Trail Running calendar near Southeast Portland 2025-2026

The Volcanic 50 is a rugged and challenging trail running event held at Mt. St. Helens in Washington.It features two race distances: a demanding 50K course that circumnavigates the volcano via the single-track Loowit Trail, covering about 32 miles with roughly 7,400 feet of elevation gain and loss,..

Run for the Oaks is an annual 5K and 10K trail running event held at Left Coast Estate in Rickreall, Oregon, set amidst the scenic Willamette Valley. The course features rolling gravel roads, trails, paved segments, and meanders through vineyards, oak forests, and gardens, offering spectacular views..

The Ralph Painter Memorial Run, held in Rainier, Oregon, features 5K and 10K race options to honor the memory of Chief Ralph Painter of the Rainier Police Department. This event supports the Ralph Painter Jr. Memorial Scholarship Fund, which awards scholarships to deserving high school seniors in Co..

The Bigfoot endurance runs, including the 200 Mile, 40 Mile, and 20 Mile races, take place in the Cascade Mountains of Washington State. The flagship Bigfoot 200 is a challenging 207.9-mile point-to-point race circumnavigating Mount Saint Helens, Mount Hood, and Mount Rainier, featuring over 45,000..

The Angry Owl Ultramarathons, held annually in Salem, Oregon, offer a unique timed running event featuring 6-hour, 12-hour, and 24-hour race options. Set in Bush's Pasture Park, the course is a roughly one-mile loop combining hard-packed dirt, trail, grass, gravel, and some asphalt, providing a vari..

Wy’east Trailfest is a premier mountain trail running event held at Mt. Hood Meadows in Oregon, showcasing the stunning alpine terrain of Mt. Hood.The festival features a variety of challenging races over two days, including a 50-mile point-to-point course with 10,650 feet of elevation gain, a 50K,..

The Post Canyon Half Marathon, held in Hood River, Oregon, is a lively trail race celebrating its 11th year. The course features about 2,300 feet of elevation gain with scenic mountain views of Oregon and Washington, mini waterfalls, and creek crossings. The event emphasizes fun and community spirit..

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, is a stunning trail running event set in the Mt. Margaret Backcountry within the Mount St. Helens National Volcanic Monument.The race offers three challenging loop courses: a 50K, a 20-mile, and a half marathon, featuring rugged singletrack trails with signifi..

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 beauty and outdoor adventure opportunities. The 100-mile course features over 10,000 feet of elevation gain and traverses a mix of surfaces including asphalt on the Banks Vernoni..

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 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 (..