Founded in 1794, Cheshire Academy is a college preparatory boarding and day school for students in grades 9-12 and postgraduate. The historic 104-acre campus is nestled in the bucolic but central town of Cheshire, CT, just two hours from both Boston and New York. With approximately 344 students from 19 states and 31 countries, the Academy takes a flexible and tailored approach, allowing students to combine a variety of academic and extracurricular offerings optimal to their individual needs, strengths, and interests. For example, many students choose to stretch their intellectual boundaries by taking one of 32 advanced International Baccalaureate® Diploma Programme courses. This internationally respected program offers a global perspective, challenging students to be independent, critical thinkers concerned and involved with the world around them.
With 27 interscholastic athletic teams, 10 non-competitive offerings, many performing and visual arts options, there’s a passion to be uncovered for all students. The Academy also offers a unique Art Major program for those who plan to continue on to an arts or design program at the university level.
Cheshire Academy recognizes that all students learn differently. Through our optional Roxbury Academic Support Program, our trained learning specialists create proactive, independent, competent learners by fostering tools and strategies to meet the rigors of a college preparatory environment and beyond. This proven approach yields thriving students who take responsibility for their academic success.