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Looking for the "best boarding school?" Find out more about Cheshire Academy, a boarding school in Cheshire, CT.

Cheshire Academy is a coeducational boarding school in Connecticut serving students in grades 8-12 & postgraduate. Both a boarding and a day school, the Academy is known for its student-centered curriculum. Students are encouraged to enroll in courses that will meet them where they are and take them beyond where they imaged possible. Some of our signature programs include: 
  • Art Major Program
  • 7:1 student teacher ratio
  • ESL/ELL, and TOEFL support
  • International Baccalaureate Diploma Program (IB Program)
  • Roxbury Academic Support Program (one-on-one coaching with an academic advisor


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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