Compare towns

Dalton vs Upton vs Pittsfield vs Windsor

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

What stands out worked out from the figures below

Dalton has the oldest population (median age 49.7).
Upton has grown the fastest since 2010 (+6.1%).
Pittsfield has the shortest commute (19 min average).
Windsor has the most homeowners (96.2%).

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.

MeasureDaltonUptonPittsfieldWindsor
People
Population
6,256
8,189
43,457Highest
1,065Lowest
Growth since 20102010 → 2020 census
-6.3%
MA: +7.4%
+6.1%Highest
MA: +7.4%
-1.8%
MA: +7.4%
-7.6%Lowest
MA: +7.4%
Median age
49.7±5.8Highest
24% above MA
46.4±4.8
16% above MA
42.4±2Lowest
6% above MA
44.8±6.4
12% above MA
Dalton and Upton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
20.6%±4.7
MA: 19.4%
23.2%±4.5Highest
MA: 19.4%
17.6%±1.4
MA: 19.4%
15.8%±5.1Lowest
MA: 19.4%
Upton and Dalton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
27.9%±5.7Highest
MA: 17.9%
20.7%±4.9
MA: 17.9%
19.4%±1.5
MA: 17.9%
18.6%±4.9Lowest
MA: 17.9%
Dalton and Upton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
44.3%
MA: 47.3%
53.5%Highest
MA: 47.3%
34.2%Lowest
MA: 47.3%
41.5%
MA: 47.3%
Enrolled in collegeshare of residents
2.3%±1.6Lowest
MA: 7.9%
2.4%±1.3
MA: 7.9%
6.2%±1.1Highest
MA: 7.9%
2.7%±1.7
MA: 7.9%
Cost of living
Household incomemedian
$79,438±$8k
24% below MA
$155,508±$33kHighest
50% above MA
$70,582±$5kLowest
32% below MA
$115,563±$10k
11% above MA
Upton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$295,700±$26k
47% below MA
$576,700±$41kHighest
about the MA average
$256,900±$8kLowest
54% below MA
$389,700±$32k
31% below MA
Rentmedian gross, monthly
$872±$70Lowest
51% below MA
$948±$599
46% below MA
$1,134±$61Highest
36% below MA
—
Pittsfield and Upton are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,276
29% below MA
$8,376Highest
40% above MA
$4,148
31% below MA
$3,867Lowest
35% below MA
Renters paying 30%+of income on rent
41.2%±19
MA: 51.8%
52.8%±31Highest
MA: 51.8%
52.8%±5.7Highest
MA: 51.8%
0%±100Lowest
MA: 51.8%
Below poverty line
7.4%
MA: 10%
3.2%Lowest
MA: 10%
14.9%Highest
MA: 10%
3.8%
MA: 10%
Housing
Homeownersof occupied homes
70.7%
MA: 62.5%
86.7%
MA: 62.5%
62.8%Lowest
MA: 62.5%
96.2%Highest
MA: 62.5%
Typical home builtmedian year
1957
7 yrs older than MA
1981Highest
17 yrs newer than MA
1950Lowest
14 yrs older than MA
1970
6 yrs newer than MA
Getting to work
Average commuteone way
22 min
24% below MA
35 min
22% above MA
19 minLowest
36% below MA
37 minHighest
27% above MA
Work from home
12.5%±7.1
MA: 18.6%
22.8%±5.3Highest
MA: 18.6%
10.2%±2.2Lowest
MA: 18.6%
21.2%±5.8
MA: 18.6%
Upton and Windsor 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 #192 of 282 in MA #46 of 282 in MA #251 of 282 in MA —
School district Central Berkshire Blackstone Valley Regional Vocational Technical · Mendon-Upton Pittsfield —
High school in town Wahconah Regional High Blackstone Valley Taconic High —
Students per teacherat that high school
10.9
11.2Highest
9.3Lowest
—
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MA 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.