Trail Running calendar near Portland 2025-2026

The Post Canyon Half Marathon is a unique trail running event held in Hood River, Oregon, starting at the Binns Hill Staging Area. Celebrating its 11th year, the race offers a fun, inclusive atmosphere where every participant is a winner, receiving a generous finisher prize bag and chances for bonus..

The Dark Divide Trail Races, held near Randle, Washington, offer a challenging and scenic ultramarathon experience in the rugged Dark Divide Roadless Area of the Central Washington Cascades. The event includes a 100-mile race, a new 100K point-to-point course, a 50K, and a 15-mile fun run, all start..

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 in Toutle, Washington, unfolds in the Mt. St. Helens National Volcanic Monument’s northern backcountry.The weekend features three remote trail races: a 50K (one epic clockwise loop on 99% backcountry singletrack) with 7,600 ft of ascent and descent; a 20-mile loop with 4,800 ft gain..

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 is a mountain running event held at Cooper Spur Ski Area on Mt. Hood, Oregon, featuring marathon and half-marathon distances. The courses offer a challenging and scenic tour of Mt.Hood’s northern slopes, passing through the historic Cloud Cap-Tilly Jane District. The marathon is a double-l..

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 unique last-person-standing trail race held on Hamilton Island in the scenic Columbia River Gorge, Washington. Participants run a 4.13-mile loop with minimal elevation gain (103 feet) along flat trails featuring river views, forested areas near Bonneville Dam, and a small hi..

The Condor 25K Trail Run is a scenic trail race held in Corvallis, Oregon, featuring a 25-kilometer course through the area's extensive trail network. As part of the Corvallis Trail Series, the event promotes trail running and supports local races. The course is updated regularly and offers runners..

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..

The Stub Stewart Trail Challenge is a versatile trail running event held at L.L. Stub Stewart State Park in Buxton, Oregon. Featuring a challenging yet enjoyable 6.5-mile loop, the race offers multiple distance options: quarter marathon (one loop), half marathon (two loops), three-quarter marathon (..

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..

The Mt. Tabor Tar 'n' Trail is a fundraising running event held in scenic Mt. Tabor Park, Southeast Portland, Oregon.It features a 5K walk/run and a 10K run, with an additional 5K Kids Run for children 12 and under. The courses are challenging and hilly, combining paved roads and dirt trails, hence..

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..