51 Trails in Sudbury, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Horn Pond Intermediate difficulty 13 **** Woburn
Hale Reservation Beginner difficulty 10.0 **** Westwood
Weston Aquaduct and Unused Rail Loop  difficulty 25.0 Weston
Weston College Land Beginner difficulty 5.0 **** Weston
Jerico Town Forest Beginner difficulty 5.0 ** Weston
Hitchinpost Greens  difficulty 1.0 *** Westford
Libby Trail  difficulty 4.0 Westborough
Millenium Park Easiest difficulty 12.0 * West Roxbury
Prospect Hill Beginner difficulty 10.0 **** Waltham
Adams Farm Intermediate difficulty 10.0 **** Walpole
Peppercorn Hill Intermediate difficulty 3.0 *** Upton
Upton State Forest Beginner difficulty 12.0 *** Upton
Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
Gardner Hill Town Forest Intermediate difficulty 6.0 *** Stow
Ayer to Nashua Rail Trail Beginner difficulty 16.0 Pepperell
Mt. Pisgah Intermediate difficulty 8.0 **** Northborough
Cold Harbor Brook Intermediate difficulty 5.0 *** Northborough
Cutler Park Beginner difficulty 6 **** Newton Highlands
Needham Town Forest Intermediate difficulty 7.0 *** Needham
Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
Vietnam Trails Intermediate difficulty 20.0 **** Milford
Rocky Woods Beginner difficulty 7.0 ** Medfield
Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
Fort Rock  difficulty 7.0 Littleton
Oak Hill Advanced difficulty 8.0 **** Littleton
Whipple Hill Beginner difficulty 4.0 *** Lexington
Groton Town Forest Beginner difficulty 6.0 *** Leominster
Hopkinton State Park Intermediate difficulty 10.0 **** Hopkinton
Lake Whitehall Advanced difficulty 7.0 *** Hopkinton
Special Ops (♦)  difficulty 0.68 Groton
South Groton Trails  difficulty 10.0 Groton
10 Mile Groton Town Forest Singletrack Link-up (Groton Town Forest) Beginner difficulty 10.0 *** Groton
Grafton Land Trust Intermediate difficulty 20.0 *** Grafton
Callahan State Park Beginner difficulty 10.0 **** Framingham
Caryl Park Beginner difficulty 17.0 *** Dover
Russell Mill Intermediate difficulty 7.0 **** Chelmsford
Great Brook State Park Beginner difficulty 15.0 *** Carlise
Littles Brook  difficulty 2.0 Burlington
Landlocked Forest Intermediate difficulty 7 **** Burlington
Mill Pond Conservation Area Intermediate difficulty 10 **** Burlington
Boxborough Area Trails Intermediate difficulty 10.0 *** Boxborough
Chestnut Hill Reservoir Loop  difficulty 2 Boston
Charles River Loop Easiest difficulty 15 ** Boston
Vaughn Hill/bower Spring Trail System(s) Advanced difficulty 4.0 **** Bolton/harvard
Rattlesnake Hill Advanced difficulty 7.0 ***** Bolton
Billerica State Forest Intermediate difficulty 9 ***** Billerica
Beaver Brook North Intermediate difficulty 4.0 **** Belmont
Western Greenway Intermediate difficulty 8.0 **** Belmont
Belmont Conservation Beginner difficulty 10.0 *** Belmont
Pine Meadow Conservation Area  difficulty 5.0 Ayer

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