41 Trails in Waltham, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Whipple Hill Beginner 4.0 *** Lexington
Weston College Land Beginner 5.0 **** Weston
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Western Greenway Intermediate 8.0 **** Belmont
Vietnam Trails Intermediate 20.0 **** Milford
Swan Pond Road Trails Easiest 7 ** Middleton
Russell Mill Intermediate 7.0 **** Chelmsford
Root Ball (Harold Parker State Forest) 0.29 Andover
Rocky Woods Beginner 7.0 ** Medfield
Reading Town Forest 5.0 Reading
Prospect Hill Beginner 10.0 **** Waltham
Noon Hill Reservation Beginner 8.0 *** Medfield
Nobscot Mtn. Intermediate 15.0 *** Sudbury
Needham Town Forest Intermediate 7.0 *** Needham
Millenium Park Easiest 12.0 * West Roxbury
Mill Pond Conservation Area Intermediate 10 **** Burlington
Middlesex Fells Reservation Intermediate 8.0 **** Winchester
Lynn Woods Reservation Intermediate 0 **** Saugus
Littles Brook 2.0 Burlington
Landlocked Forest Intermediate 7 **** Burlington
Jerico Town Forest Beginner 5.0 ** Weston
Horn Pond Intermediate 13 **** Woburn
Hitchinpost Greens 1.0 *** Westford
Henry S. Hunnewell Town Forest Intermediate 1.0 ***** Natick
Harold Parker State Forest Advanced 35 ***** Andover
Hale Reservation Beginner 10.0 **** Westwood
Great Brook State Park Beginner 15.0 *** Carlise
Gardner Hill Town Forest Intermediate 6.0 *** Stow
Fort Rock 7.0 Littleton
Cutler Park Beginner 6 **** Newton Highlands
Chestnut Hill Reservoir Loop 2 Boston
Charles River Loop Easiest 15 ** Boston
Caryl Park Beginner 17.0 *** Dover
Callahan State Park Beginner 10.0 **** Framingham
Boxborough Area Trails Intermediate 10.0 *** Boxborough
Blue Hills Intermediate 5.0 **** Milton
Billerica State Forest Intermediate 9 ***** Billerica
Belmont Conservation Beginner 10.0 *** Belmont
Beaver Brook North Intermediate 4.0 **** Belmont
Ashland State Park Intermediate 7.0 *** Ashland
Adams Farm Intermediate 10.0 **** Walpole