Trail Running Calendar Oregon 2025-2026

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 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..

Twisted Pine Trail Runs is a coastal trail race series held at South Beach Start Park in Newport, Oregon. The event offers three distances: Half Marathon, 10K, and 5K Walk/Run, set amid Oregon's coastal pines and beaches. The Half Marathon starts in South Beach State Park’s woods and then reaches th..

Mt. Ashland Trail Run takes place at the Mt. Ashland Ski Area in Ashland, Oregon.Runners can tackle a Half Marathon (13.3 miles, about 2,315 ft of ascent) or the Half+ (17.2 miles, about 3,236 ft of ascent). For the bold, the Summit Challenge climbs Mt. Ashland’s Summit Trail, with 1–3 laps on a rou..

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..

Cloud Cap takes runners on Mt. Hood’s northern slopes via two loop-style courses— a Mountain Marathon (26.3 miles, 4,800 ft ascent, 4,700 ft descent) and a Half Marathon (13.3 miles, 2,400 ft ascent, 2,400 ft descent). The routes use trails and rugged Cloud Cap Road through the Cloud Cap–Tilly Jane..

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..

Umatilla Rim Ripper is a trail-running event in Tollgate, Oregon, produced by Run Oregon. The race offers three distances on the Umatilla Rim Trail: half marathon (roughly 13 miles), 11K (about 6.8 miles), and 7K (about 4.5 miles). Runners traverse mostly flowy single-track with a short forest-servi..

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..

Three Sisters Skyline is a trail running event held in Sisters, Oregon, offering a 50K and a half marathon. Runners are treated to stunning views of the Three Sisters and other Cascade peaks, with the 50K venturing to the edge of the Three Sisters Wilderness through Ponderosa Pines, alpine meadows,..

The Moore Mountain Trail Run, held annually in Klamath Falls, Oregon, offers runners three distances: 5K, half marathon, and 30K. The courses feature over 90% high-quality single-track trails with stunning views of Upper Klamath Lake and Mt. Shasta.The 5K is a fun yet technically challenging run wit..

Teacup Tune-Up Trail Running Race, hosted by Teacup Lake Nordic Club, is the 2nd annual trail race on the Teacup Ski Trail System near Hood River, Oregon, featuring a new course. Distances include a 7.5K main race, a 3K option for youth (12 and under), and a 1.3K Kids Race, all on varied trail surfa..

Mission Possible is a community-focused running event held at Willamette Mission State Park in Gervais, Oregon. It features multiple race options including traditional 5K and 10K trail runs, as well as All Abilities runs and walks of 2.25 miles and 1.6 miles. The All Abilities course is accessible,..

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..

Lastest Not Fastest is a last-person-standing trail race on Hamilton Island in Washington, in the Columbia River Gorge near North Bonneville. The course is a 4.13-mile loop with about 103 feet of gain, run on flat trails that showcase river views and forested sections before returning to the start/f..

The Crown Stub 100 is a challenging ultramarathon held at Stub Stewart State Park in Buxton, Oregon, known for its scenic outdoor adventure setting. The 100-mile course features over 10,000 feet of elevation gain and combines various terrains, including asphalt on the Banks Vernonia State Trail, har..

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 and a 20-mile lollipop-loop course, plus a point-to-point half marathon. Runners experience diverse Oregon Coast landscape..