26 Trails in Dedham, MA, Maine

Rank Trail Name Difficulty Length (mi) Rating City
1. Middlesex Fells Reservation Intermediate difficulty 8.0 **** Winchester
2. Cutler Park Beginner difficulty 6 **** Newton Highlands
3. F. Gilbert Hills State Park Intermediate difficulty 11.0 **** Foxboro
4. Blue Hills Intermediate difficulty 5.0 **** Milton
5. Borderland State Park Intermediate difficulty 7.0 **** Sharon
6. Adams Farm Intermediate difficulty 10.0 **** Walpole
7. Western Greenway Intermediate difficulty 8.0 **** Belmont
8. Belmont Conservation Beginner difficulty 10.0 *** Belmont
9. Needham Town Forest Intermediate difficulty 7.0 *** Needham
10. Horn Pond Intermediate difficulty 13 **** Woburn
11. Weston College Land Beginner difficulty 5.0 **** Weston
12. Hale Reservation Beginner difficulty 10.0 **** Westwood
13. Prospect Hill Beginner difficulty 10.0 **** Waltham
14. Ames Nowell Intermediate difficulty 10.0 *** Abington
15. Beaver Brook North Intermediate difficulty 4.0 **** Belmont
16. Charles River Loop Easiest difficulty 15 ** Boston
17. Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
18. Caryl Park Beginner difficulty 17.0 *** Dover
19. Whipple Hill Beginner difficulty 4.0 *** Lexington
20. Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
21. Rocky Woods Beginner difficulty 7.0 ** Medfield
22. Great Esker Park Intermediate difficulty 5.0 ** Weymouth
23. Millenium Park Easiest difficulty 12.0 * West Roxbury
24. Jerico Town Forest Beginner difficulty 5.0 ** Weston
25. Weston Aquaduct and Unused Rail Loop  difficulty 25.0 Weston
26. Chestnut Hill Reservoir Loop  difficulty 2 Boston

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