Cheshire Academy | Boarding and Day School

Grades 9-12

and Postgraduate

21 & 11

countries & states represented in our student body

10

average class size

36

faculty with advanced degrees

16

interscholastic sports

7:1

student-to-teacher ratio

In The Classroom

With a 7:1 student-to-teacher ratio, Cheshire Academy's faculty connect with each student and empower them to take control of their learning.

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On The Field

We offer a variety of athletic programs each season. The Academy teaches student-athletes the skills and knowledge necessary to learn the sport and produces championship-winning teams.

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In The Dorm

In the tight-knit community rich in diversity, students - day and boarding students - all develop close friendships that develop into relationships that last their entire lives.

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On The Stage

Cheshire Academy believes all students benefit from music education, from beginners to students planning a career in music. Students develop tenacity, skill, focus, and confidence.

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In The Studio

Cheshire Academy offers an Art Major and a wide variety of visual arts classes including drawing, painting, sculpture, ceramics, and photography.

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In The Theatre

Why not try out for a play while at Cheshire Academy? Auditions are held for each after-school season. We produce comedies, dramas, and musical theater in both full-length and one-act formats.

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Signature Programs

Cheshire Academy's signature programs are distinct and designed to support the needs and interests of our students.

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Academic Resources

Designed to assist each student, academic resources support the wide range of learning styles.

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School News

Convocation 2023

Welcome to the beginning of Cheshire Academy's 230th academic year.

Welcome back, Cats!

Alumni returned to Cheshire Academy to celebrate and reconnect at Reunion weekend, with special recognition for the classes ending in 3 and 8.

Commencement 2023

Members of the Class of 2023 are now prepared to embark on new journeys, take calculated risks, and bring about positive change in the world.

Congrats, Postgrads

Nineteen students completed their postgraduate year at Cheshire Academy and are now ready for the next chapter of their lives.

Reach Your Potential

Check out our new viewbook to learn more!

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Our 230th Year!

CA is among an elite group of schools thriving in their third century. We look forward together, while celebrating our past. Browse our magazine for endless stories.