Meeting students where they are and taking them beyond where they imagined possible.

Cheshire Academy, an independent school founded in 1794 offers a student-centered education, dedicated to helping all achieve their absolute best. Cheshire Academy offers a vibrant educational environment built on strong academics, creative visual and performing arts, unrivaled athletic programs, and professional college counseling.
Please explore the website to see more of what Cheshire Academy has to offer students and families. We’ve included some quick links to the information we believe you’ll find most useful above, and to the right you will find contact information for the admission office.

If you’re not sure who to email, please feel free to reach out to our general inbox. We hope that once you are finished exploring our website, you will schedule an in-person visit or attend one of our open houses.

We look forward to meeting you and your family!

Admission Office

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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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