CHESHIRE ACADEMY
REUNION 2026
JUNE 12-14, 2026
FRIDAY
Reunion Kickoff | Counter Weight Brewing Co., Cheshire, CT
6-9 p.m.
Enjoy an laid-back get together with new friends and old at this popular brewery not far from campus. We’ll be there from 6 to 9 p.m. and your $10 admission includes food voucher and two drink tickets.
Dorm Stay | Cheshire Academy Campus
9 p.m.
More information to come. 21 and older OR with a parent/guardian.
SATURDAY
* Locations will be available at registration
Champions of CA Breakfast | By Invitation Only
9-10:30 a.m.
A gathering to recognize the friends and advocates who strengthen CA every day. This event is by invitation only.
Neuromyths: Surprising Facts (and Fallacies) About Your Brain
10:30-11:30 a.m.
Brains are not created equal. But you can learn some strategies to make yours work for you. Every faculty member at CA is trained in Mind, Brain, and Education (MBE), helping students discover their own strengths and integrate brain-based learning principles in the classroom, on the athletic field, and in the dorms. Join some current faculty for an invigorating talk on the latest in learning science and how you, too, can harness this knowledge for a lifetime.
Golden Cats Lunch | Il Gusto, Cheshire, CT
11:30 a.m. – 1:30 p.m.
Alumni from the Class of 1976 and prior are invited to this special annual luncheon, this year enjoying the delectable fare at Il Gusto. Bring a guest and get ready to reminisce in wonderful, warm company during this much-anticipated gathering.
Beer Garden, Food Trucks, Tours & Lawn Games | Sevigny Field
1-4:45 p.m.
Kick back and enjoy a brew and a slice with your pals. Verona Pizza on Wheels will park on Sevigny Field for a laid-back afternoon of lawn games and campus tours.
School Store Open | Student Center
1-6 p.m.
Don’t forget the swag! The CA School Store will be open extended hours on Saturday for all your T-shirt, sweats, and pj needs.
Class Pictures
2-5 p.m.
J.J. White Steps
We are kicking it off with an all alumni photo at 2 p.m.! Find your class year and scheduled time below. Not a Reunion year? You can still come by and get your picture taken!
Class Photo Schedule
TIME
CLASS YEAR
REUNION YEAR
2 p.m.
All Alumni Picture
All
2:10 p.m.
1946
80th Reunion
2:20 p.m.
1951
75th Reunion
2:30 p.m.
1956
70th Reunion
2:40 p.m.
1961
65th Reunion
2:50 p.m.
1966
60th Reunion
3 p.m.
1971
55th Reunion
3:10 p.m.
1976
50th Reunion
3:20 p.m.
1981
45th Reunion
3:30 p.m.
1986
40th Reunion
3:40 p.m.
1991
35th Reunion
3:50 p.m.
1996
30th Reunion
4 p.m.
2001
25th Reunion
4:10 p.m.
2006
20th Reunion
4:20 p.m.
2011
15th Reunion
4:30 p.m.
2016
10th Reunion
4:40 p.m.
2021
5th Reunion
Cheshire Stories | Library
2-5 p.m.
With more than 230 years of history, Cheshire Academy has a wealth of stories. What’s yours?
The winning goal, dorm hijinks, a teacher who made a lasting difference in your life? We’re collecting memories to share with others and preserve for future generations. Head to our green screen recording booth in the library to share your unique Cat tale!
Bourbon with Barb V. | Retired Faculty Reception
2:30-3:30 p.m.
Join a host of some of your favorite retired faculty and current faculty, staff, and alumni as they raise a toast to one of CA’s most enduring and endearing faces – Barb Vestergaard P’96, ‘02, GP’26! Whether you know her as an administrator, a mom, and grandma, or constituent engagement officer extraordinaire, come share your best wishes with Barb!
Back to Classroom with Chip Boyd
3:15-4:30 p.m.
Hall of Fame and Awards | Sheriff Field House
5-6 p.m.
Head over to the Field House for our annual Hall of Fame induction and awards ceremony. We’ll be recognizing some of CA’s best with applause and touching tributes.
Reunion Dinner | Gideon Welles Dining Commons
6-9:30 p.m.
Dinner, drinks, and a groovy live DJ provide the perfect backdrop for time to gather with friends in Gideon Welles Dining Commons.
SUNDAY
* Locations will be available at registration
We Remember: A Memorial Service | Bowden Hall
9:30-10:30 a.m.
Join us in Bowden Hall’s Blue Room to commemorate and celebrate the Cheshire Academy alumni we’ve lost in the past year.
Reunion Brunch | Gideon Welles Dining Commons
10:30-12 p.m.
Enjoy a last chance to linger over a full brunch before checking out of Chez Cheshire for another year.
WANT TO VOLUNTEER AT REUNION?
Questions?
Do you need more information?
Looking to connect with classmates or participate in class outreach?
Please contact Assistant Director of Alumni Relations & Student Engagement Jack Welage ’19 at jack.welage@cheshireacademy.org.
