34 Trails in Portland, Maine

Rank Trail Name Difficulty Length (mi) Rating City
1. Bradbury Mt State Park Intermediate difficulty 18.0 **** Pownal
2. The Sandpit Intermediate difficulty 6.0 ***** Gorham
3. Blackstrap Hill Preserve Intermediate difficulty 8.0 **** Falmouth
4. River Trail Intermediate difficulty 6.0 **** Portland
5. West Side Trail Intermediate difficulty 5.0 **** Yarmouth
6. Clifford Park Intermediate difficulty 4.0 **** Biddeford
7. Libby Hill Forest Trails Advanced difficulty 3.0 ***** Gray
8. Edwin L. Smith Preserve Advanced difficulty 8 **** Kennebunkport
9. Congin School / Power Lines Advanced difficulty 10.0 **** Westbrook
10. Backwoods Bypass (The Sandpit) Intermediate difficulty 7.0 **** Gorham
11. Green Belt Trails (Sawyer Road) Intermediate difficulty 20.0 **** Cape Elizabeth
12. Greely Woods Intermediate difficulty 8.0 **** Cumberland
13. Alden Hill Intermediate difficulty 3.0 **** Gorham
14. Sebago Lake Land Reserve Beginner difficulty 10.0 ***** Windham
15. Greenbelt Intermediate difficulty 10.0 **** South Portland
16. Pineland Trail Intermediate difficulty 8.0 **** Gray
17. North Falmouth Community Forest Intermediate difficulty 5.0 ***** Falmouth
18. Fore River Sanctuary Intermediate difficulty 4.0 **** Portland
19. Evergreen Cemetary Beginner difficulty 2.0 *** Portland
20. Glenden's Bend Intermediate difficulty 0.0 **** Cape Elizabeth
21. Lowell Preserve Multi-use Trail System Beginner difficulty 7.0 **** Windham
22. Stroudwater Intermediate difficulty 3.0 **** Portland
23. Moose Odyssey Intermediate difficulty 3.0 **** Gray
24. Stonegate Trail (Greenbelt) Intermediate difficulty 2.0 *** Cape Elizabeth
25. Kettle Cove Blend Beginner difficulty 1.0 **** cape elizabeth
26. Hadlock Community Forest Easiest difficulty 5.0 * Falmouth
27. Prides Corner / Corsetti's Trail difficulty 6.0 Westbrook
28. Arundel Community Trails difficulty 1 Arundel
29. Kate Furbish Preserve difficulty 12 Brunswick
30. Tryon Mountain difficulty 3.0 Pownal
31. Clark's pond trail difficulty 2.0 south portland.
32. Brunswick Town Commons difficulty 7.0 Brunswick
33. Royal River difficulty 13.0 North Yarmouth
34. Neptune Woods at Brunswick Landing difficulty 4.0 Brunswick

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