Events and Travel

Reconnect with Cheshire Academy at one (or more) of the many exciting events held by our Alumni and Development Office, both on and off campus. From alumni sports games and Coleman Group symposiums to receptions held around the world, there are events that speak to every alum.

Want to host an event in your hometown? Looking to meet up with someone from the Alumni and Development Office while they are on the road? Contact us and we will help you make it happen.

Request a Visit

The alumni office is always on the road! To request a visit in your area or to sign up for notifications when alumni office members are in your area, fill out this form.

Interactive Travel Map

Alumni Photos


Cheshire Academy
10 Main Street
Cheshire, Connecticut 06410

MAIN PHONE: 203-272-5396
MAIN FAX: 203-250-7209
ADMISSION OFFICE: 203-439-7250
ADMISSION FAX: 203-439-7601
ATHLETICS OFFICE: 203-439-7242 

About Cheshire Academy

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  • The Student-Centered Private School in Connecticut.

    We put the unique needs of every student first. That’s why we offer a flexible program that allows students to mix academic course tracks with athletics and/or fine arts programs, according to their needs and interests. Students can stretch their intellectual boundaries by taking one of 20 advanced International Baccalaureate® Diploma Programme courses, or practice new skills by participating in a range of afternoon programs including; athletics, fine arts, and performing arts. We are also the only Connecticut private school to offer one-on-one student coaching through our Roxbury Academic Support Program.
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