Oregon
Oregon Trail Running Calendar 2026-2027
Explore the best trail runs in Oregon for 2026-2027! Our updated list features 89 exciting trail runs across the region. Find your next trail run in Oregon below and join the trail community at these great events!
August 2026
A trail half marathon in Hood River with about 2,300 feet of climbing, two official aid stations, a cupless policy, finisher prize bags and random bonus prizes.
A community run and walk at Millicoma Marsh with a 5 km run, 2 km walk, post-race awards, and a stewardship event supporting the local marsh.
A long-distance team relay across Oregon from Mount Hood to the Pacific, with 8-12 teammates sharing nearly 200 miles and strict safety and conduct rules.
Trail runs at Sunset Bay State Park offering a half marathon, 15K, 4-mile trail and 1-mile beach fun run along the Oregon Coast.
September 2026
A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.
A cross country 5k on a flower farm in Tillamook, Oregon, featuring mud pits, two river crossings, wood-chipped trails, a corn maze, and fields of flowers. Two open races are held with combined results.
River Falls in Bend, Oregon features 10K and 5K trail races along the Deschutes River and the Central Oregon Historic Canal Trail on September 5, 2026.
Trail races at Mt. Bachelor feature loop distances of 50K, 28K and 16K plus a Vertical Ascent 5K, each reaching the 9000' summit. The event offers marked courses, aid stations, chip timing, finish awards and a $10,000 50K prize purse.
Point to point 50K on the Pacific Crest Trail from Stabler to North Bonneville with a summit detour to Three Corner Rock and varied trail terrain.
A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.
A trail event near Sisters Oregon featuring a 50K to the edge of the Three Sisters Wilderness and a point to point half marathon with a net downhill. The race supports the Sisters Trail Alliance and includes a shuttle to the start.
A 100 mile trail race on the Pacific Crest Trail between Mount Hood and Mount Jefferson centered at Olallie Lake Resort with a remote mountain course and limited cell service.
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 races in Tollgate OR offering 23 miler, half marathon, 11K and 7K on Umatilla Rim Trail with aid stations and a cup less course.
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 timed multi surface race along the Santiam River in Stayton. Choose from 10K, 5K, or 3K distances and celebrate your finish with a commemorative pint glass at a local brewery.
A 3.1 mile obstacle run with 22 symbolic obstacles raising funds and awareness for organizations that combat human trafficking and support survivors.
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.