Oregon
Oregon Trail Running Calendar 2026-2027
Explore the best trail runs in Oregon for 2026-2027! Our updated list features 103 exciting trail runs across the region. Find your next trail run in Oregon below and join the trail community at these great events!
September 2026
Low-key evening trail series in Forest Park with three five race seasons, 4 to 7 mile courses, standings for regular participants, and a post season awards party.
Trail races of 50K and a point to point half marathon near Sisters, Oregon with mountain views, a shuttle to the start, and proceeds supporting local trail maintenance.
Experience 100 miles of scenic single track on the Pacific Crest Trail between Mt. Hood and Mt. Jefferson with 11,700 feet of elevation gain.
A 5k cross country meet on September 19, 2026, at Alderbrook Golf Course in Tillamook, OR, run on a championship-style course with most of the route on shortly clipped fairways.
Cross country meet at Camp Rilea near Seaside Oregon with multiple 3k and 5k courses, chip timing, live drum corps, team lodging, and awards.
Trail event on September 26, 2026 offering 23 mile, half marathon, 11K and 7K courses on single track and forest roads; proceeds support local youth sports.
Rogue XC in Talent, Oregon features a 5K cross country course over wood chip trail, grass and a small hill. A free elementary mile for runners 12 and under is included and the event supports Talent Middle School Cross Country.
Experience a scenic run along the Santiam River in Stayton with 10k, 5k, and 3k options featuring a mix of pavement, gravel, and trail.
A 3.1 mile obstacle run with 22 symbolic obstacles raising funds and awareness for organizations that combat human trafficking and support survivors.
Second annual trail race at Teacup Ski Trail System on Sept. 26 with distances from 1.3 km kids to 7.5 km across mixed single track, road, and two track terrain.
Mission Possible at Willamette Mission State Park on 26 September 2026 offers chip-timed 5K and 10K trail races plus accessible All Abilities 2.25-mile and 1.6-mile loops, with volunteers on course and post-race pancakes and snacks.
Trail races in Klamath Falls on Sept 26, 2026 offering 30K, half marathon and 5K on mostly single track with views of Upper Klamath Lake and Mt. Shasta.
A four-race fall cross country series in Portland with separate men's and women's races, USATF championship events, and both series and single-race registration options.
Trail races through coastal forest and about one mile of beach at South Beach State Park in Newport on September 26, 2026, with half marathon, 10K and 5K options.
Low-key evening trail series in Forest Park with three five race seasons, 4 to 7 mile courses, standings for regular participants, and a post season awards party.
October 2026
Perpetua Coast is a trail race weekend in Yachats, Oregon on October 3 and 4, 2026 offering 50K, 20 mile, half marathon and 10K courses along Cape Perpetua coastal trails.
A last person standing trail race on Hamilton Island in the Columbia River Gorge where runners repeat a 4.13 mile loop each hour and must finish each loop in under 60 minutes to continue until one runner remains.
A community 5K through Drake Park along the Deschutes River in Bend, Oregon, free to enter with a suggested donation supporting Bend High cross country and track.
Mountain trail races on Mount Bachelor over October 3–4, 2026, including 6/12/24-hour summit loops and three looped courses. Chairlift use is included and multiple aid stations and lodge facilities support runners on alpine singletrack.
Community races at Scappoose High School on October 3 offering a 5K and 1K on grass and track with proceeds benefiting the high school cross country program.