Founded in 1794, Cheshire Academy is a coeducational college-preparatory boarding and day school for grades 9-12 and postgraduate.
With 368 students from 11 states and 21 countries, Cheshire Academy takes a tailored approach, providing students with a wide variety of academic and extracurricular offerings that are optimal to their individual needs, strengths, and interests.
Located in Cheshire, CT, our 104-acre campus rests in a quintessential and safe New England community conveniently located between New York and Boston.
CA's supportive, one-to-one college counseling program begins early on, resulting in commitments to some of the country's most competitive colleges and universities.
With a wide range of programming, CA offers the world-renowned International Baccalaureate, Roxbury Academic Support, and unique, signature Art and Music Major programs.
CA is home to 20+ athletics teams, with nearly 40% of student-athletes in the Class of 2023 going on to play at the collegiate level.
Quick Facts (2025)
- Top Ranked CT School
- Grades: 9-12
- Enrollment: 369 students
- Acceptance rate: 63%
- Average class size: 10 students
- Application Deadline: Feb. 1 / rolling
- Source: Verified school update
Top Rankings
Cheshire Academy ranks among the top 20% of private schools in Connecticut for:
Category
Attribute
Student Body
Extracurriculars
School History
School Overview
School Membership(s)School Assoc.
Religious Affiliation
Grades Offered
Grades 9-12
Offers Post-Graduate Year
Yes
ADD/ADHD Support
Yes
Learning Difference Programs
Yes
Learning Programs Supported
Mild Learning Differences
Year Founded
1794
Colors
White, Blue
School Calendar
First Day of School
Mon. Sep 1, 2025
Student Body
Total Students
369 students
Student Body Type
Co-ed
% Students of Color
29%
State avg.: 31%
Students by Grade

Academics and Faculty
Total Classroom Teachers
55 teachers
Student-Teacher Ratio
7:1
National avg.: 13:1
% Faculty w/Advanced Degree
69%
Average Class Size
10 students
List of Courses Offered
Advanced Courses
Arts Major ProgramHL1/HL2
IB Biology SL & HL1/HL2IB Chemistry SL1/SL2 & HL1/HL2
IB Computer Science SL1/SL2IB Economics SL1/SL2
IB English Language & Literature HL1/2 & SL1/2IB English Literature HL1/2 & SL1/2
IB Environmental Systems and Society SLIB French ab Initio 1/ab Initio 2
IB French SL1/SL2 & HL1/HL2IB History of the Americas SL1/SL2 & HL1/HL2
IB Lit & Performance SL1/SL2IB Mandarin ab Initio 1/ab Initio 2
IB Mandarin SL1/SL2IB Math SL2/HL2
IB Math Studies SL2IB Mathematics: Analysis and Approach SL1
IB Mathematics: Applications and Interpretation SL1IB Music SL1/SL2 & HL1/HL2
IB Physics SL1/SL2 & HL1/HL2IB Spanish SL1/SL2 & HL1/HL2
IB Sports/Exercise/Health Science SLIB Theater SL1/SL2
IB Theory of Knowledge Y1/Y2IB Visual Arts SL1/SL2 & HL1/HL2
Average SAT score
1200
(Out of 1600)
Average ACT score
25
(Out of 36)
Matriculation DataMatric. Data
Classroom Dress Code
Casual
Mon, Tue, Thur: Academic Dress; Wed CA Spirit Day; Friday: Formal Dress
Tuition and Acceptance Rate
Admission Deadline
Feb. 1 / rolling
Tuition Notes
7-Day Boarding: $62,475
Day: $32,498
% on Financial Aid
49%
Average Financial Aid Grant
$25,573
Acceptance Rate
63%
National avg.: 81%
Admissions Director
Rebecca Brooks
Admissions Associate
Brianna Zegzdryn
Application URL
Endowment Size
$13 million
Sports
Total Sports Offered
14 sports
Extracurriculars
Total ExtracurricularsTotal Extra-curric.
24 extracurriculars
ExtracurricularsExtra-curric.
Club or Organization:
Arts and Music Programs:
Recreational Athletic Programs:
Admission Ambassadors (Tour Guides)Art Club
Chess ClubCommunity Service
Digital Photography ClubEco-Leaders
Garden ClubIch Dien Society
International Student SocietyModel UN
National Honor SocietyNew England Math League
Peer CounselorsSchool Newspaper
Science OlympiadThe Gay/Straight Alliance
Yearbook
Arts and Music Programs:
Art Major ProgramDrama
Jazz Ensemble/Rock BandString Ensemble
Recreational Athletic Programs:
FitnessSnowsports Club
Yoga
School Notes
- School Mascot: Wildcats
- Founded in 1794, Cheshire Academy is a college preparatory boarding and day school for students in grades 9-12 and postgraduate. The historic 104-acre campus is nestled in the bucolic but central town of Cheshire, Connecticut, just two hours from both Boston and New York. CA takes a flexible and tailored approach, so students can combine a variety of academic and extracurricular offerings optimal to their individual needs, strengths, and interests. For example, many students choose to stretch their intellectual boundaries by taking one of 36 advancedInternational BaccalaureateDiploma Programmecourses. This internationally respected program offers a global perspective, challenging students to be independent, critical thinkers concerned and involved with the world around them.With 27 interscholastic athletic teams, non-competitive offerings, many performing and visual arts options, there's a passion to be uncovered for all students. CA also offers unique Art Major and Music Major programs for those who plan to continue on to an arts or music program at the university level.Cheshire Academy recognizes that all students learn differently. Through our optional Roxbury Academic Support Program, our dedicated staff of masters-level instructors creates proactive, independent, competent learners by fostering tools and strategies to meet the rigors of a college preparatory environment and beyond. This proven approach yields thriving students who take responsibility for their academic success.
- Sample of notable school alumni/alumnae:
- JP Morgan - American financier, banker and art collector.
- Roberto C. Goizueta - Former chairman & CEO, Coca-Cola
- Joseph W. Hasel - Voice of the New York Giants
- Rockwell Kent - American artist
- Robert Ludlum - Author best know for The Bourne trilogy.
- Patrick McCaskey - Director, board member, Chicago Bears
- Angela Robinson - State Superior Court judge
- James Van Der Beek - Actor
- Gideon Welles - Secretary of the Navy (Lincoln)
- Talib Kweli - American hip-hop artist
Source: Verified school update
Frequently Asked Questions
What schools are Cheshire Academy often compared to?
Cheshire Academy is often viewed alongside schools like Hamden Hall Country Day School by visitors of our site.
What is the acceptance rate of Cheshire Academy?
The acceptance rate of Cheshire Academy is 63%, which is lower than the national average of 71%.
Who are famous alumni from Cheshire Academy?
Cheshire Academy famous alumni include: JP Morgan, Roberto C. Goizueta, Joseph W. Hasel, Rockwell Kent, Robert Ludlum, Patrick McCaskey, Angela Robinson, James Van Der Beek, Gideon Welles and Talib Kweli.
What sports does Cheshire Academy offer?
Cheshire Academy offers 14 interscholastic sports: Alpine Skiing, Baseball, Basketball, Cross Country, E-sports, Fencing, Football, Golf, Lacrosse, Soccer, Softball, Tennis, Track and Field and Volleyball.
What is Cheshire Academy's ranking?
Cheshire Academy ranks among the top 20% of private schools in Connecticut for: Largest student body, Most extracurriculars offered and Oldest founding date.
When is the application deadline for Cheshire Academy?
The application deadline for Cheshire Academy is Feb. 1 / rolling (applications are due on Feb. 1 but additional applications are reviewed year-round as space permits ).
In what neighborhood is Cheshire Academy located?
Cheshire Academy is located in the Cheshire Village neighborhood of Cheshire, CT. There are 1 other private schools located in Cheshire Village.
School Reviews
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