Trail Running Calendar Oregon 2026-2027

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.

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.

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.

A 100 mile mountain trail race on Mt. Hood with a crew accessible lollipop loop, 17,300 feet of ascent and descent, staged at Mt. Hood Meadows.

11th annual trail race at Left Coast Estate on August 1, 2026, featuring 5K and 10K courses through oak savanna and vineyards, with proceeds funding oak savanna restoration.

A remote mountain ultramarathon near Sumpter, Oregon offering 53-mile and 50K trail courses with mandatory prior ultramarathon experience; registration includes shuttle, meal, finisher award, and fairgrounds camping.

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 weekend of timed running in Salem with 24 hour, 12 hour, and 6 hour events on a 1.05 mile loop, with a staffed aid station and chipped timing.

At Tom Pence Ranch on Aug 8-9, 2026, the Boise Spartan Trifecta Weekend features Sprint, Super and Beast obstacle races, kids races, an obstacle workshop, and spectator access.

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.

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.

Mountain trail races at Mt. Hood Meadows on August 15-16 2026, featuring a 50K USATF Trail National Championship, multiple distances and a free kids race.

A trail half marathon in Hood River, Oregon on August 22, 2026 with about 2,300 ft of elevation gain, mountain views and creek crossings. The event is cupless, requires personal water, includes two official aid stations and finisher prize b..

A community run and walk at Millicoma Marsh offering 5k and 2k courses on mixed gravel, grass, and paved surfaces, followed by a stewardship activity along the trail with free parking available.

Trail runs at Sunset Bay State Park offering a half marathon, 15K, 4-mile trail and 1-mile beach fun run along the Oregon Coast.