Trail Running calendar near Southeast Portland 2025-2026

The Mt. Hood Trail Runs, held near Timothy Lake south of Oregon's highest peak, offer three scenic trail race distances: 50 miles, 50K, and 25K. The 50-mile and 50K courses primarily follow the shaded Pacific Crest Trail, providing iconic mountain views, while the 25K loops around Clackamas and Timo..

The Ultramook 50k & 30k Trail Race takes place on the scenic Tillamook Ridge in Oregon's Tillamook State Forest and BLM lands. The event features two distances: a 30k loop and a combined 50k course made by running the 30k plus an additional 20k loop. Runners traverse a unique trail system of abandon..

The Three Corner Rock PCT Trail Races, held near Carson, Washington, offer two stunning point-to-point trail runs along the Pacific Crest Trail from the South Washington Cascades to the Columbia River Gorge. The event features a classic 50K race starting at Whistle Punk Trailhead and a new, challeng..

The Three Corner Rock PCT 50K is a point-to-point trail race along the iconic Pacific Crest Trail, running from the South Washington Cascades to the Columbia River Gorge. Organized by Wonderland Running, this 50-kilometer race features a scenic detour to Three Corner Rock, offering stunning 360-degr..

The Wine Country Trail Runs take place at Chehalem Ridge Nature Park near Gaston, Oregon, nestled in the heart of Willamette Valley's wine country. The event offers multiple distances including a half marathon, 10k, adaptive 10k, and 5k, catering to all levels of runners and adaptive athletes. The c..

Camp Lug-A-Chug is a unique volunteer event held near Cougar, Washington, at Marble Mountain Sno Park. Participants carry water uphill to remote aid stations for a race, hiking approximately 9 miles roundtrip each day over a weekend. The event is known for its challenging physical activity, camarade..

The Hood Hundred is a challenging 100-mile mountain trail run held at Mt. Hood Meadows in Oregon. The course features a lollipop-style route with 17,300 feet of ascent and descent, showcasing some of Mt.Hood’s most diverse and iconic terrain. This event combines a strong trail running community atmo..

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, off-road trails, paved segments, and meanders through vineyards, oak forests, and gardens, offering spectacu..

The Ralph Painter Memorial Run, held in Rainier, Oregon, is a commemorative event featuring 5K and 10K distances. It honors Chief Ralph Painter of the Rainier Police Department, an avid runner and community figure. The run supports the Ralph Painter Jr.Memorial Scholarship Fund, which awards scholar..

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,..

The Bigfoot endurance races, including the 200 Mile, 40 Mile, and 20 Mile events, take place in the scenic 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 ove..

Wy’east Trailfest is a premier mountain trail running event held at Mt. Hood Meadows in Oregon, showcasing the alpine terrain of Mt. Hood.The festival features challenging and scenic races over two days, including a 50-mile point-to-point course with 10,650 feet of gain, a 50K, a 28K loop, and a ste..

Angry Owl Ultramarathons, held annually in Salem, Oregon, is a low-key, community-focused timed running event featuring 6-hour, 12-hour, and 24-hour race options. The course is a roughly one-mile loop combining hard-packed dirt, non-technical trail, grass, gravel, and some asphalt, located in Bush's..

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 challenging ultramarathon events through the rugged and remote Dark Divide Roadless Area in the Central Washington Cascades. The 2025 event includes a 100-mile race, a new 100K point-to-point course, a 50K, and a 15-mile fun run, all s..

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 a mud pit, two river crossings, wood-chipped trails, a corn maze, and fields of flowers, offering runners a challenging 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, 20-mile, and half marathon, featuring rugged singletrack trails with significant..

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 scenic and challenging tour of Mt.Hood’s northern slopes, traversing the historic Cloud Cap-Tilly Jane District. The marathon is a double-loop,..

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..