Vermont Academy Photo

Best Windham County Private High Schools (2025-26)

For the 2025-26 school year, there are 11 private high schools serving 1,980 students in Windham County, VT.
The top ranked private high schools in Windham County, VT include Vermont Academy, The Putney School, and St. Michael Catholic School.
The average acceptance rate is 50%, which is lower than the Vermont private high school average acceptance rate of 69%.
10% of private high schools in Windham County, VT are religiously affiliated (most commonly Catholic).

Top Ranked Windham County Private High Schools (2025-26)

School
Location
Quick Facts
Oak Meadow School
Oak Meadow School Photo - Oak Meadow students are able to learn while they explore the globe.
8 Bellows Falls Road
Putney, VT 05346
(802) 251-7250
Gr: K-12 | 622 students Extracurrculars: 4 Tuition listed
Compass School
Compass School Photo - Mountain Day is an annual event -- all grades hike to the top of a local mountain with the staff and faculty, and families are welcome, too.
(4)
7892 US Route 5
Westminster Station, VT 05159
(802) 463-2525
Gr: 7-12 | 67 students Avg. class size: 12 students Tuition listed
The Greenwood School
The Greenwood School Photo - Greenwood students don't build their futures on remediated weaknesses, but they do build lives and careers on their strengths and talents. Therefore, Greenwood boys have many opportunities to discover, develop and showcase their creative abilities. For instance, Greenwood offers metal works such as welding and blacksmithing, woodshop classes, and an advanced rock band.
All-boys | Special Education School
14 Greenwood Lane
Putney, VT 05346
(802) 387-4545
Gr: 6-12 | 40 students Avg. class size: 4 students Sports: 16 | Extracurrculars: 22 Tuition & acceptance rate listed
Liberty High School
20 Technology Dr #5
Brattleboro, VT 05301
(802) 246-1400
Gr: 9-12 | 440 students
The Putney School
The Putney School Photo - Putney is a co-educational boarding and day school for grades 9-12 founded in 1935 by Carmelita Hinton. We are a progressive school, in that we value the idea that education is something to be actively pursued rather than passively received. Our commitment to Ms. Hinton's fundamental beliefs have put Putney at the leading edge of education in America.
Alternative School
(1)
418 Houghton Brook Rd
Putney, VT 05346
(802) 387-6200
Gr: 9-12 | 225 students Avg. class size: 12 students Sports: 8 | Extracurrculars: 8 Tuition & acceptance rate listed
St. Michael Catholic School
St. Michael Catholic School Photo
(Catholic)
(11)
48 Walnut St
Brattleboro, VT 05301
(802) 254-6320
Gr: PK-12 | 142 students Avg. class size: 13 students Sports: 4 | Extracurrculars: 6 Tuition & acceptance rate listed
Stratton Mountain School
Stratton Mountain School Photo - www.gosms.org
Special Program Emphasis
(1)
World Cup Circle
South Londonderry, VT 05155
(802) 856-1117
Gr: 7-12 | 130 students Avg. class size: 12 students Sports: 12 | Extracurrculars: 3 Tuition & acceptance rate listed
Vermont Academy
Vermont Academy Photo
(3)
10 Long Walk
Saxtons River, VT 05154
(802) 869-6229
Gr: 9-12 | 237 students Avg. class size: 13 students Sports: 18 | Extracurrculars: 19 Tuition listed
Community Schoolhouse
Special Education School
10 Oak Street
Brattleboro, VT 05301
(802) 251-7260
Gr: K-12 | 22 students Tuition listed
Kindle Farm School
Kindle Farm School Photo - A beautiful day at the school
All-boys | Special Education School
708 Vt Route 30
Newfane, VT 05345
(802) 365-7909
Gr: 4-12 | 37 students Avg. class size: 6 students
Mount Snow Academy
Alternative School
248 Vermont 100
West Dover, VT 05356
(802) 464-7669
Gr: 6-12 | 40 students Sports: 3 Tuition listed
[+] Show Closed Private Schools in Windham County, Vermont

Windham County Private Schools (Closed)

School
Location
Quick Facts
60 Austine Dr
Brattleboro, VT 05301
(802) 258-9500
Gr: 2-12 | 30 students
Po Box 2224
Brattleboro, VT 05303
(802) 257-4147
Gr: K-12 | 63 students
130 Austine Dr #8
Brattleboro, VT 05301
(802) 251-7301
Gr: 4-10 | 17 students

Frequently Asked Questions

What are the top ranked private high schools in Windham County, VT?
The top ranked private high schools in Windham County, VT include Vermont Academy, The Putney School, and St. Michael Catholic School.
How many private high schools are located in Windham County?
11 private high schools are located in Windham County.
How diverse are private high schools in Windham County?
Windham County private high schools are approximately 32% minority students, which is higher than the Vermont private school average of 13%.
What percentage of private high schools are religiously affiliated in Windham County?
10% of private high schools in Windham County are religiously affiliated (most commonly Catholic).
Which private high schools in Windham County are often viewed compared to one another?

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