34 Trails in Bolton, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Yellow Beginner difficulty 5.0 *** Worcester
Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
Vaughn Hill/bower Spring Trail System(s) Advanced difficulty 4.0 **** Bolton/harvard
Upton State Forest Beginner difficulty 12.0 *** Upton
Townsend State Forest Beginner difficulty 15.0 *** Townsend
Special Ops (♦) difficulty 0.68 Groton
South Groton Trails difficulty 10.0 Groton
Russell Mill Intermediate difficulty 7.0 **** Chelmsford
Rayburn Trails Intermediate difficulty 10.0 **** Millbury
Rattlesnake Hill Advanced difficulty 7.0 ***** Bolton
Pine Meadow Conservation Area difficulty 5.0 Ayer
Pearl Hill State Park Beginner difficulty 20.0 **** Townsend
Oak Hill Advanced difficulty 8.0 **** Littleton
Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
Newton Hill Easiest difficulty 2.0 ** Worcester
Mt. Pisgah Intermediate difficulty 8.0 **** Northborough
Lowell-Dracut-Tyngsborough State Forest Advanced difficulty 10.0 **** Lowell
Libby Trail difficulty 4.0 Westborough
Leominster State Forest Advanced difficulty 10.0 ***** Princeton
Lake Whitehall Advanced difficulty 7.0 *** Hopkinton
Hopkinton State Park Intermediate difficulty 10.0 **** Hopkinton
Hitchinpost Greens difficulty 1.0 *** Westford
Groton Town Forest Beginner difficulty 6.0 *** Leominster
Green Hill Park Advanced difficulty 5.0 **** Worcester
Great Brook State Park Beginner difficulty 15.0 *** Carlise
Gardner Hill Town Forest Intermediate difficulty 6.0 *** Stow
Fort Rock difficulty 7.0 Littleton
Cold Harbor Brook Intermediate difficulty 5.0 *** Northborough
Cascades difficulty 0.0 *** Worcester
Callahan State Park Beginner difficulty 10.0 **** Framingham
Boxborough Area Trails Intermediate difficulty 10.0 *** Boxborough
Ayer to Nashua Rail Trail Beginner difficulty 16.0 Pepperell
Ashland State Park Intermediate difficulty 7.0 *** Ashland
10 Mile Groton Town Forest Singletrack Link-up (Groton Town Forest) Beginner difficulty 10.0 *** Groton

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