Chesterfield
What’s happening
Weather
Forecast →Upcoming events
Put the next local happening — a market, a meeting, a concert — on the map.
Local news
Headlines via Google News · Articles belong to their publishers.
The Chesterfield album
Outdoors in Chesterfield
Parks & trails →Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
About Chesterfield
Town in Massachusetts, United StatesChesterfield is a rural hill town in Hampshire County, Massachusetts, United States, 26 miles (42 km) east of Pittsfield, 75 miles (120 km) west of Worcester, and 90 miles (140 km) west of Boston. The population was 1,186 at the 2020 census. It is part of the Springfield, Massachusetts Metropolitan Statistical Area.
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
Town numbers
Housing in Chesterfield
The typical Chesterfield home is worth about $407,000, up 0.6% in a year, 38% below the Massachusetts typical home.
Only 1 sale in February 2026, too few for a market read. The typical value is the steadier guide.
Safety in Chesterfield
Not graded
A grade needs all of the FBI's latest years (2023–2025). Chesterfield's police department reported only 2024 and 2025, so we don't grade it yet. The figures below are still real.
Schools in Chesterfield
All Chesterfield schools →School Grade B-
The public schools Chesterfield’s kids attend, from kindergarten through graduation, outperform 52% of Massachusetts’s districts on state tests and graduation. Among towns with similar incomes, they sit near the middle.
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 Chesterfield is
Explore map →Imported town boundary