26 Trails in Dedham, MA, Maine

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

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