Family Weekend
OCT. 13-18, 2026
Weekend Happenings
Check back for more information on athletic contests and schedules!
Schedule of Events
Tuesday, October 13
8-10:15 a.m.
Remote Teacher Conferences by Appointment
For International and Long-Distance Families
Wednesday, October 14
8-9:45 a.m.
Remote Teacher Conferences by Appointment
For International and Long-Distance Families
Thursday, October 15
8-10 a.m.
Remote Teacher Conferences by Appointment
For International and Long-Distance Families
6-9 p.m. | Worldwide Wine & Spirits, 480 Queen St, Southington
CAPFA Presents: CA On the Rocks: Southington
A mixology class and tasting at Worldwide Wine & Spirits (480 Queen St, Southington). Cocktail or mocktail-making included. 6–9 p.m., $10/ticket. Alumni, parents, guardians, and friends welcome.
Friday, October 16
1-5 p.m. | Arthur Sheriff Field House
Teacher Conferences by Appointment
1-5 p.m. | Humanities Patio
CAPFA Coffee Connections
Grab a cup and pull up a chair — the Cheshire Academy Parent & Families Association’s Coffee & Chat is back for Family Weekend, once again featuring the Asian Student Union’s pop-up coffee bar. Stop by the Humanities Patio to sip, connect with fellow CA families, and get to know the community. Friday, October 16, 1–5 p.m., Humanities Patio (rain location TBD).
Saturday, October 17
8 a.m.-12:30 p.m. | Arthur Sheriff Field House
Teacher Conferences by Appointment
9-10 a.m. | Richardson Lecture Hall
Who Gets In & Why with College Counseling
Cheshire Academy’s College Counseling Office invites you to attend this interactive session to learn more about the college admission process.
During this time, you will be part of a mock admissions committee to get a behind-the-scenes look at an application review process. You’ll act as an admissions officer, reviewing real-life candidate profiles and making the tough decisions: admit, deny, or waitlist to our fictitious University!
10-11 a.m. | Simosa Field
CAPFA Presents: Yoga & Mimosas on Simosa
Join us for a relaxing and refreshing yoga class for all levels on beautiful Simosa Field. Enjoy complimentary refreshments and drinks.
In a special activation for Family Weekend, we will host a School Store Pop-Up in the Field House lobby
Friday, October 16:Â 1-5 pm
Saturday, October 17:Â 8 a.m.-12:30 p.m.
Lodging
There are several hotel accommodations within a short driving distance of the Cheshire Academy campus. Some recommendations include:
