30 Trails in Middleton, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Harold Parker State Forest Advanced difficulty 35 ***** Andover
2. Lynn Woods Reservation Intermediate difficulty 0 **** Saugus
3. Middlesex Fells Reservation Intermediate difficulty 8.0 **** Winchester
4. Landlocked Forest Intermediate difficulty 7 **** Burlington
5. Willowdale Forest Beginner difficulty 20.0 **** Wenham
6. Kenoza Lake Intermediate difficulty 10.0 **** Haverhill
7. Western Greenway Intermediate difficulty 8.0 **** Belmont
8. Belmont Conservation Beginner difficulty 10.0 *** Belmont
9. Mill Pond Conservation Area Intermediate difficulty 10 **** Burlington
10. Horn Pond Intermediate difficulty 13 **** Woburn
11. Chebacco Woods Intermediate difficulty 10.0 ***** Hamilton
12. Georgetown-rowley State Forest Intermediate difficulty 9.0 **** Georgetown
13. Bald Hill Reservation Beginner difficulty 10.0 *** Boxford
14. Ward Reservation Intermediate difficulty 12.0 ***** Andover
15. Prospect Hill Beginner difficulty 10.0 **** Waltham
16. Beverly Commons Advanced difficulty 10 **** Beverly
17. Bradley Palmer Beginner difficulty 11.0 *** Topsfield
18. Beaver Brook North Intermediate difficulty 4.0 **** Belmont
19. Charles River Loop Easiest difficulty 15 ** Boston
20. Maudslay State Park Intermediate difficulty 4.0 *** Newburyport
21. Merrimack River Trail Beginner difficulty 10.0 **** Andover
22. Whipple Hill Beginner difficulty 4.0 *** Lexington
23. Salem Town Forest Beginner difficulty 15.0 ** Salem
24. Cannon Hills Intermediate difficulty 1 *** Salem Ma
25. Littles Brook difficulty 2.0 Burlington
26. Johns Woods difficulty 2.0 Haverhill
27. Reading Town Forest difficulty 5.0 Reading
28. Swan Pond Road Trails Easiest difficulty 7 ** Middleton
29. Brake Hill (West Newbury / Groveland) difficulty 4 Groveland
30. Root Ball (Harold Parker State Forest) difficulty 0.29 Andover

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