259 years in pictures
The archive holds 6 old photos and papers going back to 1894.
1 place on the National Register of Historic Places.
- 1767Windsor is settled
Each edition grades its towns against each other only.

No town among the 284 in Massachusetts we compare has a lower share of working residents who work in town than Windsor. 49% of the land in Windsor is conserved, above both Massachusetts’ towns (19%) and U.S. towns (4.3%). The biggest place to walk is Notchview, 3,046 acres with 16.5 miles of trail. Windsor has fewer than 1,000 residents, too few for fair grades; the figures below are still real.
Where Windsor beats most towns.
The archive holds 6 old photos and papers going back to 1894.
1 place on the National Register of Historic Places.
Museums, parks, gardens and other places to visit around Windsor. Close and well known come first.
10 mi MountainMount Greylock
37 mi National Historic SiteSpringfield Armory National Historic Site14K visitors a year
18 mi TheatreTanglewood
15 mi MuseumClark Art Institute
40 mi LakeQuabbin Reservoir
22 mi MuseumNorman Rockwell MuseumMount Greylock: Jstergis, CC BY 3.0 · Springfield Armory National Historic Site: National Park Service, Public domain · Tanglewood: Daderot., CC BY-SA 3.0 · Clark Art Institute: Daderot, Public domain · Quabbin Reservoir: engineerchange, CC BY 2.0 · Norman Rockwell Museum: User:Rmrfstar, CC BY 2.5
Who provides power, water and the rest in Windsor, and how to reach them.
EPA SDWIS (Oct 9, 2026) · HIFLD + EIA-861 2025 · Census 2020 ZCTAs · NCES 2024–25 · registration: vote.gov, updated Nov 18, 2024.
Ordered by what stands out in Windsor.
31 miles of trail in 9 parks and preserves. Windsor’s trail density is 0.9 miles per square mile, below the Massachusetts town median (1.8) but above the median of U.S. towns (0.4).
| Biggest places to walk | Trails | Acres |
|---|---|---|
| 1. Notchview | 16.5 mi | 3,046 |
| 2. Peru Wildlife Management Area | 1.8 mi | 958 |
| 3. Windsor Brook Wildlife Conservation Easement | 1.6 mi | 1,326 |
Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
96% of households own their home in Windsor. The typical Windsor home is worth about $361,000, up 1.6% in a year, 45% below the Massachusetts typical home.
Census ACS, 2020–24 · Zillow Home Value Index · Redfin Data Center
Most working residents leave Windsor for work: only 1% work in town. Windsor’s average trip to work is 37 minutes. Since 2013, Windsor has added 45 jobs, to 68 in 2023.
| Windsor | Massachusetts towns | U.S. towns | |
|---|---|---|---|
| Average trip to work | 37 minutes | 30 minutes | 25 minutes |
| Work from home | 21% | 18% | 11% |
| Below the poverty line | 3.8% | 6% | 9.6% |
| Median household income | $116,000 | $120,000 | $80,000 |
Census LEHD 2023 · ACS
Adults 35 to 64 are 49% of residents (39% statewide); adults 18 to 34 are 16% of residents (24% statewide). 42% of Windsor adults 25 and older hold a bachelor’s degree or more.
| Windsor | Massachusetts towns | U.S. towns | |
|---|---|---|---|
| Under 18 | 16% | 20% | 22% |
| Bachelor’s degree or more, 25+ | 42% | 47% | 29% |
| Median age | 44.8 years | 43.4 years | 40.5 years |
Somewhere between 34% and 60% women
The Census survey reached too few of Windsor’s residents to say more: its margin here is ±12.9 points. Across Massachusetts, 51.1% of residents are women.
| Windsor | MA | U.S. | |
|---|---|---|---|
| Under 10 | 10% | 10.2% | 11.6% |
| 10 to 17 | 5.7% | 9.2% | 10.3% |
| 18 to 24 | 9.1% | 9.8% | 9.1% |
| 25 to 34 | 7.2% | 14% | 13.7% |
| 35 to 44 | 18.5% | 13% | 13.2% |
| 45 to 54 | 12.2% | 12.3% | 12.2% |
| 55 to 64 | 18.6% | 13.6% | 12.7% |
| 65 to 74 | 12.8% | 10.5% | 10.2% |
| 75 and older | 5.8% | 7.4% | 7% |
| No diploma | 3% | 8.6% | 10.4% |
| High school | 20.6% | 22.6% | 26% |
| Some college | 18.8% | 14.1% | 19.1% |
| Associate’s | 16.1% | 7.5% | 8.8% |
| Bachelor’s | 26.4% | 25.5% | 21.6% |
| Graduate | 15.1% | 21.8% | 14.1% |
U.S. Census Bureau · ACS 2020-2024 5-year estimates · in a town of 800, single groups can be off by several points
Expected storm and flood damage is lower than in 69% of U.S. communities.
FEMA National Risk Index · OpenFEMA
The July high in Windsor is 77°F. Windsor has cold, snowy winters and pleasant summers, with plenty of rain.
NOAA U.S. Climate Normals, 1991–2020
Windsor beats the Massachusetts average on 10 of 32 CDC measures and trails it on 3.
| Windsor | Massachusetts towns | U.S. towns | |
|---|---|---|---|
| Obesity (CDC PLACES) | 30% | 28% | 35% |
| Yearly checkup (CDC PLACES) | 82% | 82% | 79% |
| Feel lonely (CDC PLACES) | 31% | 33% | 33% |
| No health insurance, 18–64 (CDC PLACES) | 3.6% | 3.7% | 8.1% |
| What stands out | Windsor | MA |
|---|---|---|
| Fewer older adults who have lost all their teeth | 7.1% | 11.9% |
| Fewer adults facing food insecurity | 8.5% | 12.4% |
| More adults who have had cancer | 11.1% | 8.5% |
CDC PLACES 2025 · modeled estimates for adults · CMS · HRSA
2 within 15 miles of the center of Windsor
About 3 of every 100 Windsor residents are enrolled in college, against 8 across Massachusetts.
In a town this size, neighbors are the best guide. Ask them anything.
Town in Massachusetts, United States
Windsor is a town in Berkshire County, Massachusetts, United States. It is part of the Metropolitan Statistical Area of Pittsfield, Massachusetts. The population was 831 at the 2020 census.
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
Short answers, built from the data on this page.
Windsor has fewer than 1,000 residents, too few for fair grades; the figures below are still real.
2 notable people were born here, including Daniel Sabin Butrick and Noah K. Green.