ChooseAPrivateSchool.com Español

The Winsor School

Independent school · Grades 5–12

Boston, MA

103 Pilgrim Rd, Boston, MA 02215

Overall grade: A+

ChooseAPrivateSchool.com grade, from official facts compared with similar schools.

  • B+Class size
  • ACollege-going
  • A-Years serving families
  • ADiversity

What stands out

  • The only all-girls school in Boston
  • 97% of graduates go to four-year colleges
  • Small classes: about 6 students per teacher
  • Serving families in Boston since at least 2011

In Boston, Massachusetts, The Winsor School is an independent private school for students from 5th grade through 12th grade. About 475 students attend, with roughly 6 students per teacher. Its enrollment has held steady since 2011–12. The school is an all-girls school. The school reports that about 97% of its graduates go on to four-year colleges. The school day runs about 6.5 hours, 162 days a year.

At a glance

Grades
Grades 5–12
Students
475
Teachers
77.4 (full-time equivalent)
Students per teacher
6.1
Boys and girls
All girls
Religious affiliation
None (nonsectarian)
School day
About 6.5 hours
School year
162 days
Graduates going to 4-year colleges
About 97% (the school's estimate for the class before the survey)
Library
Yes

Reviews

Be the first to share what you love about The Winsor School.

    How it compares

    • Larger than 79% of independent schools in Massachusetts.
    • Compared with 39 independent schools in Massachusetts.

    Students by survey year

    434’11–12437’13–14450’15–16466’17–18471’19–20478’21–22475’23–24

    Total students reported in official records since 2011–12.

    Students by grade

    532
    660
    759
    860
    969
    1065
    1164
    1266

    Student body

    White52%
    Asian24%
    Two or more races15%
    Black5%
    Hispanic or Latino4%
    American Indian or Alaska Native0%

    Member of

    • National Association of Independent Schools

    Questions to ask on a tour

    • What is tuition, and what does it include (books, fees, uniforms, trips)?
    • Do you offer financial aid, sibling discounts or payment plans?
    • Do you accept ESA, voucher or tax-credit scholarship funds?
    • How big are classes in my child's grade?
    • What support is there for students who need extra help or more challenge?
    • Is the school accredited, and by whom?
    • What do a typical day and a typical week look like?
    • How does the school communicate with families?

    More questions to ask →

    Questions about The Winsor School

    What grades does The Winsor School serve?

    The Winsor School serves grades 5–12.

    How many students attend The Winsor School?

    About 475 students, with 6 students per teacher, according to official records.

    How much is tuition at The Winsor School?

    Call the school to ask about tuition, financial aid and payment plans.

    Official record · Updated October 2026 · Official search · Something wrong? Tell us

    Other private schools nearby

    Ivy Street School

    Special education school · Grades 8–12

    Small classes: about 4 students per teacher

    Brookline, MA0.5 mi

    B+Overall grade27 students4 students per teacher

    Manville School

    Special education school · Grades 1–10

    Smaller classes than 90% of special education schools in Massachusetts

    Roxbury Crossing, MA0.7 mi

    A+Overall grade93 students3 students per teacher

    Boston University Academy

    Independent school · Grades 9–12

    100% of graduates go to four-year colleges

    Boston, MA0.7 mi

    A+Overall grade233 students7 students per teacher

    Paige Academy

    Independent school · Grades Pre-K–6

    Smaller classes than 98% of independent schools in Massachusetts

    Roxbury, MA1.1 mi

    AOverall grade18 students1 students per teacher

    Bay Cove Academy

    Special education school · Grades 7–12

    Small classes: about 4 students per teacher

    Brookline, MA1.2 mi

    A-Overall grade20 students4 students per teacher