#1 Largest Private Schools in Berkshire County, MA
Berkshire School
Independent school · Grades 9–12
430 students
Sheffield, MA
A+Overall grade430 students7 students per teacher
2026 lists
Largest Private Schools in Berkshire County, MA
The private schools in Berkshire County, MA with the most students. Top 14 of 14 schools.
#2 Largest Private Schools in Berkshire County, MA
Miss Hall's School
Independent school · Grades 9–12
190 students
Pittsfield, MA
A+Overall gradeAll girls190 students3 students per teacher
#3 Largest Private Schools in Berkshire County, MA
Berkshire Waldorf School
Alternative school · Grades Pre-K–8
166 students
Great Barrington, MA
BOverall grade166 students8 students per teacher
#4 Largest Private Schools in Berkshire County, MA
Hillcrest Educational Foundation
Special education school · Grades 2–12
160 students
Lenox, MA
B-Overall grade160 students5 students per teacher
#5 Largest Private Schools in Berkshire County, MA
St. Agnes Academy
Parish school · Grades Pre-K–8
106 students
Dalton, MA
A+Overall grade106 students7 students per teacher
#6 Largest Private Schools in Berkshire County, MA
St. Stanislaus Kostka School
Diocesan school · Grades Pre-K–8
96 students
Adams, MA
B+Overall grade96 students11 students per teacher
#7 Largest Private Schools in Berkshire County, MA
St. Mary's School
Parish school · Grades Pre-K–8
90 students
Lee, MA
AOverall grade90 students9 students per teacher
#8 Largest Private Schools in Berkshire County, MA
Pine Cobble School
Independent school · Grades Pre-K–8
85 students
Williamstown, MA
A+Overall grade85 students4 students per teacher
#9 Largest Private Schools in Berkshire County, MA
Berkshire Country Day School
Independent school · Grades Pre-K–8
72 students
Stockbridge, MA
B+Overall grade72 students7 students per teacher
#10 Largest Private Schools in Berkshire County, MA
The Montessori School of the Berkshires
Montessori school · Grades Pre-K–8
69 students
Lenox Dale, MA
B+Overall grade69 students6 students per teacher
#11 Largest Private Schools in Berkshire County, MA
Buxton School
Independent school · Grades 9–12
48 students
Williamstown, MA
A+Overall grade48 students2 students per teacher
#12 Largest Private Schools in Berkshire County, MA
Bard Academy at Simons Rock
Independent school · Grades 9–10
47 students
Great Barrington, MA
AOverall grade47 students4 students per teacher
#13 Largest Private Schools in Berkshire County, MA
Berkshire Waldorf High School
Independent school · Grades 9–12
40 students
Stockbridge, MA
B+Overall grade40 students7 students per teacher
#14 Largest Private Schools in Berkshire County, MA
Berkshire Meadows
Special education school · Grades 2–12
21 students
Housatonic, MA
B+Overall grade21 students7 students per teacher
From official public records, updated October 2026.