43 Trails in Hopkinton, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Colt Farm 5.0 North Smithfield
Libby Trail 4.0 Westborough
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Black Hut Management Area 11.0 Glendale
Jerico Town Forest Beginner 5.0 ** Weston
Rocky Woods Beginner 7.0 ** Medfield
Caryl Park Beginner 17.0 *** Dover
Hale Reservation Beginner 10.0 **** Westwood
Middle School Loop Beginner 3.0 *** Nasonville
Prospect Hill Beginner 10.0 **** Waltham
Weston College Land Beginner 5.0 **** Weston
Noon Hill Reservation Beginner 8.0 *** Medfield
Callahan State Park Beginner 10.0 **** Framingham
Upton State Forest Beginner 12.0 *** Upton
Yellow Beginner 5.0 *** Worcester
Sutton State Forest Intermediate 12.0 **** Sutton
Mt. Pisgah Intermediate 8.0 **** Northborough
Adams Farm Intermediate 10.0 **** Walpole
Franklin State Forest Intermediate 7.0 **** Franklin State Forest
Grafton Land Trust Intermediate 20.0 *** Grafton
West Hill Dam Intermediate 5.0 **** Upton
Hopkinton State Park Intermediate 10.0 **** Hopkinton
Ashland State Park Intermediate 7.0 *** Ashland
Rayburn Trails Intermediate 10.0 **** Millbury
Cold Harbor Brook Intermediate 5.0 *** Northborough
Peppercorn Hill Intermediate 3.0 *** Upton
Boy Scout Trails Intermediate 2.0 *** Franklin
Mendon Town Forest Intermediate 7.0 **** Mendon
Nobscot Mtn. Intermediate 15.0 *** Sudbury
Henry S. Hunnewell Town Forest Intermediate 1.0 ***** Natick
Gardner Hill Town Forest Intermediate 6.0 *** Stow
F. Gilbert Hills State Park Intermediate 11.0 **** Foxboro
Vietnam Trails Intermediate 20.0 **** Milford
Douglas State Forest Intermediate 27.0 **** Douglas
Singletary Trails Intermediate 15.0 **** Millbury
Plummer's Landing/ Goat Hill Advanced 15.0 **** Whitinsville
Beaver Pond Advanced 7.0 **** Franklin
Rattlesnake Hill Advanced 7.0 ***** Bolton
Green Hill Park Advanced 5.0 **** Worcester
Vaughn Hill/bower Spring Trail System(s) Advanced 4.0 **** Bolton/harvard
Diamond Hill State Park Advanced 10.0 ***** Cumberland
Wrentham State Forest Advanced 17.0 ***** Wrentham
Lake Whitehall Advanced 7.0 *** Hopkinton