Trail Running calendar near Clackamas Lake 2026-2027

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..

Experience a timed multi surface race along the Santiam River in Stayton. Choose from 10K, 5K, or 3K distances and celebrate your finish with a commemorative pint glass at a local brewery.

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..

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.

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 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 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.

Trail races in Rainbow, Oregon with 20K and 50K options across old growth forest and volcanic ridgelines. The 50K includes over 8,000 feet of climbing and multiple summit viewpoints, supported by aid stations and drop bag service.

First annual 5K on October 10, 2026 at North Clackamas Park Complex in Milwaukie on a flat mostly paved course with proceeds supporting local nonprofits.

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 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.

Looped 10K course near St. Paul OR on October 24, 2026 offering 50 mile, 50 km, 30 km and a kids 1 km run with cupless aid stations and set time limits.

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.

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.