Trail Running Calendar Oregon 2026-2027

A mountain skyrace on June 26, 2026 in Joseph, Oregon that climbs 3,700 feet over 4.2 miles to Mt Howard, includes a tram descent, tiered registration fees, finisher medals, and awards including a $200 record bonus.

A team trail relay at Willamette Pass Resort on June 26-27, 2026, covering 117.8 miles with 26,240 feet of climb and mountain views of Diamond Peak and Odell Lake. Camping and village amenities are provided on site.

A point to point trail race on ridgelines around Wy'east with 50 mile and 50K options plus a 50K relay. Courses offer extensive views of Wy'east and substantial net downhill elevation with a steep descent near the end.

A chip timed trail run on the Crown Z Trail beginning at Ruley Trailhead in Scappoose, Oregon. Distances include 5K, 10K and a half marathon with shuttles from Scappoose High School and limited spots available.

Mud Factor Eugene is a mud-based 5K obstacle run at Eugene MX Park in Junction City on June 27, 2026. The event includes Kidz Family and Adult waves, a festival area with a spectator fee, and required signed waivers.

A 5 kilometer race plus a 1 kilometer kids fun run at Willamette Valley Vineyards in Turner Oregon on June 27, 2026, with posted registration windows and limited extra T shirts available at packet pickup.

Mud Factor stages a 5K obstacle run at Wooden Shoe Tulip Farm in Woodburn, OR on June 28, 2026, with KIDZ Family waves, on-site photo sales, and specific entry rules including a signed waiver and photo ID for adults.

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 six hour trail endurance event in Dexter, OR where runners complete a 5K each hour for up to six laps totaling 18 Miles. Lap-based awards include patches and a medal plus national leaderboard and cash prizes for top finishers.

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 vineyard road race in Dundee Hills on July 12, 2026 offering half, quarter, 5K and a 1 mile wine walk, chip timing, and a post-race tasting festival with many wineries.

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 April 16 to July 16, 2026, with courses of 4 to 7 miles. Series registration covers all four races and single-race on site registration is available for $25 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.

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.