Classes resume
Middle School
Category: Academics. Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Tuesday, October 28, 2025.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Tuesday, October 28, 2025.
Soccer: Girls MS Blue @ DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Girls Blue. Opponent: Dexter/Southfield.
Wednesday, October 29, 2025.
Cross Country: Coed MS - Roxbury Latin XC Jamboree
Athletics: MS
Category: Athletics: MS. Team: Cross Country: MS. Opponent: Roxbury Latin Invitational.
Wednesday, October 29, 2025, 3:00 PM – 5:00 PM.
55 Quail St. West Roxbury, MA.
Field Hockey: Girls MS @ Rivers
Athletics: MS
Category: Athletics: MS. Team: Field Hockey: MS. Opponent: Rivers.
Wednesday, October 29, 2025, 3:00 PM – 4:00 PM.
Away.
Flag Football: Blue MS @ Derby
Athletics: MS
Category: Athletics: MS. Team: Football: MS Blue. Opponent: Derby.
Wednesday, October 29, 2025, 3:15 PM – 5:45 PM.
Derby.
Football: MS Orange vs Beaver
Athletics: MS
Category: Athletics: MS. Team: Football: MS Orange. Opponent: Beaver Country Day.
Wednesday, October 29, 2025, 3:30 PM.
milton.
Soccer: Boys MS Orange @ Beaver
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Boys Orange. Opponent: Beaver Country Day.
Wednesday, October 29, 2025, 3:30 PM – 5:45 PM.
Beaver.
Soccer: Girls MS Blue @ DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Girls Blue. Opponent: Dexter/Southfield.
Wednesday, October 29, 2025, 3:30 PM – 5:45 PM.
DexterSthfld.
Soccer: Girls MS Orange vs Beaver
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Girls Orange. Opponent: Beaver Country Day.
Wednesday, October 29, 2025, 3:30 PM.
milton.
Squash: Girls MS vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Dexter/Southfield.
Wednesday, October 29, 2025, 3:30 PM.
milton.
Volleyball: MS @ Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Volleyball: MS. Opponent: Meadowbrook.
Wednesday, October 29, 2025, 3:30 PM – 5:45 PM.
Meadowbrk.
K-12 Filipinx Heritage Dinner
Middle School
Category: Academics. Event Type: In-person.
Thursday, October 30, 2025, 6:30 PM – 8:00 PM.
Goodwin Room.
Football: MS Orange @ Fessenden
Athletics: MS
Category: Athletics: MS. Team: Football: MS Orange. Opponent: Fessenden.
Friday, October 31, 2025, 3:30 PM – 5:45 PM.
Fessenden.
Soccer: Boys MS Blue @ Fessenden
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Boys Blue. Opponent: Fessenden.
Friday, October 31, 2025, 3:30 PM – 5:45 PM.
Fessenden.
Soccer: Boys MS Orange vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Boys Orange. Opponent: Thayer.
Friday, October 31, 2025, 3:30 PM.
milton.
Soccer: Girls MS Blue vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Girls Blue. Opponent: Thayer.
Friday, October 31, 2025, 3:30 PM.
milton.
MS Pike School "Fall Into Speech!" Tournament
Middle School
Category: Student Activities. Event Type: In-person.
Sunday, November 2, 2025.
Andover, MA.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Monday, November 3, 2025.
MS Field Trip: Rhode Island Museum of Work and Culture (7-1 French)
Middle School
Category: All Grades 6–8. Event Type: In-person.
Wednesday, November 5, 2025.
Woonsocket, RI.
Field Hockey: Girls MS vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Field Hockey: MS. Opponent: Dexter/Southfield.
Wednesday, November 5, 2025, 3:15 PM.
milton.
Soccer: Girls MS Blue vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Girls Blue. Opponent: Dexter/Southfield.
Wednesday, November 5, 2025, 3:15 PM.
milton.
Soccer: Girls MS Orange vs Derby
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Girls Orange. Opponent: Derby.
Wednesday, November 5, 2025, 3:15 PM.
milton.
Soccer: Boys MS Orange vs Fessenden
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Boys Orange. Opponent: Fessenden.
Wednesday, November 5, 2025, 3:30 PM.
milton.
Volleyball: MS @ Fay
Athletics: MS
Category: Athletics: MS. Team: Volleyball: MS. Opponent: Fay.
Wednesday, November 5, 2025, 3:30 PM – 5:45 PM.
Fay.
Flag Football: Blue MS vs Rivers
Athletics: MS
Category: Athletics: MS. Team: Football: MS Blue. Opponent: Rivers.
Wednesday, November 5, 2025, 3:45 PM.
milton.
Football: MS Orange vs Rivers
Athletics: MS
Category: Athletics: MS. Team: Football: MS Orange. Opponent: Rivers.
Wednesday, November 5, 2025, 3:45 PM.
milton.
Soccer: Boys MS Blue vs Rivers
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Boys Blue. Opponent: Rivers.
Wednesday, November 5, 2025, 3:45 PM.
milton.
MS Fall Play Opening Night
Middle School
Category: Arts. All Grades 6–8. Event Type: In-person.
Thursday, November 6, 2025, 7:00 PM – 8:30 PM.
Thacher.
Flag Football: Blue MS vs Milton
Athletics: MS
Category: Athletics: MS. Team: Football: MS Blue. Opponent: Milton.
Friday, November 7, 2025, 2:30 PM.
milton.
Football: MS Orange vs Milton
Athletics: MS
Category: Athletics: MS. Team: Football: MS Orange. Opponent: Milton.
Friday, November 7, 2025, 2:30 PM.
milton.
Cross Country: Coed MS @ Nobles
Athletics: MS
Category: Athletics: MS. Team: Cross Country: MS. Opponent: Nobles.
Friday, November 7, 2025, 3:00 PM – 5:45 PM.
Nobles.
Field Hockey: Girls MS @ Nobles
Athletics: MS
Category: Athletics: MS. Team: Field Hockey: MS. Opponent: Nobles.
Friday, November 7, 2025, 3:00 PM – 5:45 PM.
Nobles.
Soccer: Boys MS Blue @ Nobles
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Boys Blue. Opponent: Nobles.
Friday, November 7, 2025, 3:00 PM – 5:45 PM.
Nobles.
Soccer: Girls MS Blue @ Nobles
Athletics: MS
Category: Athletics: MS. Team: Soccer: MS Girls Blue. Opponent: Nobles.
Friday, November 7, 2025, 3:00 PM – 5:45 PM.
Nobles.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, November 10, 2025.
MS Fall Play Lower School Performance
Middle School
Category: Arts. Event Type: In-person.
Monday, November 10, 2025, 10:15 AM – 11:30 AM.
Thacher.
MS Fall Play Middle School Performance
Middle School
Category: Arts. Event Type: In-person.
Monday, November 10, 2025, 2:25 PM – 3:45 PM.
Thacher.
MS Fall Student Social; No Ware Drop-In (WDI) available
Middle School
Category: All Grades 6–8. Student Activities. Event Type: In-person.
Friday, November 14, 2025, 4:00 PM – 5:30 PM.
TBD.
MS Parent/Guardian Fall Social
Middle School
Category: All Grades 6–8. Parents. Event Type: In-person.
Friday, November 14, 2025, 4:00 PM – 5:30 PM.
Straus Library.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Monday, November 17, 2025.
Middle School Early Dismissal at 12:15pm for Family/Teacher Conferences
Middle School
Category: Annual Calendar: MS 2025-2026. Event Type: In-person.
Thursday, November 20, 2025.
Middle School Family/Teacher Conferences (no classes)
Middle School
Category: Annual Calendar: MS 2025-2026. Event Type: In-person.
Friday, November 21, 2025.
Fall Break Nov 24 - 28 for LS & MS students
Middle School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Event Type: In-person.
Monday, November 24, 2025.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, December 1, 2025.
Classes resume for LS and MS
Middle School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Event Type: In-person.
Monday, December 1, 2025.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Monday, December 8, 2025.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, December 15, 2025.
Winter break begins at 12pm (all buses depart at 12:15pm, no ASP for LS)
Middle School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Thursday, December 18, 2025.
K-12 Winter Celebration
Middle School
Category: Academics. Event Type: In-person.
Thursday, December 18, 2025, 11:00 AM – 12:00 PM.
Fitzgibbons Convocation Center.
Winter Break Dec 19 - Jan 5
Middle School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Friday, December 19, 2025.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Tuesday, January 6, 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, January 6, 2026.
K-12 Haitian New Year Celebration
Middle School
Category: Academics. Event Type: In-person.
Friday, January 9, 2026, 7:00 PM – 10:00 PM.
MS Speech Shrewsbury New Year Tournament
Middle School
Category: Student Activities. Event Type: In-person.
Sunday, January 11, 2026.
Oak Middle School.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, January 12, 2026.
K-12 Parent Education Forum
Middle School
Category: Parents. Event Type: In-person.
Thursday, January 15, 2026, 6:30 PM – 8:30 PM.
Goodwin Room & Ware Hall classrooms.
Martin Luther King, Jr. Day (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.
Monday, January 19, 2026.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Tuesday, January 20, 2026.
MS Assessment Week Jan 20 - Jan 22
Middle School
Category: All Grades 6–8. Annual Calendar: MS 2025-2026. Event Type: In-person.
Tuesday, January 20, 2026 – Thursday, January 22, 2026.
Ware Hall classrooms & Goodwin Room.
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, 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.
K-12 MLK Community Celebration
Middle School
Category: Academics. Student Activities. Parents. Community Engagement. Event Type: In-person.
Tuesday, January 20, 2026, 5:30 PM – 7:30 PM.
Kellner Performing Arts Center.