39 Trails in Ashland, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Vietnam Trails Intermediate 20.0 **** Milford
Grafton Land Trust Intermediate 20.0 *** Grafton
Caryl Park Beginner 17.0 *** Dover
Wrentham State Forest Advanced 17.0 ***** Wrentham
Plummer's Landing/ Goat Hill Advanced 15.0 **** Whitinsville
Nobscot Mtn. Intermediate 15.0 *** Sudbury
Sutton State Forest Intermediate 12.0 **** Sutton
Upton State Forest Beginner 12.0 *** Upton
F. Gilbert Hills State Park Intermediate 11.0 **** Foxboro
Hopkinton State Park Intermediate 10.0 **** Hopkinton
Boxborough Area Trails Intermediate 10.0 *** Boxborough
Hale Reservation Beginner 10.0 **** Westwood
Prospect Hill Beginner 10.0 **** Waltham
Belmont Conservation Beginner 10.0 *** Belmont
Adams Farm Intermediate 10.0 **** Walpole
Callahan State Park Beginner 10.0 **** Framingham
Mt. Pisgah Intermediate 8.0 **** Northborough
Noon Hill Reservation Beginner 8.0 *** Medfield
Rattlesnake Hill Advanced 7.0 ***** Bolton
Lake Whitehall Advanced 7.0 *** Hopkinton
Mendon Town Forest Intermediate 7.0 **** Mendon
Beaver Pond Advanced 7.0 **** Franklin
Franklin State Forest Intermediate 7.0 **** Franklin State Forest
Rocky Woods Beginner 7.0 ** Medfield
Ashland State Park Intermediate 7.0 *** Ashland
Landlocked Forest Intermediate 7 **** Burlington
Needham Town Forest Intermediate 7.0 *** Needham
Gardner Hill Town Forest Intermediate 6.0 *** Stow
Weston College Land Beginner 5.0 **** Weston
Jerico Town Forest Beginner 5.0 ** Weston
West Hill Dam Intermediate 5.0 **** Upton
Cold Harbor Brook Intermediate 5.0 *** Northborough
Vaughn Hill/bower Spring Trail System(s) Advanced 4.0 **** Bolton/harvard
Libby Trail 4.0 Westborough
Beaver Brook North Intermediate 4.0 **** Belmont
Peppercorn Hill Intermediate 3.0 *** Upton
Boy Scout Trails Intermediate 2.0 *** Franklin
Henry S. Hunnewell Town Forest Intermediate 1.0 ***** Natick