43 Trails in Hopkinton, Massachusetts

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

Know of a new mountain bike trail not listed here? Please tell us about it using this form. Find mountain bike trails near you or for even more trail inspiration and how we ranked the mountain bike trails, see this list of the best mountain bike trails in the world.