Cheshire Academy

  • Founded in 1794, Cheshire Academy is a boarding and day school for students in grades 9-12 plus PostGraduate (PG).
  • The historic 104-acre (0.42 sq km) campus is nestled in the bucolic but central town of Cheshire, CT, just two hours drive from both Boston and New York.
  • With approximately 362 students from 15 states and 30 countries, the Academy takes a exible and tailored approach, allowing students to combine a variety of academic and extracurricular oerings optimal to their individual needs, strengths, and interests.

School Overview

School Membership(s)School Assoc.Institute for Independent Education
National Independent Private Schools Association
New England Association of Schools and Colleges
International Baccalaureate (IB) World School
Religious AffiliationNonsectarian
Grades OfferedGrades 9-12
Offers Post-Graduate YearYes
ADD/ADHD SupportYes
Learning Difference ProgramsYes
Learning Programs SupportedMild Learning Differences
Year Founded1794

Student Body

Total Students362 students
Student Body TypeCo-ed
% Students of Color
State avg.: 22%
Students by GradeCheshire Academy Student By Grade

Academics and Faculty

Total Classroom Teachers68 teachers
Student : Teacher Ratio5:1
National avg.: 13:1
% Faculty w/Advanced Degree
Average Class Size9 students
Number of AP Courses6 courses
List of Courses OfferedLink to List of Courses
Average SAT score1130
Average ACT score24
Matriculation DataMatric. DataLink to Matriculation Data
Classroom Dress CodeFormal
(Mon, Tue, Thur: Academic Dress; Wed Spirit Day; Friday: Formal Dress)

Finances and Admission

Admission DeadlineFeb. 1 / rolling
Tuition NotesBoarding: $58,880 Day students: $41,100
% on Financial Aid
Average Financial Aid Grant$23,500
Acceptance Rate
National avg.: 85%
Admissions DirectorSara Lynn Leavenworth
Admissions AssociateDevin Worthington


Total Sports Offered17 sports
SportsAlpine Skiing, Baseball, Basketball, Cross Country, Fencing, Field Hockey, Football, Golf, Lacrosse, Soccer, Softball, Swimming, Tennis, Track and Field, Ultimate Frisbee, Volleyball, WeightliftingAlpine SkiingBaseball,
BasketballCross Country,
FencingField Hockey,
TennisTrack and Field,
Ultimate FrisbeeVolleyball,


Total ExtracurricularsTotal Extra-curric.22 extracurriculars
ExtracurricularsExtra-curric.Club or Organization:
Chinese Culture Club, Community Service, Dance, drone club, Garden Club, Haunted trail club, Ich Dien Society, international tea club, Model UN, National Honor Society, Pep Club, Puzzle Club, Science Olympiad, Yearbook, Yoga

Arts and Music Programs:
Art, Drama, Music

Recreational Athletic Programs:
basketball, Fencing, Fitness, Tennis

School Notes

  • Cheshire Academy is a boarding school in Connecticut that challenges students in grades 9-12 and post graduate to discover and hone their unique talents. This college preparatory school offers personalized learning opportunities like the Roxbury Academic Support Program and the IB Program. Artists can benefit from the Art Major program, while high school athletes can benefit from competitive athletics. Overall, students at the private school are encouraged to become culturally sensitive and internationally minded, and develop the critical thinking skills, confidence, and character that enable them to succeed in college and as citizens of a global society. 

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  • School Location Miles Grades Students
  • Hamden
    Grades: NS-12 | 580 students
    10.9 miles
    1108 Whitney Ave
    Hamden, CT 06517
    10.9 NS-12
  • Waterbury
    Grades: PK-12 | 440 students
    9.2 miles
    565 Chase Parkway
    Waterbury, CT 06708
    9.2 PK-12
  • Wallingford
    Grades: 9-12 | 846 students
    5.5 miles
    333 Christian Street
    Wallingford, CT 06492
    5.5 9-12
  • Waterbury
    Holy Cross High School
    Holy Cross High School Photo - Be A Scholar, Be A Leader, Be Holy Cross
    (Roman Catholic)
    Grades: 9-12 | 698 students
    8.8 miles
    587 Oronoke Rd
    Waterbury, CT 06708
    8.8 9-12
  • New Haven
    Grades: 7-12 | 705 students
    12.9 miles
    986 Forest Road
    New Haven, CT 06515
    12.9 7-12

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Did You Know?
The average private school tuition in Connecticut is $16,003 for elementary schools and $32,107 for high schools (read more about average private school tuition across the country).
The average acceptance rate in Connecticut is 69% (read more about average acceptance rates across the country).