Reunion Weekend – June 10-12, 2022


Cheshire Academy is excited to invite all alumni back to campus! 


A combined reunion to celebrate classes ending in 0, 1, 2, 5, 6, and 7 is scheduled for June 10-12, 2022. Join your Cheshire Academy family, friends, and faculty for a full weekend of events and programming. Fill out the form below to receive more information.



Register for Reunion 



For all questions, please contact Peter White ’07: peter.white@cheshireacademy.org | 203-439-7276


Featured Events

Friday, June 10


Welcome Home Reception  

A “Hard Hat” Happy Hour hosted by the Office of Advancement

Bowden Hall Patio, 6-9 p.m.

Golf cart tours of the construction of the new multi-purpose field and tennis courts will depart every 15 minutes



Saturday, June 11


Cheshire Conversations with Senior Leadership from Academics, Advancement, Athletics, and Community Life

Moderated by Head of School, Julie Anderson P’19, ’23

Community Forum, 11-11:45 a.m.


Community BBQ, Lawn Games, & Beer Garden  

Slaughter Field, 12-3 p.m.


Hard Hat Tours of New Fields Project

Arthur Sheriff Field House, 1-3 p.m.


Alumni Back to the Classroom Series

Featuring Sr. Master Chip Boyd, Sr. Master Emeritus Bob Gardiner, Ms. Eunyoung DiGiacamo, and Mr. Tony Ferraro

Classrooms TBA, 1:15-2:45 p.m.


Register for Reunion



Alumni Pub Trivia

Emcee: Leo Hiertz

Fencing room, 3-4 p.m.


Hall of Fame Ceremony

Kevin Slaughter Memorial Athletic Hall of Fame and Arts & Letters Hall of Fame Ceremony

Slaughter Field, 4-5 p.m.



Cheshire Clam Bake & Music 

Slaughter Field, 6:30-10 p.m.


Sunday, June 12


50th Reunion Brunch

Exclusively for Alumni of the 50th Reunion classes and Family Members (1972,1971, 1970)

Blue Room in Bowden Hall, 11:30 a.m.-1:00 p.m.


Register for Reunion