International Student & Family Welcome Program
Upper School
Category: Academics. Parents. Opening of School. Event Type: In-person.
Wednesday, September 2, 2026.
The Transition Program Student & Family Welcome
Upper School
Category: Academics. Parents. Opening of School. Event Type: In-person.
Thursday, September 3, 2026.
Upper School New Student & Family Welcome Program
Upper School
Category: Academics. Opening of School. Parents. Event Type: In-person.
Saturday, September 5, 2026.
Returning boarding students participating in Monday morning activities may begin moving in after 5:00 p.m.
Upper School
Category: Academics. Event Type: In-person.
Sunday, September 6, 2026.
Returning boarding students begin arriving to campus
Upper School
Category: Academics. Event Type: In-person.
Monday, September 7, 2026.
Varsity athletic tryouts begin
Upper School
Category: Athletics: US. Event Type: In-person.
Monday, September 7, 2026.
Labor Day (staff holiday)
Employee Events
Category: Holidays. Event Type: In-person.
Monday, September 7, 2026.
K-5 Meet the Teachers & Classroom Visits
Lower School
Category: All Grades K–5. Parents. Event Type: In-person.
Tuesday, September 8, 2026, 8:00 AM – 10:00 AM.
MS New-to-Milton Student Orientation
Middle School
Category: All Grades 6–8. Academics. Event Type: In-person.
Tuesday, September 8, 2026, 8:30 AM – 12:00 PM.
Kindergarten and New Grade 4 Family Orientation
Lower School
Category: All Grades K–5. Parents. Event Type: In-person.
Tuesday, September 8, 2026, 10:00 AM – 11:00 AM.
MS All Student Programming (2pm dismissal, 2:15pm buses available)
Middle School
Category: All Grades 6–8. Event Type: In-person.
Wednesday, September 9, 2026 – Friday, September 11, 2026.
US Performing Arts auditions begin
Upper School
Category: Academics. Arts. Event Type: In-person.
Wednesday, September 9, 2026.
Bus service begins
Lower School
Category: Academics. All Grades 6–8. All Grades K–5. Event Type: In-person.
Wednesday, September 9, 2026.
LS First full day of classes (2pm dismissal, 2:15pm buses available, ASP begins)
Lower School
Category: Academics. All Grades K–5. Event Type: In-person.
Wednesday, September 9, 2026.
US Classes begin
Upper School
Category: Academics. Event Type: In-person.
Thursday, September 10, 2026.
LS Classes continue (2pm dismissal, 2:15pm buses available)
Lower School
Category: All Grades K–5. Event Type: In-person.
Thursday, September 10, 2026.
MS Family/Guardian Welcome
Middle School
Category: All Grades 6–8. Parents. Event Type: In-person.
Thursday, September 10, 2026, 8:30 AM – 9:30 AM.
Straus Library.
LS Classes continue (2pm dismissal, 2:15pm buses available)
Lower School
Category: All Grades K–5. Event Type: In-person.
Friday, September 11, 2026.
SAT Testing at Milton Academy
Upper School
Category: Academics. Event Type: In-person.
Saturday, September 12, 2026.
LS Curriculum Night
Lower School
Category: Academics. All Grades K–5. Parents. Event Type: In-person.
Monday, September 14, 2026, 6:00 PM – 7:30 PM.
Grade 5 Farm School Trip Sep. 16 - 18
Lower School
Category: All Grades K–5. Event Type: In-person.
Wednesday, September 16, 2026 – Friday, September 18, 2026.
Wednesday 10:30am Arrival - Friday 10:30am Departure.
Grade 5 Farm School Trip Sep. 16 - 18
Lower School
Category: All Grades K–5. Event Type: In-person.
Thursday, September 17, 2026.
Grade 5 Farm School Trip Sep. 16 - 18
Lower School
Category: All Grades K–5. Event Type: In-person.
Friday, September 18, 2026.
Yom Kippur (no classes)
Upper School
Category: Holidays. Event Type: In-person.
Monday, September 21, 2026.
Middle School Family Day
Middle School
Category: All Grades 6–8. Event Type: In-person.
Friday, October 2, 2026.
SAT Testing at Milton Academy
Upper School
Category: Academics. Event Type: In-person.
Saturday, October 3, 2026.
MS Picture Day
Middle School
Category: All Grades 6–8. Event Type: In-person.
Wednesday, October 7, 2026.
Indigenous Peoples' Day (No classes, staff holiday)
Lower School
Category: Holidays. Event Type: In-person.
Monday, October 12, 2026.