Congratulations to all our graduating seniors!

Earning your high school diploma or postgraduate certificate from Cheshire Academy is an incredible achievement. To honor your success and your relationship with the Academy, we have a series of special events just for you and your families.

As you head off to your future plans, the achievements, friends, and memories you made here at Cheshire Academy will become a part of your story. We hope that you will reflect on your time here and think about which experiences contributed to who you are today, and who you’ll be in the future.

You should know that you can always count on your Cheshire Academy family. We have created a network of alumni around the world so that no matter where you go, you can always find a shared community. The Development and Alumni Relations office holds events both on campus in Connecticut and off campus in places like Florida, New York, Boston, Asia, and Puerto Rico. Make sure to update your email with the Alumni office to ensure you get reminders about these events! You can also follow us on Facebook, Twitter, Instagram, Weibo, Snapchat, or more for the latest Academy news and events.

Finally, we hope that you will nurture your Cheshire Academy relationships. Remember to text your friends from the Academy now and then, or to send us an email regularly to let us know how school is going, about your new job, degree, marriage, or even just your new address. We wish you the very best, and we look forward to your lifetime relationship with the Academy.

Upcoming Events

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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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