established in 1794, Cheshire Academy is a college-preparatory boarding and day school for learners in grade levels 9-12 plus Postgraduate (PG). The historic 104-acre campus is nestled in the bucolic but central town of Cheshire, CT, just two hours drive from both Boston and New York. With approximately 344 learners from 19 states and 31 countries, the Academy takes a flexible and tailored approach, allowing learners to combine a variety of academic and extracurricular o?erings optimal to their individual needs, strengths, and interests. Key offerings include our Art Major Program, Roxbury Academic Support Program and the International Baccalaureate Program. And with just over 20 interscholastic athletic teams, 10 non-competitive offerings, many performing and visual arts options, there’s a passion to be uncovered for all learners.