Winter Dance Concert Auditions
Upper School
Category: Arts. Student Activities. Event Type: In-person.
Tuesday, November 18, 2025, 3:30 PM.
Field Hockey Banquet
Upper School
Category: Athletics: US. Event Type: In-person.
Tuesday, November 18, 2025, 6:00 PM – 8:30 PM.
Goodwin Room.
Winter Dance Concert Callbacks
Upper School
Category: Arts. Student Activities. Event Type: In-person.
Wednesday, November 19, 2025, 1:30 PM.
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.
US Jazz Concert
Upper School
Category: Arts. Event Type: In-person.
Thursday, November 20, 2025, 7:30 PM.
King Theater.
Middle School Family/Teacher Conferences (no classes)
Middle School
Category: Annual Calendar: MS 2025-2026. Event Type: In-person.
Friday, November 21, 2025.
Houses close at 9pm Nov 21 for domestic travelers/8am Nov 22 for international travelers or with permission from house head
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Friday, November 21, 2025.
Fall Break begins end of day for Upper School & Lower School
Lower School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person.
Friday, November 21, 2025.
Saturday Course Session 2: Grades 5 - 8
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, November 22, 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.
Fall Break Nov 24 - Dec 1 for Upper School students
Upper School
Category: Annual Calendar: US 2025-2026. Event Type: In-person.
Monday, November 24, 2025.
Staff fall break
Employee Events
Category: Holidays. Event Type: In-person.
Wednesday, November 26, 2025 – Friday, November 28, 2025.
Thanksgiving
Employee Events
Category: Holidays. Event Type: In-person.
Thursday, November 27, 2025.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, December 1, 2025.
Houses open at 3pm for boarder return/boarding students arrive by 8pm
Upper School
Category: Academics. Annual Calendar: US 2025-2026. Event Type: In-person.
Monday, December 1, 2025.
Classes resume for LS and MS
Lower School
Category: Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Event Type: In-person.
Monday, December 1, 2025.
Orange week
Upper School
Category: Academics. Event Type: In-person.
Tuesday, December 2, 2025.
Upper School classes resume
Upper School
Category: Annual Calendar: US 2025-2026. Event Type: In-person.
Tuesday, December 2, 2025.
#GivingTuesday event
Employee Events
Category: Academics. Event Type: In-person.
Tuesday, December 2, 2025, 9:00 AM – 10:30 AM.
Student Center upper level.
USPA Zoom: Campus Safety at Milton with Heidi Vanderbilt-Brown
Upper School
Category: Parents. Event Type: Virtual.
Tuesday, December 2, 2025, 7:00 PM – 8:00 PM.
MS Picture Day Retakes
Middle School
Category: All Grades 6–8. Event Type: In-person.
Wednesday, December 3, 2025.
One Act Auditions
Upper School
Category: Arts. Student Activities. Event Type: In-person.
Wednesday, December 3, 2025, 1:30 PM.
US Speech & Debate: Lincoln Sudbury Showdown
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, December 6, 2025.
Sudbury, MA.
Saturday Course Session 2: Grades 5 - 8
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, December 6, 2025.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Monday, December 8, 2025.
M Cubed math contest
Middle School
Category: Academics. Event Type: In-person.
Monday, December 8, 2025, 3:30 PM – 5:45 PM.
FMC Hobbs Commons.
SYA Regional Interest meeting
Upper School
Category: Student Activities. Event Type: In-person.
Monday, December 8, 2025, 6:00 PM – 7:30 PM.
Straus Library.
Straus Dessert: Michael Smith
Upper School
Category: Academics. Student Activities. Event Type: In-person.
Tuesday, December 9, 2025, 7:00 PM – 8:00 PM.
Straus Library.
LSPA meeting
Lower School
Category: Parents. Event Type: In-person.
Wednesday, December 10, 2025, 8:15 AM – 9:15 AM.
CSG conference room.
MS Boys Basketball Blue @ BB&N
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: BB&N.
Wednesday, December 10, 2025, 3:15 PM.
BB&N.
MS Boys Basketball Orange @ BB&N
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: BB&N.
Wednesday, December 10, 2025, 3:15 PM.
BB&N.
MS Girls Basketball Blue @ Newton CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Newton Country Day.
Wednesday, December 10, 2025, 3:30 PM.
Newton Country Day.
MS Girls Basketball Gold @ Newton CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Newton Country Day.
Wednesday, December 10, 2025, 3:30 PM.
Newton Country Day.
MS Girls Basketball Orange @ Newton CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Newton Country Day.
Wednesday, December 10, 2025, 3:30 PM.
Newton Country Day.
MS Squash @ St. Sebs
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: St. Sebastian's.
Wednesday, December 10, 2025, 3:30 PM.
St. Sebastian's.
Women of Color Alumni and Student dinner
Upper School
Category: Community Engagement. Student Activities. Event Type: In-person.
Thursday, December 11, 2025, 6:00 PM – 9:00 PM.
Straus Library.
LS Peace and Light Family Performance (Grades 3 - 5)
Lower School
Category: Arts. Event Type: In-person.
Thursday, December 11, 2025, 6:00 PM – 7:00 PM.
Thacher.
MS Girls Basketball Gold @ Beaver
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Beaver Country Day.
Friday, December 12, 2025, 3:15 PM.
Beaver.
MS Boys Basketball Blue vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Thayer.
Friday, December 12, 2025, 3:30 PM.
Milton.
MS Boys Basketball Orange vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Thayer.
Friday, December 12, 2025, 3:30 PM.
Milton.
MS Girls Basketball Blue @ Winsor
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Winsor.
Friday, December 12, 2025, 3:30 PM.
Winsor.
MS Girls Basketball Orange @ Winsor
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Winsor.
Friday, December 12, 2025, 3:30 PM.
Winsor.
MS Hockey @ Park
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Park.
Friday, December 12, 2025, 3:30 PM.
Park - Larz Anderson.
MS Squash @ Belmont Hill
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Belmont Hill.
Friday, December 12, 2025, 3:30 PM.
Belmont Hill.
US Orchestral/Vocal Concert
Upper School
Category: Arts. Event Type: In-person.
Friday, December 12, 2025, 7:00 PM.
King Theater.
MS Speech Tournament: Joseph Martin Middle School
Middle School
Category: All Grades 6–8. Academics. Event Type: In-person.
Saturday, December 13, 2025.
Taunton, MA.
US Speech & Debate: St Nick's Showdown
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, December 13, 2025.
Arlington, MA.
Saturday Course Session 2: Grades 5 - 8
Employee Events
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Saturday, December 13, 2025.
Private Music Lessons Recital
Upper School
Category: Arts. Event Type: In-person.
Saturday, December 13, 2025, 2:00 PM – 3:00 PM.
Orchestra Room.
Hanukkah begins sundown (through 12/22)
Employee Events
Category: Holidays. Event Type: In-person.
Sunday, December 14, 2025.
ISSC Conference
Upper School
Category: Student Activities. Event Type: In-person.
Sunday, December 14, 2025, 10:00 AM – 2:30 PM.
FMC Hobbs Commons.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, December 15, 2025.
Boarder Dinner
Upper School
Category: Student Activities. Event Type: In-person.
Wednesday, December 17, 2025.
RSG Gym.
MS Boys Basketball Orange @ Beaver
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Beaver Country Day.
Wednesday, December 17, 2025, 3:15 PM.
Beaver.
MS Squash vs St. Sebs
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: St. Sebastian's.
Wednesday, December 17, 2025, 3:15 PM.
Milton.
MS Boys Basketball Blue @ St. Sebs
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: St. Sebastian's.
Wednesday, December 17, 2025, 3:30 PM.
St. Sebastian's.
MS Girls Basketball Blue vs Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Dana Hall.
Wednesday, December 17, 2025, 3:30 PM.
Milton.
MS Girls Basketball Gold vs Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Dana Hall.
Wednesday, December 17, 2025, 3:30 PM.
Milton.
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.
Houses close at 9pm Dec 18 for domestic travelers/8am Dec 19 for international travelers or with permission from house head
Upper School
Category: Academics. 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.
US Speech & Debate: The Holly Festival
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, December 20, 2025.
Natick, MA.
MS VEX V5 Robotics Competition
Middle School
Category: Student Activities. Event Type: In-person.
Sunday, December 21, 2025.
Walsh Middle School, Framingham, MA.
Staff winter break Dec 23 - Jan 1
Employee Events
Category: Holidays. Faculty and Staff: US. Faculty and Staff: MS. Faculty and Staff: LS. Event Type: In-person.
Tuesday, December 23, 2025 – Thursday, January 1, 2026.
Christmas
Employee Events
Category: Holidays. Event Type: In-person.
Thursday, December 25, 2025.
Kwanzaa begins (through Jan 1)
Employee Events
Category: Holidays. Event Type: In-person.
Friday, December 26, 2025.
New Year's Day
Employee Events
Category: Holidays. Event Type: In-person.
Thursday, January 1, 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, January 5, 2026.
Blue week
Middle School
Category: Academics. Event Type: In-person.
Tuesday, January 6, 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 6, 2026.
College Signing Ceremony
Upper School
We need 2 8 foot tables with white table cloths setup for an athletic signing ceremony. Along with chairs for 100 people.
Category: Athletics: US. Event Type: In-person.
Thursday, January 8, 2026, 7:00 PM – 8:00 PM.
MS Girls Basketball Blue @ Beaver
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Beaver Country Day.
Friday, January 9, 2026, 3:15 PM.
Beaver.
MS Squash vs Belmont Hill
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Belmont Hill.
Friday, January 9, 2026, 3:15 PM.
Milton.
MS Boys Basketball Blue @ Roxbury Latin
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Roxbury Latin.
Friday, January 9, 2026, 3:30 PM.
Roxbury Latin.
MS Boys Basketball White vs Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Meadowbrook.
Friday, January 9, 2026, 3:30 PM.
Milton.
MS Girls Basketball Orange vs Beaver
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Beaver Country Day.
Friday, January 9, 2026, 3:30 PM.
Milton.
K-12 Haitian New Year Celebration
Lower School
Category: Academics. Event Type: In-person.
Friday, January 9, 2026, 7:00 PM – 10:00 PM.
FMC Hobbs Commons.
US Speech & Debate: Winter Festival
Upper School
Category: Student Activities. Event Type: In-person.
Saturday, January 10, 2026.
Newton South HS, Newton, 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, January 10, 2026.
MS Speech Shrewsbury New Year Tournament
Middle School
Category: Student Activities. Event Type: In-person.
Sunday, January 11, 2026.
Oak Middle School.
Lower School Skating Party
Lower School
Category: All Grades K–5. Student Activities. Parents. Event Type: In-person.
Sunday, January 11, 2026, 1:00 PM – 2:50 PM.
Rink.
Orange week
Middle School
Category: Academics. Event Type: In-person.
Monday, January 12, 2026.
MS Hockey vs Derby
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Derby.
Wednesday, January 14, 2026, 2:45 PM.
Milton.
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.
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.
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.
Milton.
MS Girls Basketball Gold @ Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Dedham Country Day.
Wednesday, January 14, 2026, 3:30 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.
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.
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.
MS Hockey @ Derby
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Derby.
Friday, January 16, 2026, 2:30 PM.
Derby - Pilgrim Arena Hingham.
MS Boys Basketball Orange vs Boys MS White
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Orange. Opponent: Milton.
Friday, January 16, 2026, 3:15 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, 3:15 PM.
Milton.
MS Girls Basketball Blue @ Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Thayer.
Friday, January 16, 2026, 3:30 PM.
Thayer.
MS Girls Basketball Orange @ Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Thayer.
Friday, January 16, 2026, 3:30 PM.
Thayer.
MS Squash @ Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Dana Hall.
Friday, January 16, 2026, 3:30 PM.
Dana Hall.
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 Speech & Debate: Congress NSDA Qualifiers
Upper School
Category: Student Activities. Event Type: In-person.
Sunday, January 18, 2026.
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.
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
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 Girls Basketball Orange vs Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Derby.
Wednesday, January 21, 2026, 3:00 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.
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.
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.
Milton.
MS Squash vs Dedham CD
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Dedham Country Day.
Friday, January 23, 2026, 2:45 PM.
Milton.
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.
Milton.
MS Boys Basketball White @ Cambridge Friends
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Cambridge Friends.
Friday, January 23, 2026, 3:30 PM.
Cambridge Friends.
MS Hockey vs DexterSthfld
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Dexter/Southfield.
Friday, January 23, 2026, 3:30 PM.
Milton.
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.
Milton.
MS Girls Basketball Blue @ Shady Hill
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Shady Hill.
Friday, January 23, 2026, 3:45 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.
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 Boys Basketball White @ Tenacre Country Day School
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Tenacre.
Wednesday, January 28, 2026, 3:30 PM.
Tenacre Country Day School.
MS Girls Basketball Gold @ Tenacre CD
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Tenacre.
Wednesday, January 28, 2026, 4:30 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.
Friday, January 30, 2026, 3:30 PM.
Rivers.
MS Boys Basketball White @ Thayer
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Thayer.
Friday, January 30, 2026, 3:30 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.
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.
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.
Milton.
MS Hockey vs Thayer
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Thayer.
Friday, January 30, 2026, 3:30 PM.
Milton.
MS Squash @ Winsor
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Winsor.
Friday, January 30, 2026, 3:30 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.
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.
Milton.
MS Girls Basketball Blue @ Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Dana Hall.
Wednesday, February 4, 2026, 3:30 PM.
Dana Hall.
MS Girls Basketball Orange @ Dana Hall
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Dana Hall.
Wednesday, February 4, 2026, 3:30 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.
Milton.
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.
Milton.
Semester 2 begins
Middle School
Category: Annual Calendar: US 2025-2026. Event Type: In-person.
Thursday, February 5, 2026.
Pi Talk
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 Squash @ Fay
Athletics: MS
Category: Athletics: MS. Team: Squash: MS. Opponent: Fay.
Friday, February 6, 2026, 3:00 PM.
Fay.
MS Boys Basketball Blue @ Belmont Hill
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Belmont Hill.
Friday, February 6, 2026, 3:30 PM.
Belmont Hill.
MS Boys Basketball White @ Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue B. Opponent: Meadowbrook.
Friday, February 6, 2026, 3:30 PM.
Meadowbrook.
MS Girls Basketball Blue vs Park
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Park.
Friday, February 6, 2026, 3:30 PM.
Milton.
MS Girls Basketball Gold @ Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Gold. Opponent: Meadowbrook.
Friday, February 6, 2026, 3:30 PM.
Meadowbrook.
MS Girls Basketball Orange @ Meadowbrk
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Orange. Opponent: Meadowbrook.
Friday, February 6, 2026, 3:30 PM.
Meadowbrook.
Gospel Explosion
Upper School
Category: Student Activities. Arts. Event Type: In-person.
Friday, February 6, 2026, 7:00 PM.
Straus.
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.
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, 2:00 PM – 3:00 PM.
CSG conference room.
MS Boys Basketball Blue @ Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Derby.
Wednesday, February 11, 2026, 3:15 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.
Milton.
MS Girls Basketball Blue @ Derby
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Girls Blue. Opponent: Derby.
Wednesday, February 11, 2026, 3:15 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.
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.
Milton.
MS Hockey @ Fessenden
Athletics: MS
Category: Athletics: MS. Team: Hockey: MS. Opponent: Fessenden.
Wednesday, February 11, 2026, 3:30 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.
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.
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.
Milton.
MS Boys Basketball Blue @ Nativity Prep
Athletics: MS
Category: Athletics: MS. Team: Basketball: MS Boys Blue. Opponent: Nativity Prep.
Friday, February 13, 2026, 3:30 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.
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.
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.