Cheshire residents have the good fortune to live in a town that is home to 2,000 acres of open space, much of which is accessible to the public. The Town maintains 10 properties where hiking is allowed. Trail maps of these properties are available at the library, on both the main and lower levels – as well as online at the Cheshire Planning Department web page . The non-profit Cheshire Land Trust also maintains properties in town with hiking trails.
Additionally, the Connecticut Department of Energy and Environmental Protection (DEEP) website features trail maps to state parks and forests, while on the national level, the National Park Service website offers hiking opportunities throughout the country.
Trail maps are available at the library for the following properties: Boulder Knoll, Casertano, Cheshire Park, DeDominicis, Dime Savings, Farmington Canal, Mixville Hills, Quinnipiac Park River Walk, Roaring Brook, and Ten Mile Lowlands. These maps are also available at the Town Hall Lobby.
Cheshire Public Library does offer many trail books about hiking in Connecticut, New England and across the U.S. Summer is the perfect time to enjoy the great outdoors, and here is a sampling of the books available at CPL.
The green guide to low-impact hiking and camping
Hiking through history : New England : exploring the region’s past by trail
Best hikes of the Appalachian Trail : New England
The National Parks Coast to Coast : 100 Best Hikes
Hiking Connecticut and Rhode Island
Happy trails!


Roaring Brook Property on Roaring Brook Drive. The second tallest waterfall in the state, Roaring Brook Falls also features several cascades below the main drop. The trail is well marked in blue and easy to follow. There is a steady uphill grade from the start and a few rocky downhill parts. The trail gets progressively steeper as you approach the falls.
Farmington Canal Linear Park. The Cheshire portion of the Farmington Canal Trail – which some day will connect New Haven to Northampton, MA – extends from Cornwall Avenue, south to the Hamden town line, then continuing into Hamden.