51 Trails in Sudbury, Massachusetts

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

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