216 Trails in Massachusetts

Trail Name Difficulty Length (mi) Rating City
Belmont Conservation Beginner difficulty 10.0 *** Belmont
Wellfleet Ponds Beginner difficulty 20.0 **** Wellfleet
Yellow Beginner difficulty 5.0 *** Worcester
Destruction Brook Beginner difficulty 15.0 **** Dartmouth
Willowdale Forest Beginner difficulty 20.0 **** Wenham
Upton State Forest Beginner difficulty 12.0 *** Upton
Bald Hill Reservation Beginner difficulty 10.0 *** Boxford
Callahan State Park Beginner difficulty 10.0 **** Framingham
Great Brook State Park Beginner difficulty 15.0 *** Carlise
Dirt bike racetrack Beginner difficulty 50.0 **** Mendon
Ayer to Nashua Rail Trail Beginner difficulty 16.0 Pepperell
Merrimack River Trail Beginner difficulty 10.0 **** Andover
Leadmine Trails Beginner difficulty 10.0 ***** Sturbridge
Whipple Hill Beginner difficulty 4.0 *** Lexington
Mount Warner Reservation Beginner difficulty 2.0 *** North Hadley
Volunteer Park/Chatham Ponds Beginner difficulty 7.0 * Chatham
Pearl Hill State Park Beginner difficulty 20.0 **** Townsend
Townsend State Forest Beginner difficulty 15.0 *** Townsend
10 Mile Groton Town Forest Singletrack Link-up (Groton Town Forest) Beginner difficulty 10.0 *** Groton
Old Jail Lane Beginner difficulty 7.0 *** Barnstable
Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
Pratt Farm Beginner difficulty 6.0 **** Middleboro
Weston College Land Beginner difficulty 5.0 **** Weston
Hale Reservation Beginner difficulty 10.0 **** Westwood
Religious Trails Beginner difficulty 5.0 *** In Attleboro
Prospect Hill Beginner difficulty 10.0 **** Waltham
Fork Factory Brook Beginner difficulty 2.0 ** Medfield
Brimfield State Forest Beginner difficulty 10.0 *** Brimfeild
Nickerson State Park Beginner difficulty 20.0 *** Brewster
Wma Trail Beginner difficulty 3.0 ***** Wilbraham
Myles Standish Forest Beginner difficulty 100.0 *** Plymouth
Groton Town Forest Beginner difficulty 6.0 *** Leominster
Beals Cove Park Beginner difficulty 5.0 ** Hingham
Rocky Mountain And Highland Park Beginner difficulty 30.0 *** Greenfield
Caryl Park Beginner difficulty 17.0 *** Dover
Whitney And Thayer Woods/weir River Farm Beginner difficulty 10.0 *** Cohasset
World's End Beginner difficulty 5.0 *** Hingham
Howe State Park Beginner difficulty 3.0 ** Spencer
The Boulders Beginner difficulty 6.0 *** Dalton
Rutland State Forest Beginner difficulty 6.0 *** Rutland
Rocky Woods Beginner difficulty 7.0 ** Medfield
Bradley Palmer Beginner difficulty 11.0 *** Topsfield
Jerico Town Forest Beginner difficulty 5.0 ** Weston
Chatham Marshlands Beginner difficulty 3.0 **** Chatham
Mass Autobahn Beginner difficulty 5.0 ** Attleboro Ma
Charles River Loop Easiest difficulty 15 ** Boston
Newton Hill Easiest difficulty 2.0 ** Worcester
Weir hill Easiest difficulty 5.0 ** North Andover
Fresh Pond Loop Easiest difficulty 2.0 * Cambridge
Millenium Park Easiest difficulty 12.0 * West Roxbury

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