Trail Running Calendar Oregon 2025-2026

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 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 gain), or the Summit Challe..

The Three Sisters Skyline is a trail running event held in Sisters, Oregon, featuring two race distances: a 50K and a half marathon. The 50K course offers stunning views of the Three Sisters and other Cascade peaks, with a challenging route that includes a steady 2,300-foot climb early on, totaling..

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 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 (13.1 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..

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..

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,..

Rogue XC is a cross country running event held in Talent, Oregon, featuring a Community 5K and an Elementary Mile for children ages 5 to 12. The 5K course includes wood chip trails, grass, and a small hill, offering a challenging natural terrain ideal for runners of all ages and skill levels. Partic..

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...

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 Perpetua Coast trail runs take place in the scenic coastal village of Yachats, Oregon, within the Cape Perpetua National Scenic Area. The event offers three distances: a 50K, a 20-mile lollipop-loop course, and a point-to-point half marathon. Runners experience diverse Oregon Coast landscapes, i..

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..

The Stub Stewart Trail Challenge is a versatile trail running event held at L.L. Stub Stewart State Park in Buxton, Oregon. Scheduled for October 5, 2025, it offers four distance options: quarter marathon (6.5 miles), half marathon, three-quarter marathon, and full marathon, all run on a challenging..

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..

Run Whiskey Run is a trail running event held near Bandon, Oregon, about 20 miles south of Coos Bay, on the region’s first single-track trail system. The race takes place on shaded, rolling, and smooth loamy trails at the Whiskey Run Trailhead. Participants can choose from three course distances: 1...

Angel's Rest is a trail running event held in the Columbia River Gorge near Cascade Locks, Oregon, featuring distances of 50K, 20 miles, and 10K. The courses showcase iconic landmarks such as Multnomah and Wahkeena Falls, with scenic views of Angel's Rest, Devil's Rest, and the Columbia River. The 5..

The Rainbow Ridge 50k and 20k trail races take place near Rainbow, Oregon, offering stunning Pacific Northwest scenery. The 20k starts at the Upper McKenzie Community Center, featuring a 2,600-foot climb to Kings Castle summit with panoramic views of the McKenzie River valley and Cascade peaks, foll..

Rogue Gorge is a scenic trail running event held in historic Union Creek, Oregon, along the Upper Rogue Wild & Scenic River in the Southern Oregon Cascades. The event features multiple race distances: a challenging 50-mile point-to-point course with 4,000 ft ascent and 5,900 ft descent, a 50K out-an..

The Mt. Tabor Tar 'n' Trail is a fundraising running event held in scenic Mt. Tabor Park, Southeast Portland, Oregon.It features a 10K run, a 5K run/walk, and a 5K kids run for ages 12 and under. The courses are challenging and hilly, combining paved roads and dirt trails, hence the name "Tar 'n' Tr..