Compare towns

Windsor vs Bennington vs Brattleboro

Cost, people, housing, commute and schools, side by side, each benchmarked against Vermont.

What stands out worked out from the figures below

Windsor has the most affordable homes ($208k median).
Bennington has the shortest commute (17 min average).
Brattleboro has grown the fastest since 2010 (+1.1%).

What matters to you?

Pick a few. We’ll pull those rows to the top and mark which town comes out ahead on each. There’s no overall score: what matters is up to you.

MeasureWindsorBenningtonBrattleboro
People
Population
3,554Lowest
15,249Highest
12,122
Growth since 20102010 → 2020 census
+0.2%
VT: +2.8%
-2.7%Lowest
VT: +2.8%
+1.1%Highest
VT: +2.8%
Median age
44.8±6.5
4% above VT
44.7±2.3Lowest
4% above VT
45.6±4.5Highest
6% above VT
Brattleboro and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.5%±5.2Highest
VT: 17.9%
17.7%±2.3Lowest
VT: 17.9%
19%±2.8
VT: 17.9%
Windsor and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
29.7%±6.9Highest
VT: 21.4%
25.2%±2.8Lowest
VT: 21.4%
25.5%±3.2
VT: 21.4%
Windsor and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
39.7%
VT: 43.8%
36.9%Lowest
VT: 43.8%
46.5%Highest
VT: 43.8%
Enrolled in collegeshare of residents
0.7%±0.8Lowest
VT: 7%
5.8%±1.6Highest
VT: 7%
4.1%±1.6
VT: 7%
Bennington and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$52,484±$11kLowest
35% below VT
$59,446±$7kHighest
27% below VT
$58,241±$8k
28% below VT
Bennington and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$207,500±$31kLowest
34% below VT
$213,300±$15k
33% below VT
$257,300±$18kHighest
19% below VT
Rentmedian gross, monthly
$1,026±$89Lowest
17% below VT
$1,133±$63Highest
8% below VT
$1,074±$58
13% below VT
Bennington and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,209
3% above VT
$4,513Lowest
10% below VT
$5,700Highest
13% above VT
Renters paying 30%+of income on rent
31.5%±17Lowest
VT: 48.4%
68.8%±14.1Highest
VT: 48.4%
46.9%±9.6
VT: 48.4%
Bennington and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
7.8%Lowest
VT: 10.1%
13.2%
VT: 10.1%
17.8%Highest
VT: 10.1%
Housing
Homeownersof occupied homes
57.8%Lowest
VT: 73.2%
58.4%
VT: 73.2%
58.5%Highest
VT: 73.2%
Typical home builtmedian year
1945Lowest
31 yrs older than VT
1961Highest
15 yrs older than VT
1955
21 yrs older than VT
Getting to work
Average commuteone way
23 minHighest
3% below VT
17 minLowest
27% below VT
19 min
19% below VT
Work from home
10.3%±5Lowest
VT: 16.9%
15.1%±4.4
VT: 16.9%
17.9%±4Highest
VT: 16.9%
Brattleboro and Bennington are within the Census margin of error here, so we can’t say which is really higher.
Schools
Public school scoresrank in state, math + reading #61 of 70 in VT #58 of 70 in VT #33 of 70 in VT
School district — Southwest Tech · Southwest Vermont Union Elementary School District #87 Windham Southeast Unified Union School District #96
High school in town — Mt. Anthony Senior Union High School Brattleboro Union High School
Students per teacherat that high school —
14.7Highest
9.0Lowest
On TownTapestry
Old photos in Our Story None yet None yet None yet

VT average · Sources: U.S. Census Bureau, American Community Survey 5-year estimates 2020–2024; 2010 & 2020 decennial census; NCES Common Core of Data. “±” is the Census margin of error. Property tax is top-coded by the Census at $10,000+. School rank compares math and reading proficiency against the state average.