Compare towns

Brattleboro vs Bennington vs Windsor

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

What stands out worked out from the figures below

Brattleboro has the most renters (49.3% rent).
Bennington has the most people working from home (15.1%).
Windsor has grown the fastest since 2010 (+0.2%).

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.

MeasureBrattleboroBenningtonWindsor
People
Population
7,657
15,249Highest
3,554Lowest
Growth since 20102010 → 2020 census
-0.8%
VT: +2.8%
-2.7%Lowest
VT: +2.8%
+0.2%Highest
VT: +2.8%
Median age
44.3±5.9Lowest
about the VT average
44.7±2.3
4% above VT
44.8±6.5Highest
4% above VT
Windsor and Bennington are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
20%±4.1Highest
VT: 17.9%
17.7%±2.3Lowest
VT: 17.9%
19.5%±5.2
VT: 17.9%
Brattleboro and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
24.8%±4.2Lowest
VT: 21.4%
25.2%±2.8
VT: 21.4%
29.7%±6.9Highest
VT: 21.4%
Windsor and Bennington are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
47.2%Highest
VT: 43.8%
36.9%Lowest
VT: 43.8%
39.7%
VT: 43.8%
Enrolled in collegeshare of residents
4.3%±2.4
VT: 7%
5.8%±1.6Highest
VT: 7%
0.7%±0.8Lowest
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
$52,734±$12k
35% below VT
$59,446±$7kHighest
27% below VT
$52,484±$11kLowest
35% 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
$234,600±$20kHighest
26% below VT
$213,300±$15k
33% below VT
$207,500±$31kLowest
34% below VT
Brattleboro and Bennington are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,113±$67
10% below VT
$1,133±$63Highest
8% below VT
$1,026±$89Lowest
17% 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
$5,490Highest
9% above VT
$4,513Lowest
10% below VT
$5,209
3% above VT
Renters paying 30%+of income on rent
46.1%±9.5
VT: 48.4%
68.8%±14.1Highest
VT: 48.4%
31.5%±17Lowest
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
21.3%Highest
VT: 10.1%
13.2%
VT: 10.1%
7.8%Lowest
VT: 10.1%
Housing
Homeownersof occupied homes
50.7%Lowest
VT: 73.2%
58.4%Highest
VT: 73.2%
57.8%
VT: 73.2%
Typical home builtmedian year
1938Lowest
38 yrs older than VT
1961Highest
15 yrs older than VT
1945
31 yrs older than VT
Getting to work
Average commuteone way
15 minLowest
35% below VT
17 min
27% below VT
23 minHighest
3% below VT
Work from home
11.8%±5.1
VT: 16.9%
15.1%±4.4Highest
VT: 16.9%
10.3%±5Lowest
VT: 16.9%
Bennington and Brattleboro 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 #33 of 70 in VT #58 of 70 in VT #61 of 70 in VT
School district — Southwest Tech · Southwest Vermont Union Elementary School District #87 —
High school in town — Mt. Anthony Senior Union High School —
Students per teacherat that high school —
14.7
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On TownTapestry
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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.