For the 2025 school year, there are 23 college-prep and junior boarding schools serving 7,763 students located throughout Connecticut.
You can also browse our full boarding school directory or specify additional search criteria.
Top Connecticut Boarding Schools (2025)
School
Location
Grades
Students
Academy of the Holy Family![Academy of the Holy Family Photo - Ambassadors Club Academy of the Holy Family Photo - Ambassadors Club]()

(Catholic)
54 W. Main Street Box 691
Baltic, CT 06330
(860) 822-6279
Baltic, CT 06330
(860) 822-6279
Grades: 9-12
| 40 students
500 Old Farms Road
Avon, CT 06001
(800) 464-2866
Avon, CT 06001
(800) 464-2866
Grades: 9-12, PG
| 405 students
101 Aspetuck Avenue
New Milford, CT 06776
(860) 210-3832
New Milford, CT 06776
(860) 210-3832
Grades: 9-12, PG
| 332 students
333 Christian Street
Wallingford, CT 06492
(203) 697-2239
Wallingford, CT 06492
(203) 697-2239
Grades: 9-12, PG
| 867 students
230 Bushy Hill Road
Simsbury, CT 06070
(860) 408-4200
Simsbury, CT 06070
(860) 408-4200
Grades: 7-12, PG
6-12, PG (day)
6-12, PG (day)
| 226 students
12 Norfolk Road, P.O. Box 80
Litchfield, CT 06759
(860) 567-1802
Litchfield, CT 06759
(860) 567-1802
Grades: 9-12, PG
| 210 students
99 Green Hill Road
Washington, CT 06793
(860) 868-7334
Washington, CT 06793
(860) 868-7334
Grades: 9-12, PG
| 330 students
211 Indian Mountain Road
Lakeville, CT 06039
(435) 480-0871
Lakeville, CT 06039
(435) 480-0871
Grades: 5-9
PK-9 (day)
PK-9 (day)
| 300 students
Marianapolis Preparatory School![Marianapolis Preparatory School Photo Marianapolis Preparatory School Photo]()

(Catholic)
26 Chase Road
Thompson, CT
(860) 923-9565
Thompson, CT
(860) 923-9565
Grades: 9-12, PG
| 213 students
PO Box 128, 398 Pomfret Street
Pomfret, CT 06258
(860) 963-6120
Pomfret, CT 06258
(860) 963-6120
Grades: 9-12, PG
| 350 students
P.O. Box 68 528 Pomfret Street
Pomfret, CT 06258
(860) 928-1328
Pomfret, CT 06258
(860) 928-1328
Grades: 5-9
PK-9 (day)
PK-9 (day)
| 250 students
201 Romford Rd.
Washington, CT 06794
(860) 868-0535
Washington, CT 06794
(860) 868-0535
Grades: 5-9
PK-9 (day)
PK-9 (day)
| 328 students
South Kent School![South Kent School Photo South Kent School Photo]()

(Episcopal)
40 Bulls Bridge Rd
South Kent, CT 06785
(860) 927-3539
South Kent, CT 06785
(860) 927-3539
Grades: 9-12, PG
| 170 students
110 Woodbury Road
Watertown, CT 06795
(860) 945-7700
Watertown, CT 06795
(860) 945-7700
Grades: 9-12, PG
| 609 students
995 Hopmeadow Street
Simsbury, CT 06070
(860) 408-3060
Simsbury, CT 06070
(860) 408-3060
Grades: 9-12, PG
| 425 students
1237 Whittemore Rd.
Middlebury, CT 06762
(203) 577-4521
Middlebury, CT 06762
(203) 577-4521
Grades: 9-12
| 160 students
Frequently Asked Questions
How many boarding schools are located in Connecticut?
There are 23 college-preparatory boarding schools located in Connecticut.
What is the average tuition cost of boarding school in Connecticut?
The average Connecticut boarding school tuition cost is $68,645 per year.
What is the oldest boarding school in Connecticut?
Cheshire Academy, founded in 1794, is the oldest boarding school in Connecticut.
What boarding school in Connecticut has the lowest acceptance rates?
Choate Rosemary Hall has the lowest boarding school acceptance rate (16%) in Connecticut.
What boarding school in Connecticut has the highest average SAT scores?
Westover School has the highest average SAT scores (1410) in Connecticut.
Which boarding schools in Connecticut are often viewed compared to one another?
Popular comparisons of boarding schools in Connecticut include: Rumsey Hall School vs. Rectory School, Indian Mountain School vs. Rectory School, The Taft School vs. Choate Rosemary Hall
Recent Articles

Why a Progressive School?
Sending your son or daughter to a progressive school sounds like a real leap of faith. It is until you look more closely at the kind of education your child will receive. Then you will understand the idealism in action which progressive schools embody.

Academics: International Baccalaureate & Advanced Placement
We compare and contrast the International Baccalaureate Diploma Programme and Advanced Placement. We also explore their distinct educational philosophies, curriculum structures, assessment methods, and global recognition to help students and parents make informed decisions about which rigorous academic program best suits their educational goals and learning preferences.

Education Beyond the Classroom: The Role of Outdoor Adventure in Shaping Young Minds
The concept of outdoor education dates back to the early 20th century as educators sought ways to engage students beyond traditional methods. Early efforts initially focused on direct, experiential learning in nature, but later evolved to incorporate academics, collaborative skills, and a focus on environmental responsibility. Outdoor education today equips students with critical life skills, preparing them for the world beyond the classroom.