Outdoors in Cheshire

Cheshire Reservoir

The Cobbles

Ashuwillticook Rail Trail

Family-friendly biking & walking route along an old train line, with cross-country skiing in winter.

Hiking Area

Appalachian Trailhead at Furnace Hill no parking

Farm

Elmartin Farm

Garden Center

Whitney's Farm Market & Garden Center

Charming nursery selling plants, flowers & garden supplies, plus vegetables, breads & seasonal pies.

Hiking Area

Rounds Rock Trailhead

Wildlife Park

MassWildlife's Stafford Hill Wildlife Management Area

Cheshire, MA|4

Lake

Cheshire Reservoir

This secluded, 418-acre wilderness lake with 6 islands is popular for canoeing & kayaking.

Campground

Father Tom Campsite

Nearby

Hammond Pond Reservation

This scenic area with a forest & large pond offers fishing, rock climbing & hiking on wooded trails.

Newton, MA|5

Upton Heritage Park

Upton, MA|4

Nature Preserve

Webster Conservation Area

Forested 118-acre park with a pond, marshes & sandstone cliffs frequented by hikers & rock climbers.

Newton, MA|5

Cat Rock Park

This open space with forests, fields & ponds is a busy off-leash spot for four-legged guests.

Weston, MA|5

State Park

Upton State Forest

Woodland park with Great Depression heritage including trails for hiking, skiing, riding & bikes.

Upton, MA|5