32 Trails in Upton, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Libby Trail 4.0 Westborough
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Colt Farm 5.0 North Smithfield
Black Hut Management Area 11.0 Glendale
Newton Hill Easiest 2.0 ** Worcester
Lake Whitehall Advanced 7.0 *** Hopkinton
Yellow Beginner 5.0 *** Worcester
Boy Scout Trails Intermediate 2.0 *** Franklin
Gardner Hill Town Forest Intermediate 6.0 *** Stow
Peppercorn Hill Intermediate 3.0 *** Upton
Cold Harbor Brook Intermediate 5.0 *** Northborough
Middle School Loop Beginner 3.0 *** Nasonville
Nobscot Mtn. Intermediate 15.0 *** Sudbury
Upton State Forest Beginner 12.0 *** Upton
Ashland State Park Intermediate 7.0 *** Ashland
Grafton Land Trust Intermediate 20.0 *** Grafton
Walkabout Trail/george Washington Management Area Intermediate 8.0 *** Chepachet
West Hill Dam Intermediate 5.0 **** Upton
Franklin State Forest Intermediate 7.0 **** Franklin State Forest
Mt. Pisgah Intermediate 8.0 **** Northborough
Callahan State Park Beginner 10.0 **** Framingham
Douglas State Forest Intermediate 27.0 **** Douglas
Hopkinton State Park Intermediate 10.0 **** Hopkinton
Sutton State Forest Intermediate 12.0 **** Sutton
Mendon Town Forest Intermediate 7.0 **** Mendon
Beaver Pond Advanced 7.0 **** Franklin
Green Hill Park Advanced 5.0 **** Worcester
Singletary Trails Intermediate 15.0 **** Millbury
Rayburn Trails Intermediate 10.0 **** Millbury
Plummer's Landing/ Goat Hill Advanced 15.0 **** Whitinsville
Vietnam Trails Intermediate 20.0 **** Milford
Diamond Hill State Park Advanced 10.0 ***** Cumberland