47 Trails in Bend, Oregon

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