48 Trails in Bend, Oregon

Trail Name Difficulty Length (mi) Rating City
The Lair Expert difficulty 3.0 ***** Bend
Dutchman Flagline Loop Advanced difficulty 14.0 **** Bend
Horse Ridge Recreation Area Advanced difficulty 10 ***** Bend
Funner Advanced difficulty 7.0 ***** Bend
Arnold Ice Cave Advanced difficulty 10.0 **** Bend
Ben's Upper (Phil’s Area) Advanced difficulty 2.0 **** Bend
Storm King Intermediate difficulty 8.0 **** Bend
Tiddlywinks Intermediate difficulty 4.0 ***** Bend
Dinah Moe Humm Intermediate difficulty 8.0 *** Bend
Upper Whoops (Phil’s Area) Intermediate difficulty 2.0 **** Bend
Horse Butte Intermediate difficulty 2.0 **** Bend
Edison Lava Trail Intermediate difficulty 8.0 ***** Bend
Tylers Traverse Intermediate difficulty 4.0 ***** Bend
Flagline Trail Intermediate difficulty 9.0 *** Bend
Larsen Trail Intermediate difficulty 3.0 **** Bend
Skyliners Intermediate difficulty 3.0 ***** Bend
Catch and release Intermediate difficulty 5.0 **** Bend
C.O.D. (Phil’s Area) Intermediate difficulty 4.0 **** Bend
North Fork Intermediate difficulty 4.0 **** Bend
Mrazek Intermediate difficulty 13.0 **** Bend
Maston Trail Intermediate difficulty 10.0 **** Redmond
Peterson Ridge Loop Intermediate difficulty 25.0 ***** Sisters
Phil's Area Intermediate difficulty 55.0 **** Bend
Ben's Lower (Phil’s Area) Intermediate difficulty 5.0 *** Bend
Ticket to Ride Intermediate difficulty 6.0 *** Bend
Phil's Trail (Phil’s Area) Intermediate difficulty 7.0 **** Bend
Farewell Intermediate difficulty 4.0 ***** Bend
Tumalo Creek (Tumalo Trail System) Intermediate difficulty 4.0 **** Bend
Juniper Trailhead Intermediate difficulty 13.0 **** Redmond
Deschutes River Beginner difficulty 14.0 **** Bend
Stevens Canyon Loop Beginner difficulty 20.0 *** Sisters
Kents to Phils, chicken, KGB, Marvins (Phil’s Area)  difficulty 21.0 Bend
Tumalo Trail System  difficulty 20.0 Bend
no name  difficulty 10.0 Bend
Pine Drops (Phil’s Area)  difficulty 2.0 Bend
Wanoga Sno-Park Fat Bike Trails  difficulty 12.0 Bend
Cascade View Trails  difficulty 7 Redmond
Sand Canyon (Horse Ridge Recreation Area)  difficulty 1.58 Bend
Cline Butte  difficulty 8 Redmond
Dutchman  difficulty 25.0 Bend
Boyd Cave Trail  difficulty 7.0 Bend
Swamp Wells Trail  difficulty 21.0 Bend
Coyote Loop Trail  difficulty 12.0 **** Bend
Swampy Lakes Trail  difficulty 7.0 Bend
Swampy Dutchman Trail  difficulty 7.0 Bend
Entrada Loop Trail  difficulty 3.0 Bend
Inn Loop  difficulty 13.0 Bend
Swede Ridge Loop  difficulty 9.0 **** Bend

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