51 Trails in Sudbury, Massachusetts

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

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