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.


Cheshire Academy
10 Main Street
Cheshire, Connecticut 06410

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

About Cheshire Academy

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  • The student-centered private school in CT

    Cheshire Academy is a boarding school in Connecticut that challenges students in grades 9-12 and Post Grad to discover and hone their unique talents. This college preparatory school offers personalized learning opportunities like the Roxbury Academic Support Program and the IB Program. Artists can benefit from the Art Major program, while high school athletes can benefit from competitive athletics. Overall, students at the private school are encouraged to become culturally sensitive and internationally minded, and develop the critical thinking skills, confidence, and character that enable them to succeed in college and as citizens of a global society. 
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