PARENT & FAMILY RELATIONS
PARENT & FAMILY RELATIONS
Dear Parents and Families,
Welcome! As Cheshire Academy parents and families, you are important members of our community. Bookmark this page for easy access to all kinds of helpful information and school resources related to Cheshire Academy – including events, volunteer opportunities, important forms, and more!
Whether this is your first year or your fourth, if you are newly enrolled or a returning family, a day or boarding student, from the U.S. or abroad…almost everything you need is here.Â
Warmly,Â
Sasha Russell | Director of Annual Giving, Stewardship and Family Engagement
Cheshire Academy Parents & Families Association
All parents and families of Cheshire Academy students are part of The Cheshire Academy Parents & Families Association (CAPFA). Led by the parent-led CAPFA Executive Board, the group’s goal is to foster an inviting community for Cheshire Academy parents and families to support the mission of the school. This is done through monthly meetings, community programming, volunteer opportunities, and The CAPFA Fund. Â
Family Weekend
For more information or questions, please reach out to capfa@cheshireacademy.org
School Store Hours | Field House Lobby
Friday, October 17: 1-5 p.m.
Saturday, October 18: 8-12:30 p.m. & 2-4 p.m.
September 2025
Tue
14
8-10:15 a.m.
Remote Teacher Conferences by appointment
For International and Long-Distance Families
Wed
15
8-9:45 a.m.
Remote Teacher Conferences by appointment
For International and Long-Distance Families
Thu
16
8-10 a.m.
Remote Teacher Conferences by appointment
For International and Long-Distance Families
Thu
16
7 p.m.
First Open Call CAPFA Meeting
Bowden Hall Blue Room
Fri
17
8-10 a.m.
Teacher Conferences by Appointment
Arthur Sherriff Field House
Fri
17
4 p.m.
Varsity Girls' Soccer vs Holy Child
Simosa Field & Track
Fri
17
TBD
Parents & Families Social
hosted by Head of School Tom Woelper and CAPFA
Sat
18
8-12:30 p.m.
Teacher Conferences by Appointment
Arthur Sherriff Field House
Sat
18
9:30-10:30 a.m.
Mock Admission Committee
Richardson Lecture Hall
Sat
18
10 a.m.
Yoga & Mimosas on Simosa
Simosa Field & Track
Sat
18
10:30-1 p.m.
Brunch for Families
Gideon Welles Dining Commons
Sat
18
1 p.m.
Varsity Boys' Soccer vs Wilbraham and Monson
Simosa Field & Track
Sat
18
1 p.m.
Junior Varsity Boys' Soccer vs Wilbraham and Monson
Slaughter Field
Sat
18
2:30 p.m.
Varsity Volleyball vs Suffield
Arthur Sheriff Field House
Sat
18
2:30 p.m.
Junior Varsity Volleyball vs Suffield
Arthur Sheriff Field House
Resources
Make sure to check the MyCheshire portal for the most up-to-date information.
