43 Trails in Hopkinton, Massachusetts

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

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