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Looking Forward


Opportunities await student-athletes who seek challenges and individual paths. Cheshire Academy is an independent, coeducational boarding and day school located in Cheshire, Connecticut, enrolling more than 300 students in grades 9-12 and a postgraduate year. 

• Located Halfway between Boston and New York City

• Enrollment: Boarding 55% and Day 45%

• Students come from 31 Countries

• Average Class Size: 10

Cheshire Academy still has limited enrollment opportunities available for the 2021-22 academic year. Fill out a Cheshire Academy inquiry so we can learn more about you…




If you missed the application deadline…


The Admission Office continues to accept applications for the 2022-23 school year.


Apply Today


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