40 Trails in Waltham, Massachusetts

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

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