41 Trails in Waltham, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Vietnam Trails Intermediate difficulty 20.0 **** Milford
2. Harold Parker State Forest Advanced difficulty 35 ***** Andover
3. Lynn Woods Reservation Intermediate difficulty 0 **** Saugus
4. Russell Mill Intermediate difficulty 7.0 **** Chelmsford
5. Middlesex Fells Reservation Intermediate difficulty 8.0 **** Winchester
6. Landlocked Forest Intermediate difficulty 7 **** Burlington
7. Cutler Park Beginner difficulty 6 **** Newton Highlands
8. Blue Hills Intermediate difficulty 5.0 **** Milton
9. Billerica State Forest Intermediate difficulty 9 ***** Billerica
10. Callahan State Park Beginner difficulty 10.0 **** Framingham
11. Adams Farm Intermediate difficulty 10.0 **** Walpole
12. Western Greenway Intermediate difficulty 8.0 **** Belmont
13. Belmont Conservation Beginner difficulty 10.0 *** Belmont
14. Needham Town Forest Intermediate difficulty 7.0 *** Needham
15. Mill Pond Conservation Area Intermediate difficulty 10 **** Burlington
16. Horn Pond Intermediate difficulty 13 **** Woburn
17. Great Brook State Park Beginner difficulty 15.0 *** Carlise
18. Weston College Land Beginner difficulty 5.0 **** Weston
19. Hale Reservation Beginner difficulty 10.0 **** Westwood
20. Ashland State Park Intermediate difficulty 7.0 *** Ashland
21. Prospect Hill Beginner difficulty 10.0 **** Waltham
22. Beaver Brook North Intermediate difficulty 4.0 **** Belmont
23. Charles River Loop Easiest difficulty 15 ** Boston
24. Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
25. Caryl Park Beginner difficulty 17.0 *** Dover
26. Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
27. Whipple Hill Beginner difficulty 4.0 *** Lexington
28. Boxborough Area Trails Intermediate difficulty 10.0 *** Boxborough
29. Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
30. Rocky Woods Beginner difficulty 7.0 ** Medfield
31. Gardner Hill Town Forest Intermediate difficulty 6.0 *** Stow
32. Millenium Park Easiest difficulty 12.0 * West Roxbury
33. Jerico Town Forest Beginner difficulty 5.0 ** Weston
34. Hitchinpost Greens  difficulty 1.0 *** Westford
35. Weston Aquaduct and Unused Rail Loop  difficulty 25.0 Weston
36. Littles Brook  difficulty 2.0 Burlington
37. Reading Town Forest  difficulty 5.0 Reading
38. Swan Pond Road Trails Easiest difficulty 7 ** Middleton
39. Fort Rock  difficulty 7.0 Littleton
40. Chestnut Hill Reservoir Loop  difficulty 2 Boston
41. Root Ball (Harold Parker State Forest)  difficulty 0.29 Andover

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