Cheshire
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Outdoors in Cheshire
Parks & trails →Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
About Cheshire
Town in Massachusetts, United StatesCheshire is a town in Berkshire County, Massachusetts, United States. It is part of the Pittsfield, Massachusetts Metropolitan Statistical Area. The population was 3,258 at the 2020 census. It contains the census-designated place of the same name.
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
How Cheshire ranks
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Housing in Cheshire
The typical Cheshire home is worth about $363,000, up 2.4% in a year, 45% below the Massachusetts typical home.
Only 2 sales in March 2026, too few for a market read. The typical value is the steadier guide.
Safety in Cheshire
Safety Grade A+
Cheshire reports less crime per resident than 96% of the U.S. towns and cities we grade.
Schools in Cheshire
All Cheshire schools →School Grade D
The public schools Cheshire’s kids attend, from kindergarten through graduation, trail 86% of Massachusetts’s districts on state tests and graduation. Among towns with similar incomes, they rank near the bottom.
School data from the U.S. Department of Education (NCES, EDFacts). The School Grade is our own summary of state test results and graduation rates, graded within MA. Ratings are from neighbors.
Where Cheshire is
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