Trail Running Calendar Oregon 2025-2026

The Oakridge Triple Summit Challenge is a unique three-day stage trail running event held in scenic Oakridge, Oregon. This race features a total of 60k across three challenging courses, including a 28k, 15k, and 17k, all set in a stunning forested landscape. Participants can camp at the venue and en..

The Wine Country Trail Runs, hosted at Chehalem Ridge Nature Park in Gaston, OR, offers a scenic running experience through restored natural landscapes. Participants can choose from a half marathon, 10k, adaptive 10k, and 5k, all featuring well-maintained trails surrounded by stunning views of the C..

Hood Hundred is a challenging 100-mile mountain trail run set in the stunning terrain of Mt. Hood, Oregon. The event features a lollipop-style course with significant elevation gain and descent, providing an epic endurance experience for participants.Hosted by Daybreak Racing, the race emphasizes co..

The Hoodoo Challenge: Run to the Top is an exciting running event taking place in Sisters, Oregon, featuring a half marathon and a 5K race. Celebrating its 8th year, the half marathon course offers scenic forested trails and stunning views from Potato Hill, culminating in a hosted lunch and awards c..

Run for the Oaks is an annual running event held at Left Coast Estate in Rickreall, Oregon, designed to support the Oak Savanna Restoration Project. Participants can choose between a 5K or 10K trail run, with the course winding through beautiful vineyards and oak forests. The event aims to raise fun..

The Waldo 100K Ultramarathon is a demanding 100K race set in the scenic Willamette Pass Ski Area in Oakridge, Oregon. The course features a loop that ascends several mountains, including Fuji, The Twins, and Maiden Peak, offering breathtaking views of Waldo Lake. Primarily consisting of single-track..

The Angry Owl Ultramarathons, set for August 9-10, 2025, in Salem, Oregon, is a welcoming and low-key running event designed for both seasoned ultrarunners and newcomers. Participants can choose from 24-hour, 12-hour, and 6-hour timed races, all taking place on a scenic loop course. The event emphas..

Wy’east Trailfest is a premier mountain trail running event held at Mt. Hood, Oregon, featuring a variety of race distances including a challenging 50 miler, 50K, 28K, and 14K on Saturday, followed by a scenic Half Marathon, 8K, and a Kids Race on Sunday. The event celebrates the beauty of the alpin..

The 2025 Haulin Aspen is a premier trail running event taking place in Bend, Oregon, featuring a full marathon, half marathon, and a 6.5-mile course known as the "Half As." Celebrating its 21st year, this event showcases the stunning trails of the Deschutes National Forest, offering participants a c..

The Post Canyon Half Marathon, taking place in Hood River, OR, is a vibrant trail race celebrating its 11th anniversary. This unique event emphasizes fun and community, welcoming all participants regardless of their finishing time. Each racer receives a generous finisher prize bag, and there are add..

The Oregon 200 is a unique 200-mile trail race set in the scenic landscapes of Oakridge, Oregon, featuring trails alongside the Middle Fork of the Willamette River and the North Umpqua River. This out-and-back course offers a vibrant experience with forested single tracks, lakes, and rivers, making..

The Sunset Bay Trail Runs is an exciting running event taking place at Sunset Bay State Park in Coos Bay, Oregon. Scheduled for August 23, 2025, the event features a variety of challenging courses, including a 1 Mile Beach Fun Run, a 4-Mile Trail Run, a 15K Trail Run, and a Half Marathon, with an op..

The Oregon Cascades 100 is a challenging point-to-point trail race set in the scenic landscapes of Oregon, starting in Bend and finishing in Sisters. Participants can choose between a 100-mile race, which features approximately 10,700 feet of elevation gain, and a 50-mile race with 4,000 feet of ele..

The Ultimook Race Open 5k is an exciting cross-country running event set in Tillamook, Oregon, featuring a unique course that includes a mud pit, two river crossings, wood-chipped trails, a corn maze, and beautiful flower fields. Participants can choose from two open races, allowing flexibility in s..

The Pine to Palm 100 is a challenging 100-mile ultramarathon set in the stunning Siskiyou Mountains of Southern Oregon. Scheduled for September 13-14, 2025, the race begins in Williams, OR, and concludes in Ashland, OR. Participants will navigate a rugged point-to-point course featuring a mix of sin..

Cloud Cap is a scenic mountain running event taking place on Mt. Hood, featuring both a marathon and a half-marathon. The courses offer breathtaking views and traverse the historic Cloud Cap-Tilly Jane area, showcasing iconic sites and diverse terrain.The marathon spans 26.3 miles with significant e..

The Three Course Challenge is an annual cross-country event held at Camp Rilea in Warrenton, Oregon. This unique competition features three distinct courses designed to test athletes' endurance and mental toughness, incorporating various terrains such as grass, dirt, and sand, along with challenging..

The Mountain Lakes 100 is a scenic 100-mile trail race held in Oregon, starting and finishing at Olallie Lake. Renowned for its breathtaking views, the course features technical and rocky sections, alongside 60 miles of the Pacific Crest Trail. The event is well-supported, with experienced volunteer..

The Umatilla Rim Ripper is a trail running event taking place in Tollgate, Oregon, featuring three race distances: a half marathon (13.1 miles), an 11K (6.8 miles), and a 7K (4.5 miles). This event is designed for both seasoned trail runners and newcomers, offering a scenic course primarily on the U..

The Three Sisters Skyline is an exciting running event featuring stunning courses with breathtaking views of the Three Sisters and other Cascade peaks in Oregon. Participants can choose between a challenging 50K race that traverses the edge of the Three Sisters Wilderness, showcasing diverse landsca..