22 Trails in Braintree, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Middlesex Fells Reservation Intermediate difficulty 8.0 **** Winchester
2. Wompatuck State Park Intermediate difficulty 15.0 **** Hingham
3. Cutler Park Beginner difficulty 6 **** Newton Highlands
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. Hale Reservation Beginner difficulty 10.0 **** Westwood
12. Prospect Hill Beginner difficulty 10.0 **** Waltham
13. Ames Nowell Intermediate difficulty 10.0 *** Abington
14. Beaver Brook North Intermediate difficulty 4.0 **** Belmont
15. Charles River Loop Easiest difficulty 15 ** Boston
16. Whitney And Thayer Woods/weir River Farm Beginner difficulty 10.0 *** Cohasset
17. Whipple Hill Beginner difficulty 4.0 *** Lexington
18. World's End Beginner difficulty 5.0 *** Hingham
19. Great Esker Park Intermediate difficulty 5.0 ** Weymouth
20. Beals Cove Park Beginner difficulty 5.0 ** Hingham
21. Millenium Park Easiest difficulty 12.0 * West Roxbury
22. Chestnut Hill Reservoir Loop  difficulty 2 Boston

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