221 Trails in Massachusetts

Trail Name Difficulty Length (mi) Rating City
Myles Standish Forest Beginner difficulty 100.0 *** Plymouth
Dirt bike racetrack Beginner difficulty 50.0 **** Mendon
Harold Parker State Forest Advanced difficulty 35 ***** Andover
Rocky Mountain And Highland Park Beginner difficulty 30.0 *** Greenfield
Otis Intermediate difficulty 30.0 ***** Bourne
Douglas State Forest Intermediate difficulty 27.0 **** Douglas
Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
Robinson state park Intermediate difficulty 25.0 **** Agawam
Brimfield State Forest difficulty 20.0 Brimfield
Wellfleet Ponds Beginner difficulty 20.0 **** Wellfleet
Pearl Hill State Park Beginner difficulty 20.0 **** Townsend
Nickerson State Park Beginner difficulty 20.0 *** Brewster
Grafton Land Trust Intermediate difficulty 20.0 *** Grafton
Willowdale Forest Beginner difficulty 20.0 **** Wenham
Vietnam Trails Intermediate difficulty 20.0 **** Milford
Norwottuck Rail Trail difficulty 19.0 North Hampton
Wendell State Forest Intermediate difficulty 17.0 ***** Wendell
Wrentham State Forest Advanced difficulty 17.0 ***** Wrentham
Caryl Park Beginner difficulty 17.0 *** Dover
Ayer to Nashua Rail Trail Beginner difficulty 16.0 Pepperell
DAR Advanced difficulty 16.0 **** Goshen
Mt toby Intermediate difficulty 16.0 ***** Sunderland
Dubuque State Forest Advanced difficulty 16.0 ***** Hawley
Whites Reservior difficulty 16.0 Westhampton
Tantasqua jr high difficulty 15.0 Fiskdale
Pearly Brook Loop difficulty 15.0 Gardner
Cranberry pond difficulty 15.0 Braintree
Bruce and toms difficulty 15.0 Gloucester
Holyoke Range Trails Intermediate difficulty 15.0 **** Amherst
Bachelor Street Trails Advanced difficulty 15.0 ***** Granby
Beebe difficulty 15.0 Falmouth
Badlands difficulty 15.0 Yarmouth
Dogtown Advanced difficulty 15.0 ***** Gloucester
Hodges Village Dam Intermediate difficulty 15.0 **** Oxford
Townsend State Forest Beginner difficulty 15.0 *** Townsend
Ice Houce (Sawmill Hills Conservation Area) Advanced difficulty 15 ***** Florence
Willow Street Trails Intermediate difficulty 15.0 **** Yarmouth
Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
Singletary Trails Intermediate difficulty 15.0 **** Millbury
Charles River Loop Easiest difficulty 15 ** Boston
Destruction Brook Beginner difficulty 15.0 **** Dartmouth
Lithia Springs Intermediate difficulty 15.0 *** South Hadley
Greenbriar Hodges Village Dam Intermediate difficulty 15.0 **** Oxford
Pine Hills Intermediate difficulty 15.0 **** Plymouth
Great Brook State Park Beginner difficulty 15.0 *** Carlise
Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
Wompatuck State Park Intermediate difficulty 15.0 **** Hingham
Horn Pond Intermediate difficulty 13 **** Woburn
Ward Reservation Intermediate difficulty 12.0 ***** Andover
Sutton State Forest Intermediate difficulty 12.0 **** Sutton

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