts (8-1 & 8-2 French)
Middle School
Category: All Grades 6–8. Event Type: In-person.
Friday, February 13, 2026.
Boston, MA.
US Speech & Debate: Harvard National Forensics Tournament
Upper School
Category: Student Activities. Event Type: In-person.
Friday, February 13, 2026 – Monday, February 16, 2026.
Cambridge, MA.
Lower School Early Release Day at 12pm, ASP available
Lower School
Category: All Grades K–5. Annual Calendar: LS 2025-2026. Event Type: In-person.
Friday, February 13, 2026.
MS Boys Basketball Orange vs MS White
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Milton.
Friday, February 13, 2026, 2:45 PM – 3:45 PM.
Milton.
MS Boys Basketball White vs MS Orange
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Milton.
Friday, February 13, 2026, 2:45 PM – 3:45 PM.
Milton.
MS Boys Basketball Blue @ Nativity Prep
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Nativity Prep. Pick-up Time: 5:45 p.m.
Friday, February 13, 2026, 3:30 PM – 4:30 PM.
Nativity Prep.
MS Girls Basketball Blue vs Winsor
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Winsor.
Friday, February 13, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Orange vs Winsor
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Winsor.
Friday, February 13, 2026, 3:30 PM – 4:30 PM.
Milton.
Upper School Winter Play: Clue
Upper School
Category: Arts. Event Type: In-person.
Friday, February 13, 2026, 7:00 PM.
King Theater.
Presidents' Day (no classes)
Lower School
Category: Holidays. Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Monday, February 16, 2026.
Staff holiday
Employee Events
Category: Faculty and Staff: LS. Faculty and Staff: MS. Faculty and Staff: US. Holidays. Event Type: In-person.
Monday, February 16, 2026.
Lunar New Year (no classes)
Middle School
Category: Holidays. Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Tuesday, February 17, 2026.
Ramadan begins (through March 18)
Employee Events
Category: Holidays. Event Type: In-person.
Tuesday, February 17, 2026.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Wednesday, February 18, 2026.
Classes resume
Middle School
Category: Academics. Event Type: In-person.
Wednesday, February 18, 2026.
K-8 Lunar New Year Celebration
Lower School
Category: All Grades 6–8. All Grades K–5. Parents. Event Type: In-person.
Thursday, February 19, 2026, 5:30 PM – 7:30 PM.
CSG gym.
MS Hockey vs Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Dedham Country Day.
Friday, February 20, 2026, 3:15 PM – 4:15 PM.
Milton - ACC Rink.
MS Boys Basketball Blue vs Rivers
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Rivers.
Friday, February 20, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Boys Basketball Orange @ Rivers
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Rivers. Pick-up Time: 5:45 p.m.
Friday, February 20, 2026, 3:30 PM – 4:30 PM.
Rivers.
MS Boys Basketball White vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Thayer.
Friday, February 20, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Girls Basketball Gold vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Thayer.
Friday, February 20, 2026, 3:30 PM – 4:30 PM.
Milton.
MS Squash vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Dexter/Southfield.
Friday, February 20, 2026, 3:30 PM – 4:30 PM.
Milton Squash Courts.
Robertson Concert
Upper School
Category: Arts. Event Type: In-person.
Friday, February 20, 2026, 7:00 PM – 8:00 PM.
Straus Library.
US Student Activity: Casino Night
Upper School
Category: Student Activities. Event Type: In-person.
Friday, February 20, 2026, 8:00 PM – 10:45 PM.
Student Center.
Lower School Skating Party
Lower School
Category: All Grades K–5. Parents. Student Activities. Event Type: In-person.
Sunday, February 22, 2026, 1:00 PM – 3:00 PM.
Rink.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, February 23, 2026.
MS Boys Basketball Orange vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Dexter/Southfield.
Wednesday, February 25, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Boys Basketball White @ Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Derby. Pick-up Time: 5:45 p.m.
Wednesday, February 25, 2026, 3:15 PM – 4:15 PM.
Derby.
MS Girls Basketball Blue vs Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Derby.
Wednesday, February 25, 2026, 3:15 PM – 4:15 PM.
Milton.
MS Girls Basketball Gold @ Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Derby. Pick-up Time: 5:45 p.m.
Wednesday, February 25, 2026, 3:15 PM – 4:15 PM.
Derby.
MS Boys Basketball Blue @ Beaver
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Beaver Country Day. Pick-up Time: 5:45 p.m.
Wednesday, February 25, 2026, 3:30 PM – 4:30 PM.
Beaver.
MS Squash vs Winsor
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Winsor.
Wednesday, February 25, 2026, 3:30 PM – 4:30 PM.
Milton Squash Courts.
MS Girls Basketball Orange @ Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Dedham Country Day. Pick-up Time: 5:45 p.m.
Wednesday, February 25, 2026, 3:45 PM – 4:45 PM.
Dedham Country Day.
Student Leader Summit Dinner #3
Upper School
Category: Student Activities. Event Type: In-person.
Thursday, February 26, 2026, 6:00 PM – 7:30 PM.
Goodwin Room.
MS Musical Opening Night
Middle School
Category: Arts. Event Type: In-person.
Thursday, February 26, 2026, 7:00 PM – 8:30 PM.
Thacher.
US Student Directed One Act Plays
Upper School
Category: Arts. Event Type: In-person.
Thursday, February 26, 2026, 7:00 PM.
Studio Theater.
MS Musical performance for LS
Middle School
Category: All Grades 6–8. All Grades K–5. Event Type: In-person.
Friday, February 27, 2026, 10:30 AM.
Thacher.
MS Hockey vs Nobles
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Nobles.
Friday, February 27, 2026, 3:30 PM – 4:30 PM.
Milton - ACC Rink.
MS Boys Basketball Blue vs Nobles
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Nobles.
Friday, February 27, 2026, 4:00 PM – 5:00 PM.
Milton.
MS Boys Orange vs. Nobles
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Nobles.
Friday, February 27, 2026, 4:00 PM – 5:00 PM.
Milton.
MS Girls Basketball Blue vs Nobles
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Nobles.
Friday, February 27, 2026, 4:00 PM – 5:00 PM.
Milton.
MS Girls Orange Basketball vs. Nobles
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Nobles.
Friday, February 27, 2026, 4:00 PM – 5:00 PM.
Milton.
MS Squash vs Nobles
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Nobles.
Friday, February 27, 2026, 4:00 PM – 5:00 PM.
Milton.
US Student Directed One Act Plays
Upper School
Category: Arts. Event Type: In-person.
Friday, February 27, 2026, 7:00 PM.
Studio Theater.
Common Ground Dessert & Panel
Employee Events
Category: Academics. Event Type: In-person.
Friday, February 27, 2026, 7:00 PM – 8:00 PM.
Straus Library.
MS Speech: Mardi Gras Tournament
Middle School
Category: All Grades 6–8. Student Activities. Event Type: In-person.
Saturday, February 28, 2026.
Shrewsbury High School.
US Speech & Debate: Mardi Gras
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, February 28, 2026.
Shrewsbury, MA.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Monday, March 2, 2026.
MS Musical performance for MS
Middle School
Category: All Grades 6–8. Event Type: In-person.
Monday, March 2, 2026, 2:15 PM.
Thacher.
Purim
Employee Events
Category: Holidays. Event Type: In-person.
Tuesday, March 3, 2026.
Holi
Employee Events
Category: Holidays. Event Type: In-person.
Wednesday, March 4, 2026.
MS Winter Recognition Ceremony
Middle School
Category: Athletics: MS. Event Type: In-person.
Wednesday, March 4, 2026, 2:15 PM – 3:15 PM.
Goodwin Room.
Red Cross Blood Drive
Employee Events
Category: Community Engagement. Event Type: In-person.
Thursday, March 5, 2026, 11:00 AM – 4:00 PM.
RSG gym.
Upper School Dance Concert
Upper School
Category: Student Activities. Arts. Event Type: In-person.
Thursday, March 5, 2026, 7:00 PM.
King Theater.
Upper School Dance Concert
Upper School
Category: Student Activities. Arts. Event Type: In-person.
Friday, March 6, 2026, 7:00 PM.
King Theater.
PSAT10 Testing at Milton Academy (Class III students only)
Upper School
Category: Academics. Event Type: In-person.
Saturday, March 7, 2026.
US Speech & Debate at Brookline
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, March 7, 2026.
Saturday Course Session 4: Grades 5 - 8 and Grade 4
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, March 7, 2026.
Upper School Dance Concert
Upper School
Category: Student Activities. Arts. Event Type: In-person.
Saturday, March 7, 2026, 7:00 PM.
King Theater.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, March 9, 2026.
THE BIG SHOW Student Art Opening Reception
Upper School
Category: Arts. Event Type: In-person.
Tuesday, March 10, 2026, 9:30 AM – 10:00 AM.
Arts Commons.
K-12 Iftar
Middle School
Category: Academics. Community Engagement. Event Type: In-person.
Tuesday, March 10, 2026, 6:00 PM – 9:30 PM.
Goodwin Room.
Giving Day
Employee Events
Category: Alumni Events. Event Type: In-person.
Wednesday, March 11, 2026.
LS Growth & Change Family Performance (Grades K - 2)
Lower School
Category: All Grades K–5. Parents. Event Type: In-person.
Thursday, March 12, 2026, 6:00 PM – 7:00 PM.
Thacher.
Morning bus service as usual, 3:30pm Afternoon Buses ONLY today (no 3pm bus, no 6pm buses)
Middle School
Category: Facilities. Event Type: In-person.
Friday, March 13, 2026.
Spring break begins end of day for MS & US
Middle School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Friday, March 13, 2026.
Houses close at 9pm Mar 13 for domestic travelers/8am Mar 14 for international travelers or with permission from house head
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Friday, March 13, 2026.
Family/Teacher Conferences for Lower School (no classes, ASP available)
Lower School
Category: Annual Calendar: LS 2025-2026. Event Type: In-person.
Friday, March 13, 2026.
Saturday Course Session 4: Grades 5 - 8 and Grade 4
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, March 14, 2026.
Spring Break March 16 - 30
Lower School
Category: Annual Calendar: US 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: LS 2025-2026. Event Type: In-person.
Monday, March 16, 2026.
Eid al-Fitr
Employee Events
Category: Holidays. Event Type: In-person.
Friday, March 20, 2026.
Saturday Course Session 4: Grades 5 - 8 and Grade 4
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, March 21, 2026.
Milton Youth Girls Lacrosse Clinic - Hosted by Girls' Varsity Lacrosse
Upper School
Category: Athletics: US. Event Type: In-person.
Wednesday, March 25, 2026, 3:30 PM – 6:00 PM.
Berylson.
US Speech & Debate: MSDL State Debate Tournament (hybrid)
Upper School
Category: Student Activities. Event Type: In-person.
Friday, March 27, 2026 – Sunday, March 29, 2026.
Online & Cambridge Rindge and Latin.
Saturday Course Session 4: Grades 5 - 8 and Grade 4
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, March 28, 2026.
Houses open at 3pm for boarder return/boarding students arrive by 8pm
Upper School
Category: Annual Calendar: US 2025-2026. Event Type: In-person.
Monday, March 30, 2026.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Tuesday, March 31, 2026.
Classes resume
Middle School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Tuesday, March 31, 2026.
Pesach (Passover) begins sundown (through April 9)
Employee Events
Category: Holidays. Event Type: In-person.
Wednesday, April 1, 2026.
Good Friday
Employee Events
Category: Holidays. Event Type: In-person.
Friday, April 3, 2026.
Community Nowruz
Lower School
Category: Student Activities. Event Type: In-person.
Friday, April 3, 2026, 7:00 PM – 8:00 PM.
Saturday Course Session 4: Grades 5 - 8 and Grade 4
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, April 4, 2026.
Easter
Employee Events
Category: Holidays. Event Type: In-person.
Sunday, April 5, 2026.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, April 6, 2026.
K-12 Passover Seder
Lower School
Category: Student Activities. Parents. Event Type: In-person.
Tuesday, April 7, 2026, 6:00 PM – 8:30 PM.
RSG gym.
ACT & Practice ACT Testing at Milton Academy
Upper School
Category: Academics. Event Type: In-person.
Saturday, April 11, 2026.
US Speech & Debate: MSDL State Speech and Congressional Debate Tournament
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, April 11, 2026.