Trail Running calendar near Southeast Portland 2025-2026

Dark Divide Trail Races take place near Randle, Washington, centered at the Cispus Learning Center in the Dark Divide Roadless Area of Gifford-Pinchot National Forest. The weekend offers 100 Miler, 100K (new in 2025), 50K, and 15 Mile distances, starting and finishing at the HQ. Runners traverse ste..

The Ultimook Race Open 5k is a unique cross-country running event held in Tillamook, Oregon, on a premier flower farm. The 5-kilometer course features diverse terrain including wood-chipped trails, a mud pit, two river crossings, a corn maze, and fields of flowers, offering runners a challenging and..

The Dragonslayer Fantasy Dash and Strut is a 5K running and walking event held in Portland, Oregon, at Gabriel Park. Participants are encouraged to dress as their favorite characters—superheroes, villains, knights, or mythical creatures—and enjoy a magical trail experience featuring mild inclines an..

Backcountry Rise takes place in the Mt. St. Helens backcountry near Toutle, WA, staging at the Mt.St. Helens Science & Learning Center above Coldwater Lake. The event features three remote trail distances: 50K, 20 Miler, and Half Marathon, all within the Mt.Margaret Backcountry of the Mount St. Hele..

The Three Course Challenge is an annual cross-country running event held at Camp Rilea in Warrenton, Oregon. It features three distinct courses—Easy (4,300m), Moderate (5,000m), and Difficult (5,000m)—designed to test athletes' endurance and mental toughness across varied terrain including grass, di..

Cloud Cap takes runners on Mt. Hood’s northern slopes via two loop-style courses— a Mountain Marathon (26.3 miles, 4,800 ft ascent, 4,700 ft descent) and a Half Marathon (13.3 miles, 2,400 ft ascent, 2,400 ft descent). The routes use trails and rugged Cloud Cap Road through the Cloud Cap–Tilly Jane..

Mountain Lakes 100 is a scenic 100-mile trail race held at Olallie Lake, Oregon, featuring rugged and technical terrain with rocky sections and stunning mountain views. The course includes about 60 miles along the Pacific Crest Trail and passes dozens of lakes, showcasing some of Oregon's best trail..

The Teacup Tune-Up Trail Running Race, hosted by the Teacup Lake Nordic Club, takes place on the scenic Teacup Ski Trail System near Mt. Hood, Oregon. Scheduled for September 27, 2025, the event features a 7.5K course for adults, with shorter distances including a 3K for youth 12 and under, and a 1...

Mission Possible is a community-focused running event held at Willamette Mission State Park in Gervais, Oregon. It features multiple race options including traditional 5K and 10K trail runs, as well as All Abilities runs and walks of 2.25 miles and 1.6 miles. The All Abilities course is accessible,..

The Crown Stub 100 is a challenging ultramarathon held at Stub Stewart State Park in Buxton, Oregon, known for its scenic outdoor adventure setting. The 100-mile course features over 10,000 feet of elevation gain and combines various terrains, including asphalt on the Banks Vernonia State Trail, har..

Lastest Not Fastest is a last-person-standing trail race on Hamilton Island in Washington, in the Columbia River Gorge near North Bonneville. The course is a 4.13-mile loop with about 103 feet of gain, run on flat trails that showcase river views and forested sections before returning to the start/f..

Condor 25K Trail Run is a 25-kilometer trail race held in Corvallis, Oregon, offered through the Corvallis Area Trailrunners. The course takes runners through the region’s extensive trail network around Corvallis, with the 2025 route staying the same as 2024 and an updated course map available via C..

The Hit the Barlow Trail Run/Walk & Kid's Dash is an annual event held in Gresham, Oregon, organized by the Sam Barlow High School Alumni Association. The 2025 edition offers an in-person 5K run/walk along the scenic Barlow Trail, with a virtual run/walk option available for remote participants. The..

Stub Stewart Trail Challenge is a multi-distance trail race held at L.L. Stub Stewart State Park in Buxton, Oregon. The course is a fast, 6.5-mile loop that blends Banks-Vernonia Trail pavement with unpaved roads, offering rolling hills and occasional climbs.Distances this year include a 1/4, 1/2, 3..

Angel's Rest is a trail running event held in the Columbia River Gorge near Cascade Locks, Oregon, featuring distances of 50K, 20 miles, and 10K. The courses showcase iconic landmarks such as Multnomah and Wahkeena Falls, with scenic views of Angel's Rest, Devil's Rest, and the Columbia River. The 5..

The Klickitat Trail Run, held in Klickitat, Washington, is a nonprofit fundraising event supporting the local community center and K-12 public schools. Scheduled for October 18, 2025, it features a half-marathon and a 5K run/walk along the scenic Klickitat Trail beside the Klickitat River, showcasin..

Mt. Tabor Tar 'n' Trail is a fundraising running event held at Mt. Tabor Park in Southeast Portland (6000 SE Tabor Summit Dr.) to benefit The Friends of Mt.Tabor Park (FMTP). The event features a 5K run/walk, a 10K run, and a 5K kids run for ages 12 and under. The course is hilly and blends paved ro..

The Autumn Leaves 50 Mile event, held in St. Paul, Oregon, features ultra-distance races including a 50-mile, 50K, and a new 30K option, plus a free Kids Run. The course is a fast, flat 10K loop with 80% paved bike path and 20% dirt single track, designed for speed and mostly runnable in road shoes...

Silver Falls Trail Runs unfolds at Silver Falls State Park in Silverton, Oregon, offering five distances: 5K, 7 Miler, half marathon, marathon, and a 50K ultra. The scenic, forested courses are described as among the West Coast’s most beautiful, featuring waterfalls, canyon trails, a rim trail, cree..

Silver Falls Trail Runs takes place at Silver Falls State Park in Silverton, Oregon, offering five race distances: 5K, 7 Miler, half marathon, marathon, and 50K. The courses are scenic and trail-focused, with highlights including running under two waterfalls on the 5K via Maple Ridge Trail into the..