On Campus Events

Cheshire Academy boasts a beautiful, 104-acre campus less than a half hour from New Haven (home of Yale University) and an hour and a half from New York City. We encourage families to visit our historic campus for Admission events which include open houses, in-classroom visits, and discussion panels with current students and faculty.

GPS address for Admission Office: 
125 Sheriff Drive
Cheshire, CT 06410

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On The Road Events

Admission Officers travel around the world to meet with students interested in applying to Cheshire Academy. Upcoming off-campus events, such as secondary school fairs, are listed below. If your town is not on the list, please contact us to arrange a visit to your area by an alumni representative or admission officer.

Admission Office

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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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