32 Trails in Upton, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Yellow Beginner difficulty 5.0 *** Worcester
Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
West Hill Dam Intermediate difficulty 5.0 **** Upton
Walkabout Trail/george Washington Management Area Intermediate difficulty 8.0 *** Chepachet
Vietnam Trails Intermediate difficulty 20.0 **** Milford
Upton State Forest Beginner difficulty 12.0 *** Upton
Sutton State Forest Intermediate difficulty 12.0 **** Sutton
Singletary Trails Intermediate difficulty 15.0 **** Millbury
Rayburn Trails Intermediate difficulty 10.0 **** Millbury
Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
Peppercorn Hill Intermediate difficulty 3.0 *** Upton
Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
Newton Hill Easiest difficulty 2.0 ** Worcester
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
Hopkinton State Park Intermediate difficulty 10.0 **** Hopkinton
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
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
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

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