51 Trails in Sudbury, Massachusetts

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