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Chesterfield Quick Facts:
County: Hampshire
Town Area: 31.01 square miles
Public Roads: 53.33 miles
Population: 1,121
Tax Rate: FY 98 $19.88

The Town of Chesterfield is a rural recreational hill town between Northampton and Pittsfield. The town was laid out in 1739 and sites were granted to King Philip's and King William's war veterans in 1740, but initial settlement of the town did not take place until around 1755. The town center was established after the Revolution with well preserved Federal Period houses along Main Road and landmarks of civic buildings in a later Greek Revival style.

In its early days, the town supported a largely agricultural economy, with wool from Merino sheep as a major product. However, there were sawmills and tanneries in operation as well as cloth dressing mills, and in the early 19th century these superseded farming and brought in a small immigrant population that was mostly Irish. Progress wiped out most of the industry in Chesterfield and by the turn of the century a re-emerging agricultural economy developed alongside the growing trade from summer residents.

West central Massachusetts, bordered by Worthington on the west, Huntington and Westhampton on the south and southeast, Williamsburg on the east, Goshen on the northeast, and Cummington on the north. Chesterfield is 28 miles east of Pittsfield and 108 miles west of Boston.

Chesterfield Gorge
Chesterfield State Forest
Chester State Wildlife Management Area
Fisk Meadow State Wildlife Management Area

Chesterfield General Store & Pizza
432 Main Road (Rt. 143)
Homemade Muffins and Pastries, Full Liquor and Wine, Movie Rentals, Meats and Deli, Newspapers, Lottery, and Pizza.

Hilltown CDC
423A Main Road (Rt. 143)
The Hilltown CDC was founded by community residents within ten rural towns of Western Massachusetts to act as an advocate for the fair allocation of resources for the region.

Roberts Family Farm
220 South Street
Grab a friend, pack a lunch, and come on over to Roberts Family Farm! We have 8 acres of luscious blueberries just begging to be picked! Open daily from 9 a.m. to 4 p.m. (weather providing).

The Basket Shop
513 Main Street
In a shady grove on Route 143 in Chesterfield, Massachusetts, the old Basket Shop is in the hands of a devoted craftsman, to the delight of old customers and new.

Allenby Tree Movers & Tree Farms
92 North Road PO Box 283
1.866.Allenby (office)
Tree moving of mature trees and shrubs, arborist consulting services and wetland restoration projects.