Trail Running Calendar Oregon 2026-2027

A point-to-point 10K, 5K and 1-mile run along the Lostine River in Lostine, Oregon with bus transport to the start and proceeds supporting local youth programs.

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.

Trail races of 50 mile, 50K and 25K near Timothy Lake with views of Mount Hood. The 50 mile and much of the 50K use the Pacific Crest Trail while the 25K circles Clackamas and Timothy Lakes.

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.

A timed run through private vineyards in Dundee Hills with multiple distances and varied terrain. The event includes a post race festival with wine tasting from about two dozen wineries, commemorative glass and medal, plus 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 race series in Forest Park with three five-race Series from April to October, featuring hilly courses of about 4 to 7 miles. Series standings require at least four races and the event benefits the Forest Park Conserv..

Point to point trail races from Bend to Sisters in Central Oregon, featuring a 100 mile Western States qualifier and a 50 mile course. Both routes use single-track trails and include multiple full aid stations and shuttle options.

On July 25, 2026 the Hoodoo Challenge offers a scenic trail half marathon and a 5K to Potato Hill with limited fields, post-race lunch and proceeds supporting local families.

A 6-hour trail challenge in North Plains where runners complete a 5K every hour to earn patches, a finisher tee, and a chance at national leaderboard prizes including a $1,000 national award.

A trail running event near Oakridge, Oregon offering a 14 mile single track with significant climbing and a 5.5 mile single track with shuttle service. Aid stations, limited entry, and event shirts available.

A low-key evening trail race series in Forest Park with three five-race Series from April to October, featuring hilly courses of about 4 to 7 miles. Series standings require at least four races and the event benefits the Forest Park Conserv..

A loop ultramarathon around Waldo Lake that starts and finishes at Willamette Pass Ski Area near Oakridge, Oregon. The mostly single track course climbs several peaks and includes remote trail sections and lake views.

Hood Hundred is a 100 mile mountain trail race on Mt Hood staged at Mt Hood Meadows. The lollipop loop course includes 17,300 feet of ascent and descent, is a Western States qualifier, and has a 34 hour cutoff.

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 Sumpter, Oregon offering 50 mile and 50K options along the Elkhorn ridgeline with high elevation, technical terrain, cupless support, mandatory safety gear, and specific entry requirements.

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 six person relay near La Grande OR covering about 80.6 miles with 6,000 feet of climbing, gravel mountain roads, and a high point near 7,400 feet. Tiered registration runs through July 11.

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.

Timed 24 hour, 12 hour, and 6 hour runs on a 1.05 mile loop at Bush's Pasture Park in Salem, Oregon. The event features chipped timing, a single aid station, and a participant cap.