32 Trails in Westwood, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Henry S. Hunnewell Town Forest Intermediate 1.0 ***** Natick
Diamond Hill State Park Advanced 10.0 ***** Cumberland
Wrentham State Forest Advanced 17.0 ***** Wrentham
Middlesex Fells Reservation Intermediate 8.0 **** Winchester
Horn Pond Intermediate 13 **** Woburn
F. Gilbert Hills State Park Intermediate 11.0 **** Foxboro
Borderland State Park Intermediate 7.0 **** Sharon
Cutler Park Beginner 6 **** Newton Highlands
Beaver Brook North Intermediate 4.0 **** Belmont
Western Greenway Intermediate 8.0 **** Belmont
Beaver Pond Advanced 7.0 **** Franklin
Weston College Land Beginner 5.0 **** Weston
Prospect Hill Beginner 10.0 **** Waltham
Blue Hills Intermediate 5.0 **** Milton
Hale Reservation Beginner 10.0 **** Westwood
Franklin State Forest Intermediate 7.0 **** Franklin State Forest
Adams Farm Intermediate 10.0 **** Walpole
Needham Town Forest Intermediate 7.0 *** Needham
Belmont Conservation Beginner 10.0 *** Belmont
Ames Nowell Intermediate 10.0 *** Abington
Noon Hill Reservation Beginner 8.0 *** Medfield
Nobscot Mtn. Intermediate 15.0 *** Sudbury
Whipple Hill Beginner 4.0 *** Lexington
Caryl Park Beginner 17.0 *** Dover
Boy Scout Trails Intermediate 2.0 *** Franklin
Charles River Loop Easiest 15 ** Boston
Rocky Woods Beginner 7.0 ** Medfield
Great Esker Park Intermediate 5.0 ** Weymouth
Jerico Town Forest Beginner 5.0 ** Weston
Millenium Park Easiest 12.0 * West Roxbury
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Chestnut Hill Reservoir Loop 2 Boston