Trail Running Calendar Oregon 2025-2026

The Oakridge Triple Summit Challenge is a unique three-day stage trail running race held in scenic Oakridge, Oregon, known for its nearly 500 miles of forested trails. The event features multiple race distances: a 60k stage race over three days, and individual races of 28K, 15K, 17K, plus a Kids 1 M..

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..

The Hoodoo Challenge: Run to the Top is an annual running event held in Sisters, Oregon, featuring a half marathon and a 5K race. The half marathon course traverses scenic forest trails and culminates with stunning views from the summit of Potato Hill, followed by a descent to the Hoodoo Lodge parki..

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..

The Waldo 100K Ultramarathon is a demanding 100-kilometer loop trail race held at Willamette Pass Ski Area near Oakridge, Oregon. Starting at an elevation of 5,120 feet, the course ascends several mountains including Fuji, The Twins, and Maiden Peak, offering runners stunning views of the pristine W..

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..

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 2025 Haulin Aspen is a celebrated mountain trail running event held in Bend, Oregon, on August 9, 2025. It offers three race distances: a full marathon, a half marathon, and a 6.5-mile course called the "Half As." The races take place entirely on scenic trails through the Deschutes National Fore..

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 Oregon 200 is a challenging 200-mile ultramarathon held in Oakridge, Oregon, featuring a scenic out-and-back course alongside the Middle Fork of the Willamette River and the North Umpqua River. The route showcases the Pacific Northwest's lush forested single-track trails, running beside lakes an..

The Oregon Cascades 100 is a challenging point-to-point trail race held in Oregon, starting in Bend and finishing in Sisters. The 100-mile course features approximately 10,700 feet of elevation gain and 11,200 feet of loss, mostly packed into the first 100K, making it tougher than it appears. Runner..

The Sunset Bay Trail Runs, held at Sunset Bay State Park in Coos Bay, Oregon, offer a challenging and scenic trail running experience along the Oregon Coast. The event features multiple distances including a 1 Mile Beach Fun Run, 4-Mile Trail Run, 15K Trail Run, and a Half Marathon Trail Run with an..

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..

The Mt. Ashland Trail Run, held at Mt. Ashland Ski Area in Ashland, Oregon, offers a challenging and scenic mountain running experience.Participants can choose from several distances: a Half Marathon (13.3 miles, 2,315' elevation gain), a Half+ (17.2 miles, 3,236' climbing), or the Summit Challenge..

The Pine to Palm 100 is a challenging 100-mile ultramarathon held in Southern Oregon, starting in Williams and finishing in Ashland. The remote, rugged point-to-point course traverses the Siskiyou Mountain Range, featuring a mix of single-track trails, dirt roads, and under five miles of pavement. R..

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..

The Umatilla Rim Ripper is a trail running event held in Tollgate, Oregon, featuring three distances: a half marathon (13.1 miles), 11K (6.8 miles), and 7K (4.5 miles). The course primarily follows the scenic Umatilla Rim Trail single track, offering runners lush forest views and vistas of the North..