Expand your Reach with the Alumni Network

Cheshire Academy is launching a new initiative to connect our 21,000 alumni. Cheshire Academy alumni are part of our extended family of graduates, and we want to celebrate each achievement and open doors to new opportunities. Now, the Alumni Network allows us to do that and more-- but we need your help! 

Show your support by giving here; previous gifts have gone to recruit talented new students with financial aid, build state-of-the-art facilities, and provide professional development opportunities-- in short, your gift helps Cheshire Academy build a powerful community that can offer unique opportunities. Even small gifts matter-- it's all about participation and showing you believe in the Cheshire Academy mission!

Another way to help out is by sharing your accomplishments with the Academy. If you recently attained a degree from a college or university, earned a promotion, or created something wonderful, share the news with us! We'll promote it on our network.

More than 21,000 graduates since 1794.

Not many schools have that kind of history.
Yet here we are, still educating students for the future, still the leader in student-centered learning. Help us stay here.

Give back to the Annual Fund today.


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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