221 Trails in Massachusetts

Trail Name Difficulty Length (mi) Rating City
Badlands difficulty 15.0 Yarmouth
Willow Street Trails Intermediate difficulty 15.0 **** Yarmouth
Wrentham State Forest Advanced difficulty 17.0 ***** Wrentham
Newton Hill Easiest difficulty 2.0 ** Worcester
Green Hill Park Advanced difficulty 5.0 **** Worcester
Yellow Beginner difficulty 5.0 *** Worcester
Cascades difficulty 0.0 *** Worcester
Boynton Park Intermediate difficulty 3.0 *** Worcester
Horn Pond Intermediate difficulty 13 **** Woburn
Middlesex Fells Reservation Intermediate difficulty 8.0 **** Winchester
Sha-nah-nah difficulty 0.0 Wilbraham
Wma Trail Beginner difficulty 3.0 ***** Wilbraham
Chaug Path difficulty 1.0 Wilbraham
Memorial Loop Intermediate difficulty 6.0 **** Wilbraham
Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
Great Esker Park Intermediate difficulty 5.0 ** Weymouth
Hale Reservation Beginner difficulty 10.0 **** Westwood
Jerico Town Forest Beginner difficulty 5.0 ** Weston
Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
Weston College Land Beginner difficulty 5.0 **** Weston
Whites Reservior difficulty 16.0 Westhampton
Hitchinpost Greens difficulty 1.0 *** Westford
Knightville Dam difficulty 0.0 Westfield
Libby Trail difficulty 4.0 Westborough
Waskosims Rock difficulty 5.0 **** West Tisbury
Millenium Park Easiest difficulty 12.0 * West Roxbury
West Barnstable Conservation Area Intermediate difficulty 12.0 **** West Barnstable
Willowdale Forest Beginner difficulty 20.0 **** Wenham
Wendell State Forest Intermediate difficulty 17.0 ***** Wendell
Wellfleet Ponds Beginner difficulty 20.0 **** Wellfleet
Prospect Hill Beginner difficulty 10.0 **** Waltham
Adams Farm Intermediate difficulty 10.0 **** Walpole
Tisbury Meadow difficulty 7.0 Vineyard Haven
Ripleys Field difficulty 3.0 **** Vineyard Haven
Blackstone River Heritage Canal difficulty 8.0 Uxbridge/northbridge
Peppercorn Hill Intermediate difficulty 3.0 *** Upton
Upton State Forest Beginner difficulty 12.0 *** Upton
West Hill Dam Intermediate difficulty 5.0 **** Upton
Pearl Hill State Park Beginner difficulty 20.0 **** Townsend
Townsend State Forest Beginner difficulty 15.0 *** Townsend
Bradley Palmer Beginner difficulty 11.0 *** Topsfield
Massasoit State Park Intermediate difficulty 0.0 **** Taunton
Village Park/ Abrams Rock Intermediate difficulty 5.0 ***** Swansea
Sutton State Forest Intermediate difficulty 12.0 **** Sutton
Sutton Water Works Intermediate difficulty 5.0 **** Sutton
Mt toby Intermediate difficulty 16.0 ***** Sunderland
Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
Leadmine Trails Beginner difficulty 10.0 ***** Sturbridge
Wells State Park Intermediate difficulty 10.0 **** Sturbridge
Gardner Hill Town Forest Intermediate difficulty 6.0 *** Stow

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