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Event List

Jan

1

New Year's Day (School Closed)
1/1/2026
Jan

2

Winter Break (School Closed)
1/2/2026
Jan

5

Semester 1 Classes Resume
1/5/2026
Jan

6

Spring Vacation Trip Meetings for Parents (Virtual)
1/6/2026 7:00 PM to 8:00 PM
Jan

7

Winsor Wednesday (Virtual)
1/7/2026 7:00 PM to 7:45 PM
Jan

8

After School Music Program Recital
1/8/2026 3:15 PM to 5:00 PM
Julia Connell
Read More
Admission - Grade 5 (Class I) and Grade 6 (Class II) Applicant Group Interview - Registration Required
1/8/2026 3:30 PM to 4:30 PM
Audra McFarland
Read More
Jan

9

Last Day of Admission Tours
1/9/2026
Audra McFarland
Jan

10

Food Bank
1/10/2026
Jan

13

Walters Collection Zoom with Julie Jeffrey '58 Session 2
1/13/2026 3:00 PM to 4:00 PM
Rebecca Withiam
Admission - Grade 7 (Class III) Applicant Group Interview - Registration required
1/13/2026 3:30 PM to 4:30 PM
Audra McFarland
Read More
Jan

15

Admission Application Deadline
1/15/2026
Audra McFarland
Financial Aid Application deadline for Prospective Winsor Families (including 2020 tax returns and W-2s)
1/15/2026
Audra McFarland
Class IV Faculty and Staff Appreciation Breakfast
1/15/2026 7:30 AM to 9:00 AM
Admission - Grade 10 (Class VI) Applicant Group Interview - Registration Required
1/15/2026 2:00 PM to 3:15 PM
Audra McFarland
Read More
College Money Method Webinar: Understanding How Colleges Determine Your Ability to Pay and Aid Eligibility
1/15/2026 7:00 PM
For Class VI & VII families

Mari Powell
Club Leadership Meeting (Virtual)
1/15/2026 7:30 PM to 8:00 PM
Danica Villanueva
Jan

16

PA Leadership Meeting
1/16/2026 7:45 AM to 9:15 AM
Rachel Donnelly
Class I Play for Parents
1/16/2026 1:00 PM to 2:00 PM
Jeremy Johnson
Jan

17

Alum Cradles To Crayons Community Service Day
1/17/2026 to 1/18/2026
Myriam Poznar
Jan

18

Alum Cradles To Crayons Community Service Day
1/17/2026 to 1/18/2026
Myriam Poznar
Jan

19

MLK Jr. Day (School Closed)
1/19/2026
Jan

22

Last Day of Semester 1
1/22/2026
LS Community Service Day
1/22/2026
Upper School Math Exam
1/22/2026
Jan

23

Semester Break (No Classes for Students)
1/23/2026
Jan

24

YAC Care Packages, Cocktails, Mocktails, and more!
1/24/2026 2:00 PM to 4:00 PM
Volunteer Room

Myriam Poznar
Jan

26

Semester 2 Classes Begin
1/26/2026
Jan

27

College Explorations Program for Class VII Students (Virtual)
1/27/2026 7:00 PM to 8:00 PM
Jan

29

PA Faculty and Staff Winter Appreciation Event
1/29/2026 11:00 AM to 1:30 PM
Myriam Poznar
Scholarship Celebration (off-campus)
1/29/2026 6:00 PM to 8:00 PM
Jan

30

Upper School Student-Directed Play
1/30/2026 7:30 PM to 10:30 PM
Jeremy Johnson
Jan

31

Upper School Student-Directed Play (Saturday Afternoon)
1/31/2026 2:00 PM to 5:00 PM Read More
Upper School Student-Directed Play (Saturday Evening)
1/31/2026 7:30 PM to 10:30 PM
Jeremy Johnson

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January 2026

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103 Pilgrim Rd, Boston, Massachusetts 02215 United States | Phone: (617) 735-9500

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