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Our Town

Cheshire, Massachusetts

Cheshire is one of several smaller Berkshire County communities in Western Massachusetts that is seeing its population grow! Come and visit and you will see why! Walk the Ashuwillticook Rail Trail; take a boat out on our beautiful lake and hike the Appalachian Trail which crosses through the center of our town! These and so much more are what makes the town of Cheshire so special!

FY 2019 Cheshire Budget [PDF] ATM Warrant FY 2019 [PDF]

The Ashuwillticook Rail Trail

The Ashuwillticook Rail Trail is a former railroad corridor converted into a 10-foot (3.0 m) wide paved universally accessible scenic rail trail path. The Ashuwillticook (ash-oo-will-ti-cook) Rail Trail runs parallel to Route 8 through the towns of Cheshire, Lanesborough and Adams, Massachusetts and has become a popular resource for biking, walking, rollerblading, and jogging. The trail is managed by the Massachusetts Department of Conservation and Recreation (DCR). .... more

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