Meeting students where they are...

And taking them beyond where they imagined possible.

From the world-renowned IB Programme...

To outstanding athletics...

And 1:1 Roxbury Support Program. Our guidance helps students maximize their potential.

Our Mission

Cheshire Academy is an internationally minded college-preparatory school that challenges its students to maximize their potential by developing the confidence, character, and critical thinking skills that enable them to thrive as global citizens.

Welcome Home

When you set foot on Cheshire Academy’s campus, you’ll see firsthand why countless students have called us “home.” For 225 years we’ve offered a student-centered education, dedicated to helping all achieve their absolute best. You will experience a vibrant educational environment built on strong academics, creative visual and performing arts, outstanding athletic programs, and professional college counseling. But more importantly, you’ll find a community of caring teachers and students, dedicated to personal and collective success.

Don’t take our word for it though. Browse our website. Contact our Admission team. Visit our campus. And most importantly, meet our students.


Different course offerings


Student to teacher ratio


Average class size


Different interscholastic sports


Faculty with advanced degrees

29 & 13

Countries & states represented in our student body



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Address: 890 Lorem Ipsum Street #12 San Francisco, California 65432 Phone: 123.4567.890 Business Hours: 8a-6:30p M-F, 9a-2p S-S