48 Trails in Bend, Oregon

Rank Trail Name Difficulty Length (mi) Rating City
1. Phil's Area Intermediate difficulty 55.0 **** Bend
2. Tiddlywinks Intermediate difficulty 4.0 ***** Bend
3. Deschutes River Beginner difficulty 14.0 **** Bend
4. The Lair Expert difficulty 3.0 ***** Bend
5. Tumalo Trail System difficulty 20.0 Bend
6. Tumalo Creek (Tumalo Trail System) Intermediate difficulty 4.0 **** Bend
7. Funner Advanced difficulty 7.0 ***** Bend
8. Horse Ridge Recreation Area Advanced difficulty 10 ***** Bend
9. Peterson Ridge Loop Intermediate difficulty 25.0 ***** Sisters
10. North Fork Intermediate difficulty 4.0 **** Bend
11. Phil's Trail (Phil’s Area) Intermediate difficulty 7.0 **** Bend
12. Tylers Traverse Intermediate difficulty 4.0 ***** Bend
13. Storm King Intermediate difficulty 8.0 **** Bend
14. Juniper Trailhead Intermediate difficulty 13.0 **** Redmond
15. Maston Trail Intermediate difficulty 10.0 **** Redmond
16. Mrazek Intermediate difficulty 13.0 **** Bend
17. Farewell Intermediate difficulty 4.0 ***** Bend
18. Skyliners Intermediate difficulty 3.0 ***** Bend
19. Ben's Upper (Phil’s Area) Advanced difficulty 2.0 **** Bend
20. Edison Lava Trail Intermediate difficulty 8.0 ***** Bend
21. C.O.D. (Phil’s Area) Intermediate difficulty 4.0 **** Bend
22. Ben's Lower (Phil’s Area) Intermediate difficulty 5.0 *** Bend
23. Swede Ridge Loop difficulty 9.0 **** Bend
24. Larsen Trail Intermediate difficulty 3.0 **** Bend
25. Dutchman Flagline Loop Advanced difficulty 14.0 **** Bend
26. Arnold Ice Cave Advanced difficulty 10.0 **** Bend
27. Catch and release Intermediate difficulty 5.0 **** Bend
28. Upper Whoops (Phil’s Area) Intermediate difficulty 2.0 **** Bend
29. Coyote Loop Trail difficulty 12.0 **** Bend
30. Flagline Trail Intermediate difficulty 9.0 *** Bend
31. Stevens Canyon Loop Beginner difficulty 20.0 *** Sisters
32. Ticket to Ride Intermediate difficulty 6.0 *** Bend
33. Horse Butte Intermediate difficulty 2.0 **** Bend
34. Dinah Moe Humm Intermediate difficulty 8.0 *** Bend
35. Entrada Loop Trail difficulty 3.0 Bend
36. Dutchman difficulty 25.0 Bend
37. Swampy Lakes Trail difficulty 7.0 Bend
38. Swampy Dutchman Trail difficulty 7.0 Bend
39. Inn Loop difficulty 13.0 Bend
40. Pine Drops (Phil’s Area) difficulty 2.0 Bend
41. Cascade View Trails difficulty 7 Redmond
42. Cline Butte difficulty 8 Redmond
43. Boyd Cave Trail difficulty 7.0 Bend
44. Swamp Wells Trail difficulty 21.0 Bend
45. Kents to Phils, chicken, KGB, Marvins (Phil’s Area) difficulty 21.0 Bend
46. no name difficulty 10.0 Bend
47. Wanoga Sno-Park Fat Bike Trails difficulty 12.0 Bend
48. Sand Canyon (Horse Ridge Recreation Area) difficulty 1.58 Bend

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