#1 Best Boarding Schools in Connecticut
Westover School
Independent school · Grades 9–12
96% of graduates go to four-year colleges
Middlebury, CT
A+Overall gradeAll girls142 students5 students per teacher
2026 lists
Best Boarding Schools in Connecticut
The highest-graded schools of this kind in Connecticut. Top 14 of 14 schools.
#2 Best Boarding Schools in Connecticut
The Cheshire Academy
Independent school · Grades 9–12
100% of graduates go to four-year colleges
Cheshire, CT
A+Overall grade341 students6 students per teacher
#3 Best Boarding Schools in Connecticut
St. Thomas More School
Independent school · Grades 8–12
98% of graduates go to four-year colleges
Oakdale, CT
A+Overall grade143 students6 students per teacher
#4 Best Boarding Schools in Connecticut
The Hotchkiss School
Independent school · Grades 9–12
100% of graduates go to four-year colleges
Lakeville, CT
A+Overall grade602 students6 students per teacher
#5 Best Boarding Schools in Connecticut
Indian Mountain School
Independent school · Grades Pre-K–9
Growing: enrollment up 33% since 2011–12
Lakeville, CT
A+Overall grade311 students6 students per teacher
#6 Best Boarding Schools in Connecticut
Marianapolis Prep School
Independent Catholic school · Grades 9–12
98% of graduates go to four-year colleges
Thompson, CT
A+Overall grade259 students11 students per teacher
#7 Best Boarding Schools in Connecticut
Suffield Academy
Independent school · Grades 9–12
100% of graduates go to four-year colleges
Suffield, CT
A+Overall grade413 students6 students per teacher
#8 Best Boarding Schools in Connecticut
Choate Rosemary Hall
Independent school · Grades 9–12
The only independent school in Wallingford
Wallingford, CT
AOverall grade842 students7 students per teacher
#9 Best Boarding Schools in Connecticut
Pomfret School
Independent school · Grades 9–12
90% of graduates go to four-year colleges
Pomfret, CT
AOverall grade350 students7 students per teacher
#10 Best Boarding Schools in Connecticut
Miss Porter's School
Independent school · Grades 9–12
98% of graduates go to four-year colleges
Farmington, CT
B+Overall gradeAll girls336 students7 students per teacher
#11 Best Boarding Schools in Connecticut
The Ethel Walker School
Independent school · Grades 6–12
The only all-girls school in Simsbury
Simsbury, CT
B+Overall gradeAll girls227 students8 students per teacher
#12 Best Boarding Schools in Connecticut
The Loomis Chaffee School
Independent school · Grades 9–12
The only independent school in Windsor
Windsor, CT
BOverall grade735 students8 students per teacher
#13 Best Boarding Schools in Connecticut
The Frederick Gunn School
Independent school · Grades 9–12
98% of graduates go to four-year colleges
Washington, CT
BOverall grade323 students7 students per teacher
#14 Best Boarding Schools in Connecticut
Westminster School
Independent school · Grades 9–12
98% of graduates go to four-year colleges
Simsbury, CT
BOverall grade414 students7 students per teacher
Grades compare each school's official facts, such as class size, how long it has served families and where graduates go, with similar schools. They're a starting point: visit, ask questions and trust what you see.