Reunion 2026 | Cheshire Academy

Join us on campus for Cheshire Academy Reunion Weekend - 2026, as we celebrate milestone classes ending in 1 and 6. The action-packed, open to all weekend, includes a range of activities; from receptions to the classroom to leisure and celebrations, there is something for everyone at Reunion Weekend.

Highlights include:
🍻 Happy Hour at Counterweight Brewing Co.
🍎 Informative sessions on what education looks like at Cheshire Academy today.
🏆 Hall of Fame Induction Ceremony
🍽️ Reunion Cocktail Hour and Dinner
And much more!

Reunion Weekend will take place from June 12th-14th, 2026. While most of the weekends activities take place on campus, we will also be visiting Counterweight Brewing Co. in Cheshire, as well as Il Gusto Italian Restaurant for our Golden Cats (graduated 50 years ago or prior).

While this year's Reunion is celebrating the milestone classes of 1 and 6, all are welcome to attend. Bring spouses, guests, children - anyone who you want to experience Reunion weekend by your side.
Registration is required for all attendees and sessions, regardless if they are paid sessions or not. Please note that some events have limited capacity, and will be filled on a first-come, first-served basis.