Trail Running calendar near Olallie Lake 2026-2027

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.

An obstacle course at Lacamas Lake Regional Park featuring a 4+ mile natural-terrain course with 10+ obstacles, a kids loop for ages 4–10, and a festival area with local vendors and BBQ.

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 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.

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.

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 mixed surface loop with chip timing, a single aid station, and participant caps; 2026 marks the event's tenth year.

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 two day mountain trail running weekend at Mt. Hood Meadows with alpine courses reaching 8,000 feet and distances from a .75 mile kids run to a 50 mile race. The 50K is the 2026 USATF 50K Trail National Championship.

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 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.

River Falls in Bend Oregon features 5K and 10K trail races along the Deschutes River and the Central Oregon Historic Canal Trail, beginning and ending at Riverbend Park with finisher medals and awards for top placers.