For the 2026 school year, there is 1 private high school serving 369 students in Cheshire, CT.
The top-ranked private high school in Cheshire, CT is Cheshire Academy.
The average acceptance rate is 63%, which is lower than the Connecticut private high school average acceptance rate of 65%.
Top-Ranked Cheshire Private High Schools (2026)
School
Location
Quick Facts
10 Main St
Cheshire, CT 06410
(203) 439-7250
Cheshire, CT 06410
(203) 439-7250
Gr: 9-12 | 369 students Avg. class size: 10 students Sports: 14 | Extracurrculars: 24 Tuition & acceptance rate listed
Cheshire, Connecticut Private Schools (Closed)
School
Location
Quick Facts
Boulder Knoll Montessori School (Closed 2019)
Montessori School
660 Boulder Rd.
Cheshire, CT 06410
(203) 272-5893
Cheshire, CT 06410
(203) 272-5893
Gr: PK-K | 20 students Avg. class size: 20 students
Frequently Asked Questions
What are the top-ranked private high schools in Cheshire, CT?
The top-ranked private high schools in Cheshire, CT is Cheshire Academy.
How many private high schools are located in Cheshire?
1 private high schools are located in Cheshire.
Recent Articles
Free Private Schools & Voucher Programs in 2025
Updated guide to free private schools and school voucher programs, 2025 policies, costs, equity issues, and how families access tuition support.
Social Emotional Learning 2025: Policy, Practice and Outcomes
Updated 2025 review of social emotional learning in schools, research outcomes, key trends, challenges and future paths for parents and educators.
Private School Admissions for Siblings: Costs and Timing
Learn how private school admissions for siblings affect costs, discounts, and timing strategies for families planning multiple enrollments.


