28 Trails in Newton Highlands, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Lynn Woods Reservation Intermediate difficulty 0 **** Saugus
2. Middlesex Fells Reservation Intermediate difficulty 8.0 **** Winchester
3. Landlocked Forest Intermediate difficulty 7 **** Burlington
4. Cutler Park Beginner difficulty 6 **** Newton Highlands
5. Blue Hills Intermediate difficulty 5.0 **** Milton
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. Mill Pond Conservation Area Intermediate difficulty 10 **** Burlington
11. Horn Pond Intermediate difficulty 13 **** Woburn
12. Weston College Land Beginner difficulty 5.0 **** Weston
13. Hale Reservation Beginner difficulty 10.0 **** Westwood
14. Prospect Hill Beginner difficulty 10.0 **** Waltham
15. Ames Nowell Intermediate difficulty 10.0 *** Abington
16. Beaver Brook North Intermediate difficulty 4.0 **** Belmont
17. Charles River Loop Easiest difficulty 15 ** Boston
18. Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
19. Caryl Park Beginner difficulty 17.0 *** Dover
20. Whipple Hill Beginner difficulty 4.0 *** Lexington
21. Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
22. Rocky Woods Beginner difficulty 7.0 ** Medfield
23. Boy Scout Trails Intermediate difficulty 2.0 *** Franklin
24. Millenium Park Easiest difficulty 12.0 * West Roxbury
25. Jerico Town Forest Beginner difficulty 5.0 ** Weston
26. Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
27. Littles Brook difficulty 2.0 Burlington
28. Chestnut Hill Reservoir Loop difficulty 2 Boston

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