Trail Running calendar near Olallie Lake 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.

Six-hour trail challenge in North Plains, OR where runners complete a 5K every hour; finish all six to earn the OUTLAST medal and national leaderboard ranking.

Trail running at Hardesty Mountain on July 26, 2026 with 14 mile and 5.5 mile courses, shuttle service for the short course, and a participant limit.

A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.

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.

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.

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.

A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.

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 multi day team relay from Mount Hood to the Pacific beaches where 8 to 12 teammates share running legs over roughly 196 or 128 miles.

A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.

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.

Trail races at Mt. Bachelor feature loop distances of 50K, 28K and 16K plus a Vertical Ascent 5K, each reaching the 9000' summit. The event offers marked courses, aid stations, chip timing, finish awards and a $10,000 50K prize purse.

Point to point 50K on the Pacific Crest Trail from the South Washington Cascades to the Columbia River Gorge with a detour to Three Corner Rock.

A multi-distance run in Portland offering a 50K and an about 53 mile route, mostly flat with a short technical Forest Park trail and no aid stations.

A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.