Trail Running Calendar Oregon 2026-2027

A three day trail running festival on Mt. Ashland offering races from an 8K up to a 100 mile town to summit event, with Pacific Crest Trail sections, live music, food trucks, and on mountain aid and amenities.

Mt Hood Trail Runs offers 50M, 50K and 25K trail races near Timothy Lake with extensive Pacific Crest Trail sections and mountain views. The event features on trail aid, post race food and drinks, finisher pint glasses, awards, and nearby c..

A trail half marathon in Bend, Oregon on July 11, 2026 covering 13.1 miles from the Athletic Club of Bend, limited to 300 runners with online registration closing July 9, 2026.

Run through private vineyards near Dundee Billick Park with chip-timed races, a post-race festival featuring tasting from 25 wineries, and distances from a 5K to a half marathon plus a short wine walk and a virtual option.

Experience a 6 mile trail run through the Mt. Hood National Forest featuring stream crossings and steep terrain. Enjoy group camping and a post race beer garden at the McCubbins Gulch Campground.

A low-key evening trail running series in Forest Park, organized as three Series of five races with courses around 4 to 7 miles. The Series includes standings, a post-Series awards gathering, and benefits the Forest Park Conservancy.

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.

Point-to-point trail ultramarathons from Bend to Sisters in Central Oregon offering 100-mile and 50-mile courses, multiple aid stations, shuttles, and a 32-hour limit for the 100-mile event. Both races are sold out with a waitlist open.

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

Outlast Portland is a 6 hour trail challenge of six timed 5K laps run on the hour. Runners who complete four or five laps earn patches and those who finish all six earn a medal and a national leaderboard ranking.

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 low-key evening trail running series in Forest Park, organized as three Series of five races with courses around 4 to 7 miles. The Series includes standings, a post-Series awards gathering, and benefits the Forest Park Conservancy.

The Waldo 100K is a 100 kilometer loop trail race in Oakridge, Oregon on August 1, 2026. The route starts at Willamette Pass Ski Area and includes mountain climbs, remote single track sections, and views of Waldo Lake.

A 100 mile mountain trail race around Mt. Hood with 17,300 feet of ascent and descent, staged at Mt. Hood Meadows. The crew accessible lollipop loop course features aid stations, chip timing and a finisher metal belt buckle.

A trail event at Left Coast Estate on August 1, 2026, with 10K and 5K run options and a 5K walk. Proceeds support the Oak Savanna Restoration Project and the day includes wine tasting, live music, and awards.

A remote mountain ultramarathon in the Elkhorn Mountains near Sumpter, Oregon, offering **53 mile** and **50K** courses. Prior trail ultramarathon experience is required; registration includes shuttle, post-race meal, finisher award, and fa..

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.

An 80.6-mile, six-person relay near La Grande, OR, featuring river-side highway sections, 20+ miles of gravel mountain roads, about 6,000 feet of elevation gain, and a finishing trail leg at the Anthony Lakes ski area.

Experience a 5k mud run and garden party at the Wooden Shoe Tulip Farm. This annual event combines an adventurous obstacle course with a vibrant flower festival to support local charitable community projects.

A timed weekend event in Salem, Oregon offering 24 hour, 12 hour and 6 hour formats on a 1.05 mile mixed surface loop with chip timing and a single aid station. The course runs from Bush's Pasture Park with nearby parking and spectator acce..