Oregon
Oregon Trail Running Calendar 2026-2027
Explore the best trail runs in Oregon for 2026-2027! Our updated list features 83 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
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.
Mountain Lakes 100 is a 100 miles trail race on the Pacific Crest Trail between Mt Jefferson and Mt Hood near Olallie Lake Resort, featuring about 11,700 feet of elevation change, limited to 150 entrants, and with manual aid-station tracking due to l..
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.
A long running cross country meet at Camp Rilea near Seaside Oregon featuring multiple flagged courses, chip timing, team lodging, live drum corps, and youth divisions.
Trail races on September 26, 2026 in Tollgate OR with 23 mile, half marathon, 11K and 7K courses on the Umatilla Rim Trail.
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 representing the journey from captivity to liberation. Held in Happy Valley, OR on September 26, 2026, all proceeds support organizations that fight human trafficking and survivor rehabilitation.
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 at Moore Park in Klamath Falls offering 30K, half marathon and 5K mostly on single track with views of Upper Klamath Lake and Mt. Shasta.
A five-race cross country series in Portland parks with separate men’s and women’s races, options for non-binary entrants, race distances of 5K 6K and 8K, and both series and individual registration fees.
A trail running event at Teacup Ski Trail System on Sept. 27 with a new course and three distances, including youth and kids races. The route features lake views, varied terrain, one water station, and on-site parking and restrooms.
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.
October 2026
Trail races along the Cape Perpetua coast near Yachats, Oregon offering 50K, 20 Miler, half marathon and 10K on October 3-4, 2026.
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.
The 34th Annual OXFORD Classic in Bend adds a Community 5K at Drake Park on 10/03/2026. The flat loop follows the Deschutes River on grass and paved paths and registration is free.
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.
A 25K trail race in Corvallis OR on October 4 2026, part of the Corvallis Trail Series with proceeds supporting local trail work and rescue and shoe assistance programs.
An in-person and virtual event on October 4, 2026 in Gresham featuring a 5K, a kids dash for ages eight and under, and a virtual run/walk. Registration opens in April and fees vary by event.
Experience a unique trail run through the shaded single track of Bandon's forest. Choose from distances of 1.5, 5, or 10 miles on rolling loamy trails typically reserved for mountain bikers.