#1 Best Private Middle Schools in Windham County, VT
St. Michael Catholic School
Parish school · Grades Pre-K–12
The only Catholic school in Brattleboro
Brattleboro, VT
AOverall grade129 students8 students per teacher
2026 lists
Best Private Middle Schools in Windham County, VT
Private schools in Windham County, VT with middle-school grades and the highest overall grades. Top 6 of 6 schools.
#2 Best Private Middle Schools in Windham County, VT
Kurn Hattin Homes
Independent school · Grades 2–8
One of the most diverse private schools in Vermont
Westminster, VT
AOverall grade61 students5 students per teacher
#3 Best Private Middle Schools in Windham County, VT
Hilltop Montessori School
Montessori school · Grades Pre-K–8
The only Montessori school in Brattleboro
Brattleboro, VT
A-Overall grade67 students7 students per teacher
#4 Best Private Middle Schools in Windham County, VT
Compass School
Alternative school · Grades 7–12
Among the top 10 in Vermont for graduates going to four-year colleges
Westminster, VT
B+Overall grade62 students5 students per teacher
#5 Best Private Middle Schools in Windham County, VT
Stratton Mountain School
Independent school · Grades 6–12
Among the top 10 in Vermont for graduates going to four-year colleges
Stratton Mountain, VT
B+Overall grade147 students8 students per teacher
#6 Best Private Middle Schools in Windham County, VT
The Grammar School
Alternative school · Grades Pre-K–8
Small classes: about 8 students per teacher
Putney, VT
BOverall grade96 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.