50 Trails in Sudbury, Massachusetts

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

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