32 Trails in Upton, Massachusetts

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

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