Trail Running Calendar Oregon 2025-2026

Pine to Palm 100 Mile Endurance Run is a remote point-to-point ultramarathon in Southern Oregon, running from Rock Creek Road in Williams to Lithia Park in Ashland. The race covers 100 miles with 20,000-plus feet of elevation gain, including three climbs near 7,000 feet, and travels mainly on single..

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..

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..

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..

Three Sisters Skyline in Sisters, Oregon, offers two scenic mountain courses: a 50K and a half marathon, finishing in Sisters. The 50K climbs about 3,700 feet and descends 4,700, with 95% on single-track trails and views of the Three Sisters Wilderness. The half marathon is a point-to-point course w..

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 Oregon’s scenic 100‑mile ultramarathon staged at Olallie Lake. Runners cover a looped course that includes roughly 60 miles of the Pacific Crest Trail, weaving through dozens of lakes with mountain views and a mix of technical rocky sections. The event is renowned for its stron..

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 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..

Springfield Legacy Run is a community running event held in Springfield, Oregon, on Shana’s Trail at Willamalane Park. It features a 1-hour walk and a 1-hour run, with a non-competitive walk and a run-only section, and race timing provided by EclecticEdge to track loops. The Shana Loop covers 800 me..

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,..

The Teacup Tune-Up will take place in Hood River on Saturday 27 September 2025. You can run 8 kilometers.

Rogue XC is a Southern Oregon Runners event held in Talent, Oregon, offering two cross-country races suitable for all ages. The Rogue XC Community 5K invites individuals and small teams to tackle a course that winds through wood-chip trails and grassy sections, including a small hill, with tradition..

Lastest Not Fastest is a last-person-standing trail race held on Hamilton Island, Washington, in the Columbia River Gorge. The course is a flat 4.13-mile loop with about 103 feet of gain, run on forest trails that offer views of the river and the Oregon side near Bonneville Dam. Runners depart on th..

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..

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..

Condor 25K Trail Run takes place in the McDonald Forest near Corvallis, Oregon, with the start in Peavy Arboretum. The 25K course features about 2,400 feet of total elevation gain and loss, roughly 80 percent single-track trails, including a mix of climbs and long, runnable sections, plus a small am..

2025 Hit the Barlow Trail Run/Walk & Kid's Dash, organized by the Sam Barlow High School Alumni Association, is a hybrid in-person and virtual event held in Gresham, Oregon on Sunday, October 5, 2025. The race site is at 5105 SE 302nd Avenue. The event lineup features a 5K Run/Walk and a Kid's Dash..

Stub Stewart Trail Challenge is a multi-distance trail race held at L.L. Stub Stewart State Park in Buxton, Oregon. The course is a fast, 6.5-mile loop that blends Banks-Vernonia Trail pavement with unpaved roads, offering rolling hills and occasional climbs.Distances this year include a 1/4, 1/2, 3..

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...