221 Trails in Massachusetts

Trail Name Difficulty Length (mi) Rating City
Great Esker Park Intermediate difficulty 5.0 ** Weymouth
Howe State Park Beginner difficulty 3.0 ** Spencer
Swan Pond Road Trails Easiest difficulty 7 ** Middleton
Volunteer Park/Chatham Ponds Beginner difficulty 7.0 * Chatham
Fresh Pond Loop Easiest difficulty 2.0 * Cambridge
Wilbraham/Hampden Loop Intermediate difficulty 6.0 * Springfield
Millenium Park Easiest difficulty 12.0 * West Roxbury
Wolftree trail, Bittersweet,Dragon tail, Dave's Pass, Moonwort difficulty 6.0 Adams
Springside park difficulty 4.0 Pittsfield
The Groton Wildlife Sanctury/Lawrence Woods difficulty 10.0 Groton
Tisbury Meadow difficulty 7.0 Vineyard Haven
Rock wood difficulty 0.2 Mendon
Fort Rock difficulty 7.0 Littleton
Ayer to Nashua Rail Trail Beginner difficulty 16.0 Pepperell
Nick difficulty 5.0 Rockport
Hampshire College difficulty 4.0 Amherst
Race Leading difficulty 4.0 Amherst
Boy Scout Trails difficulty 2.0 Franklin
Tantasqua jr high difficulty 15.0 Fiskdale
Old Rifle Range difficulty 2.0 Concord, Ma
Chesterfield Gorge difficulty 8.0 Chesterfield
Chesterfield Gorge difficulty 8.0 Chesterfield
Bernard Valley to Altar Rock difficulty 6.0 Nantucket
Pearly Brook Loop difficulty 15.0 Gardner
Libby Trail difficulty 4.0 Westborough
Reading Town Forest difficulty 5.0 Reading
Cranberry pond difficulty 15.0 Braintree
Bruce and toms difficulty 15.0 Gloucester
Brimfield State Forest difficulty 20.0 Brimfield
General Hobbs loop difficulty 6.0 Holden
Shawme-Crowell State Forest difficulty 10.0 Sandwich
Sugarloaf Mt/Pucumtuck trail difficulty 5.0 South Deerfield
Beebe difficulty 15.0 Falmouth
Badlands difficulty 15.0 Yarmouth
Sandy Neck Beach difficulty 10.0 Barnstable
Corridor 71 New Braintree difficulty 6.0 New Braintree
Corridor 71 difficulty 10.0 Spencer
Dracut conservation trail difficulty 2.0 Dracut
Altar rock difficulty 10.0 Nantucket
Norwottuck Rail Trail difficulty 19.0 North Hampton
Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
Covered Bridge difficulty 3.0 Barre
Unknown difficulty 3.0 Hadley
Pine Meadow Conservation Area difficulty 5.0 Ayer
Mt Watatic difficulty 8.0 Ashby
Knightville Dam difficulty 0.0 Westfield
Gregg Woods difficulty 5.0 Dunstable
Conant Brook Dam difficulty 0.0 Palmer
South Groton Trails difficulty 10.0 Groton
Boxboro Trail link-up difficulty 8.0 Boxboro

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