32 Trails in Upton, Massachusetts

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

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