Trail Running calendar near Portland 2025-2026

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..

Wild Woman Wilderness Adventure Runs offer a 17-mile, guided wilderness trail run in the Indian Heaven Wilderness near Trout Lake, Washington. This is a one-day, non-competitive, point-to-point adventure designed to build confidence, connection, and mountain-running skills, led by Wild Woman guides...

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 Oregon’s scenic 100‑mile ultramarathon staged at Olallie Lake. Runners cover a looped course that includes roughly 60 miles of the Pacific Crest Trail, weaving through dozens of lakes with mountain views and a mix of technical rocky sections. The event is renowned for its stron..

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 Teacup Tune-Up will take place in Hood River on Saturday 27 September 2025. You can run 8 kilometers.

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 held on Hamilton Island, Washington, in the Columbia River Gorge. The course is a flat 4.13-mile loop with about 103 feet of gain, run on forest trails that offer views of the river and the Oregon side near Bonneville Dam. Runners depart on th..

Condor 25K Trail Run takes place in the McDonald Forest near Corvallis, Oregon, with the start in Peavy Arboretum. The 25K course features about 2,400 feet of total elevation gain and loss, roughly 80 percent single-track trails, including a mix of climbs and long, runnable sections, plus a small am..

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..

2025 Hit the Barlow Trail Run/Walk & Kid's Dash, organized by the Sam Barlow High School Alumni Association, is a hybrid in-person and virtual event held in Gresham, Oregon on Sunday, October 5, 2025. The race site is at 5105 SE 302nd Avenue. The event lineup features a 5K Run/Walk and a Kid's Dash..

Angel's Rest is a trail running event in the Columbia River Gorge near Cascade Locks, Oregon, starting at Benson State Recreation Area. Distances include 50K, 20 Mile, 10K, and a 10K Youth Trail option. Runners enjoy sweeping gorge views, Multnomah and Wahkeena Falls, and climbs to Larch Mountain wi..

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 scenic Mt. Tabor Park in Southeast Portland, Oregon.The race offers a 5K run/walk, a 10K run, and a kids’ 5K, benefiting the Friends of Mount Tabor Park. The course winds through the park's three marked trails—the Red, Green and Blue—fea..

Autumn Leaves 50M/50K/30K takes place in St. Paul, Oregon, at Champoeg State Heritage Area. It offers 50‑mile, 50‑km, and 30‑km races, plus a Kids Run.The course uses a 10K loop: 80% paved bike path, 20% dirt single track; flat with small rollers and built for speed, runnable in road shoes. Headlamp..

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 5K Trail Run is held in Silver Falls State Park, near Silverton, Oregon. The race covers a 5K on park trails, offering a scenic, wooded course for trail runners. Described as a Halloween Friday evening event, this is the 15th annual edition, with registration opening August 1, 2025.It i..