45 Trails in Bend, Oregon

Trail Name Difficulty Length (mi) Rating City
Phil's Area Intermediate 55.0 **** Bend
Dutchman 25.0 Bend
Peterson Ridge Loop Intermediate 25.0 ***** Sisters
Kents to Phils, chicken, KGB, Marvins (Phil’s Area) 21.0 Bend
Swamp Wells Trail 21.0 Bend
Stevens Canyon Loop Beginner 20.0 *** Sisters
Tumalo Trail System 20.0 Bend
Dutchman Flagline Loop Advanced 14.0 **** Bend
Deschutes River Beginner 14.0 **** Bend
Juniper Trailhead Intermediate 13.0 **** Redmond
Mrazek Intermediate 13.0 **** Bend
Inn Loop 13.0 Bend
Wanoga Sno-Park Fat Bike Trails 12.0 Bend
Coyote Loop Trail 12.0 **** Bend
no name 10.0 Bend
Maston Trail Intermediate 10.0 **** Redmond
Arnold Ice Cave Advanced 10.0 **** Bend
Swede Ridge Loop 9.0 **** Bend
Flagline Trail Intermediate 9.0 *** Bend
Storm King Intermediate 8.0 **** Bend
Dinah Moe Humm Intermediate 8.0 *** Bend
Edison Lava Trail Intermediate 8.0 ***** Bend
Funner Advanced 7.0 ***** Bend
Phil's Trail (Phil’s Area) Intermediate 7.0 **** Bend
Boyd Cave Trail 7.0 Bend
Swampy Lakes Trail 7.0 Bend
Swampy Dutchman Trail 7.0 Bend
Ticket to Ride Intermediate 6.0 *** Bend
Catch and release Intermediate 5.0 **** Bend
Ben's Lower (Phil’s Area) Intermediate 5.0 *** Bend
North Fork Intermediate 4.0 **** Bend
Farewell Intermediate 4.0 ***** Bend
Tumalo Creek (Tumalo Trail System) Intermediate 4.0 **** Bend
Tylers Traverse Intermediate 4.0 ***** Bend
C.O.D. (Phil’s Area) Intermediate 4.0 **** Bend
Tiddlywinks Intermediate 4.0 ***** Bend
Skyliners Intermediate 3.0 ***** Bend
Entrada Loop Trail 3.0 Bend
The Lair Expert 3.0 ***** Bend
Larsen Trail Intermediate 3.0 **** Bend
Pine Drops (Phil’s Area) 2.0 Bend
Ben's Upper (Phil’s Area) Advanced 2.0 **** Bend
Horse Butte Intermediate 2.0 **** Bend
Upper Whoops (Phil’s Area) Intermediate 2.0 **** Bend
Horse Ridge Recreation Area Advanced 0.0 ***** Bend