Trail Running calendar near Willamette Pass 2026-2027

A four-race trail series in Bend, Oregon held on Thursday evenings with courses from 4 to 7 miles across April to July 2026. Series registration covers all four races and single-race sign up is available on site for 25 USD cash.

A point to point trail event from Bend to Sisters with 100 mile and 50 mile options across Cascade single-track and mixed roads, staffed aid stations, and a Western States qualifier for the 100 mile distance.

Trail half marathon and 5K at Hoodoo on July 25, 2026. Scenic forest trails, summit views, limited fields, hosted lunch and awards.

A trail run near Oakridge, Oregon offering two single-track distances: a 14 mile course with 3300 feet of climb and descent, and a 5.5 mile point-to-point with shuttle service. Part of the Run Big Trail Series.

A 100 kilometre loop trail race near Oakridge, Oregon, starting at Willamette Pass Ski Area. The course climbs multiple peaks on mostly single track trails and features views of Waldo Lake; prior ultra experience is recommended.

Haulin Aspen is an all-trail running event on August 8, 2026 near Bend, Oregon. It features a full marathon, half marathon, a 6.5 mile course, and a new three person marathon relay on forested single track.

A 24 hour challenge at Elijah Bristow State Park where runners complete ten 5 km laps at 2.5 hour intervals. Camping, meals, drinks, event shirts and swag are provided and finishers receive a coffin style award.

River Falls in Bend Oregon features 5K and 10K trail races along the Deschutes River and the Central Oregon Historic Canal Trail, beginning and ending at Riverbend Park with finisher medals and awards for top placers.

Trail races at Mt. Bachelor feature loop distances of 50K, 28K and 16K plus a Vertical Ascent 5K, each reaching the 9000' summit. The event offers marked courses, aid stations, chip timing, finish awards and a $10,000 50K prize purse.

A trail event near Sisters Oregon featuring a 50K to the edge of the Three Sisters Wilderness and a point to point half marathon with a net downhill. The race supports the Sisters Trail Alliance and includes a shuttle to the start.

The 34th Annual OXFORD Classic in Bend adds a Community 5K at Drake Park on 10/03/2026. The flat loop follows the Deschutes River on grass and paved paths and registration is free.

Mountain trail races on Mount Bachelor over October 3–4, 2026, including 6/12/24-hour summit loops and three looped courses. Chairlift use is included and multiple aid stations and lodge facilities support runners on alpine singletrack.

Trail races in Rainbow, Oregon with 20K and 50K options across old growth forest and volcanic ridgelines. The 50K includes over 8,000 feet of climbing and multiple summit viewpoints, supported by aid stations and drop bag service.

Trail races along the Upper Rogue River near Union Creek, Oregon, offering point-to-point 50 Miler and 50K races plus Half Marathon and 12K loop runs, with shaded singletrack, river canyons and a portion of proceeds supporting the Siskiyou..

A fall trail running weekend at Suttle Lake, Oregon featuring 24 hour, 12 hour and 6 hour timed races on a 3.6 mile loop, free on-site camping, provided food, and basic facilities with portable toilets.

A Halloween themed ranch run in Sisters, OR offering 5k run and walk, a 5 miler, and a kids dash, with chip timing, costume contest, swag, live music and post race non alcoholic refreshments.

Run The Rock in Smith Rock State Park near Bend Oregon features scenic loop trail races of 50K, 25K and a half marathon with significant elevation gain, single track sections, and aid stations.

Multiple trail distances run near Frank Kinney Park in South Eugene, with five aid stations and organic course layouts. This event is the fifth race in the Run Big Trail Series.

Frozen Trail Run Fest at Howard Buford Park in Eugene features looped trail races from 5K to 50K with creek crossings, gravel sections, significant climbing, and staffed aid stations.

Incline Vista offers two trail race distances at Cline Butte with wide Cascade views, new multi-use trails, post-race food, and finisher medals. The courses include a 20 mile route to the summit and a scenic 15K to the base.