Trail Running calendar near Maupin 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.

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.

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.

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..

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 trail event near Sisters Oregon featuring a 50K to the edge of the Three Sisters Wilderness and a point to point half marathon with a net downhill. The race supports the Sisters Trail Alliance and includes a shuttle to the start.

Mountain Lakes 100 is a 100 miles trail race on the Pacific Crest Trail between Mt Jefferson and Mt Hood near Olallie Lake Resort, featuring about 11,700 feet of elevation change, limited to 150 entrants, and with manual aid-station trackin..

A 3.1 mile obstacle run with 22 symbolic obstacles representing the journey from captivity to liberation. Held in Happy Valley, OR on September 26, 2026, all proceeds support organizations that fight human trafficking and survivor rehabilit..

A trail running event at Teacup Ski Trail System on Sept. 27 with a new course and three distances, including youth and kids races. The route features lake views, varied terrain, one water station, and on-site parking and restrooms.

A last person standing trail race on Hamilton Island in the Columbia River Gorge where runners repeat a 4.13 mile loop each hour and must finish each loop in under 60 minutes to continue until one runner remains.

The 34th Annual OXFORD Classic in Bend adds a Community 5K at Drake Park on 10/03/2026. The flat loop follows the Deschutes River on grass and paved paths and registration is free.

Mountain trail races on Mount Bachelor over October 3–4, 2026, including 6/12/24-hour summit loops and three looped courses. Chairlift use is included and multiple aid stations and lodge facilities support runners on alpine singletrack.

An in-person and virtual event on October 4, 2026 in Gresham featuring a 5K, a kids dash for ages eight and under, and a virtual run/walk. Registration opens in April and fees vary by event.

A three-day trail running event at Silver Falls State Park in Silverton, Oregon, offering distances from 5K to 50K. Registration opens Aug 1 and closes Oct 11, 2026, with fees that vary by race distance.

A fall trail running weekend at Suttle Lake, Oregon featuring 24 hour, 12 hour and 6 hour timed races on a 3.6 mile loop, free on-site camping, provided food, and basic facilities with portable toilets.

A fall-themed running event at Pacific Community Park with youth races and an open 5k on mostly grass and compact trail. Medals go to the top 15 in each race and the top boy and girl receive a Halloween blanket.