43 Trails in Hopkinton, Massachusetts

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