115
different course offerings
21 & 13
countries & states represented in our student body
10
average class size
42
faculty with advanced degrees
18
interscholastic sports
5:1
student-to-teacher ratio
School News
In Remembrance
The Cheshire Academy community participated in four days' worth of programming as part of the 20th anniversary of the 9/11 terrorist attacks.
read moreConvocation
Students and families were invited to a welcome festival and the annual Convocation ceremony to kick off Cheshire Academy’s 228th academic year.
read moreA timely tune
Sofia Della Porta ’25 will release her first single, “Do or Die,” on Sept. 17.
read moreDiverse group of five joins Cheshire Academy Board of Trustees
The new trustees bring a wealth of knowledge, expertise, and experience from their professional and personal lives.
read moreIn The Classroom
In The Classroom
With a 5:1 student-to-teacher ratio, Cheshire Academy's faculty connect with each student and empower them to take control of their learning.
LEARN MOREOn 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.
LEARN MOREIn 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.
LEARN MOREOn 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.
LEARN MOREIn The Studio
In The Studio
Cheshire Academy offers an Art Major and a wide variety of visual arts classes including drawing, painting, sculpture, ceramics, and photography.
LEARN MOREIn 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.
LEARN MORESignature Programs
Signature Programs
Cheshire Academy's signature programs are distinct and designed to support the needs and interests of our students.
LEARN MOREAcademic Resources
Academic Resources
Designed to assist each student, academic resources support the wide range of learning styles.
LEARN MORE