Trail Running Calendar Oregon 2026-2027

A point-to-point run along the Lostine River in Lostine, Oregon on July 4, 2026, offering 10K, 5K and 1-mile options. The event is organized by the Rotary Club of Wallowa County with proceeds supporting youth programs and scholarships.

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 100K loop ultramarathon around Waldo Lake near Oakridge, Oregon. The mostly single track route climbs several peaks from Willamette Pass Ski Area and includes remote sections and mountain views. Entry used a lottery for 2026.

A 100 mile mountain trail race at Mt Hood Meadows with a crew accessible lollipop loop, 17,300 feet of ascent and descent, a 34 hour cutoff, and Western States qualifier status. Registration is limited to 250 runners.

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.

Elkhorn Crest 50 in Sumpter OR is a high elevation trail ultramarathon along the Elkhorn ridgeline with 50 mile and 50K options. Runners must meet a prior ultramarathon requirement and carry mandatory safety gear.

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 11th annual six person relay in La Grande, OR covering 80.6 miles with about 6,000 feet of elevation gain, featuring gravel mountain roads and a trail finish at a ski resort. Registration has early, regular, and late pricing.

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.

Angry Owl Ultramarathons in Salem, Oregon offers 24 hour, 12 hour and 6 hour timed runs on a 1.05 mile loop at Bush's Pasture Park. Chip timing and a single aid station are provided, and each participant receives a cap.