43 Trails in Hopkinton, Massachusetts

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