All-School Calendar

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Staff holiday

Employee Events Category: Holidays. Event Type: In-person. Thursday, July 3, 2025.

International New Student & Family Welcome Program

Upper School Category: Annual Calendar: US 2025-2026. Event Type: In-person. Wednesday, August 27, 2025.

Transitions Program Student & Family Welcome Program

Upper School Category: Annual Calendar: US 2025-2026. Event Type: In-person. Thursday, August 28, 2025.

Upper School New Student & Family Welcome Program

Upper School Category: Annual Calendar: US 2025-2026. Event Type: In-person. Saturday, August 30, 2025.

Returning boarding students begin arriving to campus

Upper School Category: Annual Calendar: US 2025-2026. Event Type: In-person. Monday, September 1, 2025.

Labor Day

Employee Events Category: Holidays. Event Type: In-person. Monday, September 1, 2025.

Staff holiday

Employee Events Category: Faculty and Staff: LS. Faculty and Staff: MS. Faculty and Staff: US. Holidays. Event Type: In-person. Monday, September 1, 2025.

Middle School New-to-Milton Student Orientation

Middle School Category: All Grades 6–8. Annual Calendar: MS 2025-2026. Event Type: In-person. Tuesday, September 2, 2025.

K-5 Meet the Teachers & Classroom Visits

Lower School Category: All Grades K–5. Annual Calendar: LS 2025-2026. Event Type: In-person. Tuesday, September 2, 2025.

Kindergarten and New Grade 4 Family Orientation

Lower School Category: All Grades K–5. Annual Calendar: US 2025-2026. Event Type: In-person. Tuesday, September 2, 2025, 10:00 AM – 11:00 AM.

Middle School All Student Programming (2pm dismissal, 2:15pm buses available)

Middle School Category: All Grades 6–8. Annual Calendar: MS 2025-2026. Event Type: In-person. Wednesday, September 3, 2025.

Orange week

Middle School Category: Academics. Event Type: In-person. Wednesday, September 3, 2025.

Upper School All Student Programming

Upper School Category: Annual Calendar: US 2025-2026. Event Type: In-person. Wednesday, September 3, 2025.

Bus service begins

Lower School Category: Academics. Annual Calendar: LS 2025-2026. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Event Type: In-person. Wednesday, September 3, 2025.

Lower School ASP begins

Lower School Category: All Grades K–5. Annual Calendar: LS 2025-2026. Event Type: In-person. Wednesday, September 3, 2025.

Lower School First full day of classes (2pm dismissal, 2:15pm buses available, ASP begins)

Lower School Category: All Grades K–5. Annual Calendar: LS 2025-2026. Event Type: In-person. Wednesday, September 3, 2025.

Middle School All Student Programming (2pm dismissal, 2:15pm buses available)

Middle School Category: All Grades 6–8. Annual Calendar: MS 2025-2026. Event Type: In-person. Thursday, September 4, 2025.

Orange week

Middle School Category: Academics. Event Type: In-person. Thursday, September 4, 2025.

Upper School Classes Begin

Upper School Category: Annual Calendar: US 2025-2026. Event Type: In-person. Thursday, September 4, 2025.

Lower School classes continue (2pm dismissal, 2:15pm buses available)

Lower School Category: All Grades K–5. Annual Calendar: LS 2025-2026. Event Type: In-person. Thursday, September 4, 2025.

Middle School Parent/Guardian Welcome

Middle School Category: All Grades 6–8. Parents. Event Type: In-person. Thursday, September 4, 2025, 8:30 AM – 9:30 AM. Straus Library.

Middle School All Student Programming (2pm dismissal, 2:15pm buses available)

Middle School Category: All Grades 6–8. Annual Calendar: MS 2025-2026. Event Type: In-person. Friday, September 5, 2025.

Orange week

Middle School Category: Academics. Event Type: In-person. Friday, September 5, 2025.

Lower School classes continue (2pm dismissal, 2:15pm buses available)

Lower School Category: All Grades K–5. Annual Calendar: LS 2025-2026. Event Type: In-person. Friday, September 5, 2025.

ACT Testing at Milton Academy

Upper School Category: Academics. Event Type: In-person. Saturday, September 6, 2025.

US Block Party

Upper School Category: Student Activities. Event Type: In-person. Saturday, September 6, 2025, 7:00 PM – 10:30 PM. Quad.

MS Afternoon Program & ASP begin

Middle School Category: Annual Calendar: MS 2025-2026. Event Type: In-person. Monday, September 8, 2025.

SAT Testing at Milton Academy

Upper School Category: Academics. Event Type: In-person. Saturday, September 13, 2025.

Walter Horak '66: Go Figure sculpture exhibit

Employee Events through June 2026. Category: Arts. Event Type: In-person. Tuesday, September 16, 2025. front of AMC.

LS Curriculum Night

Lower School Category: Annual Calendar: LS 2025-2026. Event Type: In-person. Wednesday, September 17, 2025, 6:00 PM – 7:30 PM. K-5 Classrooms & Thacher.

Tracy Penn: Ubiquitous - Microplastics in the Body Opening Reception

Employee Events through October 29, 2025. Category: Arts. Event Type: In-person. Thursday, September 18, 2025, 5:30 PM – 7:00 PM. Nesto Gallery.

US Student Activity: Mind Reader Eric Dittelman

Upper School Category: Student Activities. Event Type: In-person. Friday, September 19, 2025, 7:30 PM – 9:00 PM. King Theatre.

Saturday Course Session 1: Grades 5 - 8

Employee Events Category: All Grades 6–8. All Grades K–5. Academics. Event Type: In-person. Saturday, September 20, 2025.

LS Fall Festival

Lower School Category: All Grades K–5. Student Activities. Parents. Event Type: In-person. Sunday, September 21, 2025, 2:00 PM – 4:00 PM. JB Fields, rainspace: CSG gym.

Rosh Hashana begins sundown (through Wed 9/24)

Employee Events Category: Holidays. Event Type: In-person. Monday, September 22, 2025.

Rosh Hashanah (no classes)

Lower School Category: Holidays. Annual Calendar: MS 2025-2026. Annual Calendar: US 2025-2026. Annual Calendar: LS 2025-2026. Event Type: In-person. Tuesday, September 23, 2025.