Trail Running Calendar Oregon 2025-2026

The Tufted Puffin Endurance Run is an ultra-distance running event held at Newport High School Track in Newport, Oregon. It features multiple race categories including 24-hour, 12-hour, and 50K distances, with limited participant spots to ensure a personalized experience. Inspired by the endurance a..

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, 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 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..

The 2025 Haulin Aspen is a celebrated mountain trail running event held in Bend, Oregon, at Wanoga Sno Park along Cascade Lakes Highway. Now in its 21st year, the race offers three distances: a full marathon, a half marathon, and a 6.5-mile course called the "Half As." The all-trail courses wind thr..

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 Cherry Fair Fun Run, held in Cove, Oregon, is a family-friendly event that kicks off the Cherry Fair weekend in the scenic Grande Ronde Valley. It features a fast, downhill 5K starting just past Mill Creek Road, with a shuttle bus transporting runners to the start. The course winds back into tow..

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 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 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 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..

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 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 feet elevation gain), a Half+ (17.2 miles, 3,236 feet climbing), or the Summit Ch..

The Pine to Palm 100 is a challenging 100-mile endurance run held in Southern Oregon, starting at Rock Creek Road in Williams and finishing in Ashland's Lithia Park. The point-to-point course traverses the rugged Siskiyou Mountains, featuring over 20,000 feet of elevation gain and loss, with climbs..

The Moore Mountain Trail Run, held annually in Klamath Falls, Oregon, offers runners three race distances: 5K, half marathon, and 30K. The event features over 90% single-track trails with scenic views of Upper Klamath Lake and Mt. Shasta.The 5K course is fun yet technically challenging with minimal..

The Umatilla Rim Ripper is a trail running event held in Tollgate, Oregon, featuring three distances: a half marathon (13.6 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..

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..

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..