Meeting students where they are...

...and taking them beyond where they imagined possible.

119

different course offerings

31 & 19

countries & states represented in our student body

10

average class size

42

faculty with advanced degrees

21

different interscholastic sports

6:1

student to teacher ratio

School News

Freedman named Board of Trustees chair; two new members appointed

Jennifer Freedman P'15 will be joined by William Ampofo II '92 and Jared Pinsker '97.

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Book discussion, writing workshop highlight author visit

Cheshire Academy hosted Michael Belanger, author of “The History of Jane Doe,” on Feb. 10.

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Students earn Silver Key, Honorable Mentions at Regional Art Show

Jenna Hains '20, Nicole Hao '21, Joyce Shi '20 and Luc Yokoi '20 earn awards.

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Yale professor speaks at MLK Day celebration

Cheshire Academy continues 30-year tradition of honoring Martin Luther King Jr.

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In The Classroom

In The Classroom

With a 6:1 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

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 Dorm

In the tight-knit community rich in diversity, students - day students and 5-day and 7-day boarding students - all develop close friendships that develop into relationships that last their entire lives.

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On The Stage

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

In The Studio

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

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In The Theatre

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

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

Academic Resources

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

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Tour Tuesdays

Feb. 25

Stop in for coffee, a muffin and a quick chat with Head of School Julie Anderson before going out on a short informal tour.

Date: Feb. 25

Time: 8:30-9:30 a.m.

Schedule a Campus Visit

To truly experience the Cheshire Academy community, students and parents can schedule a tour, and an interview, through the fall and winter.  It’s a fun, informal way to get to know us! (click here)

Upcoming Alumni & Parent Events

Join us!

Feb. 20: Boston Alumni Reception

March 5: NYC Alumni Reception

April 23: Alumni At The Ballpark: Blue Jays vs. Red Sox

May 5: Alumni At The Ballpark: Pirates vs. Yankees

Parents Association Auction

Cheshire Academy’s Parents Association will host its auction on April 25. 

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