Welcome Alumni

Cheshire Academy has more than 6,000 alumni around the world. They are invited back to campus throughout the year for longstanding traditions like Homecoming Weekend and Reunion, along with many other special regional events. Cheshire Academy also offers networking opportunities, family events and panel discussions.  


We encourage our alumni to stay connected. Alumni are a part of Cheshire Academy’s rich history and also vital to its bright future. Share your news with us, volunteer or drop by for a Red Door photo at Bowden Hall!


Reunion Weekend


Cheshire Academy welcomed all alumni back to campus. View photos from the weekend’s events.



Transcript Request

Order Transcripts

Cheshire Academy has partnered with Parchment to order and send your transcript and other credentials securely. This link will open a new browser.


Legacy Scholarship


Cheshire Academy is excited to offer a new, merit-based Legacy Scholarship in the amount of $10,000 for children, grandchildren, and relatives of Cheshire Academy alumni.

Learn more: Legacy Scholarship


1794 Magazine


Cheshire Academy’s award-winning magazine 1794 is published twice a year and is mailed to alumni, parents, and friends of CA. Check out the latest issue and back issues from previous years.


Red Door Photos


Stop by campus and take part in Cheshire Academy’s Red Door photo tradition! Check out our Red Door gallery on Flickr.