33 Trails in Cumberland, Maine

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

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