Trail Running Calendar Oregon 2026-2027

A point to point 50K on the Pacific Crest Trail from Stabler to Bonneville Hot Springs in Washington. The singletrack course includes a detour to Three Corner Rock for expansive views and benefits local high school cross country and the PCT..

PDX 50 50 in Portland offers two route options: a roughly 50K course measured at about 31.5 to 32 miles and a longer roughly 53 mile option. The unsupported route is mostly flat with a technical mile in Forest Park and no course markings.

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 trail race day in Sisters, Oregon on September 19, 2026, featuring a scenic 50K to the edge of the Three Sisters Wilderness and a point to point half marathon with a net downhill. Proceeds support the Sisters Trail Alliance.

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 cross country 5k at Alderbrook Golf Course in Tillamook on September 19, 2026. The course runs mostly on shortly clipped fairways and is described as championship style and fast.

The Three Course Challenge is a cross country meet at Camp Rilea north of Seaside, Oregon on September 26, 2026. It features multiple middle and high school courses, chip timing, team lodging, live drum corps performances, and awards.

Trail race in Tollgate, OR offering four distances from a 7K to a new 23 Miler. Courses run mostly on Umatilla Rim single track with aid stations, a cup-less policy, and a 2pm cutoff.

Rogue XC in Talent, Oregon features a 5K cross country course over wood chip trail, grass and a small hill. A free elementary mile for runners 12 and under is included and the event supports Talent Middle School Cross Country.

A 3.1 mile obstacle course featuring 22 symbolic stations that represent the journey from captivity to liberation. Proceeds support the Path to Freedom Project and organizations that assist survivors of human trafficking.

Mission Possible at Willamette Mission State Park on 26 September 2026 offers chip-timed 5K and 10K trail races plus accessible All Abilities 2.25-mile and 1.6-mile loops, with volunteers on course and post-race pancakes and snacks.

Trail races in Klamath Falls on September 26, 2026 offer 30K, half marathon and 5K on mostly single track with views of Upper Klamath Lake and Mt. Shasta. The event is run by a volunteer non profit with local fundraising.

A five-race cross country series in Portland parks with separate men’s and women’s races, options for non-binary entrants, race distances of 5K 6K and 8K, and both series and individual registration fees.

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 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.

Two-day trail running event in Yachats, Oregon offering 50K, 20 mile, half marathon and 10K across coastal shoreline and old-growth forest terrain.

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.

A 25K trail race in Corvallis starting at the OSU Forestry Cabin. Registration includes a Condor shirt and proceeds support local trail building, Corvallis Mountain Rescue Unit, and a shoe assistance program.