221 Trails in Massachusetts

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