#1 Best Independent Schools in Western Connecticut County, CT
Pierrepont School
Independent school · Grades K–12
The only independent school in Westport
Westport, CT
A+Overall grade114 students3 students per teacher
2026 lists
Best Independent Schools in Western Connecticut County, CT
The highest-graded schools of this kind in Western Connecticut County, CT. Top 8 of 8 schools.
#2 Best Independent Schools in Western Connecticut County, CT
Waterside School
Independent school · Grades Pre-K–5
The largest independent school in Stamford
Stamford, CT
A+Overall grade162 students4 students per teacher
#3 Best Independent Schools in Western Connecticut County, CT
The Mead School
Independent school · Grades Pre-K–8
Smaller classes than 67% of independent schools in Connecticut
Stamford, CT
A+Overall grade80 students4 students per teacher
#4 Best Independent Schools in Western Connecticut County, CT
Greenwich Academy
Independent school · Grades Pre-K–12
One of the 3 largest independent schools in Connecticut
Greenwich, CT
A+Overall gradeAll girls802 students7 students per teacher
#5 Best Independent Schools in Western Connecticut County, CT
The Greenwich Japanese School
Independent school · Grades 1–9
Smaller classes than 61% of independent schools in Connecticut
Riverside, CT
B+Overall grade112 students6 students per teacher
#6 Best Independent Schools in Western Connecticut County, CT
Housatonic Valley Waldorf School
Independent school · Grades Pre-K–7
Small classes: about 7 students per teacher
Newtown, CT
BOverall grade95 students7 students per teacher
#7 Best Independent Schools in Western Connecticut County, CT
The Greenwich Country Day School
Independent school · Grades Pre-K–12
The largest of 47 independent schools in Connecticut
Greenwich, CT
BOverall grade1,315 students8 students per teacher
#8 Best Independent Schools in Western Connecticut County, CT
New Canaan Country School
Independent school · Grades Pre-K–9
An independent school in New Canaan
New Canaan, CT
B-Overall grade493 students8 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.