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!
April 2027
A trail running event near Sisters, OR on April 11, 2027 offering 40 mile, trail marathon and 20 mile courses on Peterson Ridge and Metolius Windigo trails. The Rumble raises funds for Sisters High School Cross Country and Sisters Trails Alliance.
Scenic trail races through the Columbia River Gorge staged at Marine Park in Cascade Locks, offering 100K, 50K and 30K distances, on-site Thunder Island camping, chip timing, stocked aid stations, and a $75,000 prize purse.
A half marathon on the trails around Blodgett, Oregon that is part of the Mudslinger Festival and can be combined with the XC mountain bike race for combined scoring.
April 24, 2027 100 mile ultramarathon at Stub Stewart State Park in Buxton OR on asphalt, gravel and dirt trails with about 7,000 ft gain; two person relay available.
A one-course trail event at L.L. Stub Stewart Memorial State Park on April 25, 2027 where participants choose one of four distances by completing laps of a 6.5 mile loop. Top male and female finishers in each distance receive Bivouac Golden Trucker H..
May 2027
A 57 mile team running relay in Bend, Oregon with brewery exchange points and a riverside beer festival at Drake Park.
Sisters Country offers spring trail racing in Sisters, Oregon with a 50K and a Half Marathon, both starting and finishing at Village Green Park on May 2, 2027. The event includes aid stations, finisher medals, post-race food, and a local high sch..
A Seriously Fun 5K obstacle run at Moto541 in Central Point, Oregon on May 8, 2027, open to all ages with required signed waivers and a spectator festival option.
A women-focused running event in Bend offering a half marathon, 10K, 5K and a kids run, with aid stations, gear drop, post-race vendors, and a community beneficiary supporting outdoor access for youth of color.
Overnight loop racing at Cline Buttes near Redmond with timed 3, 6, 12, 24 hour events, a Last Person Standing format, and a 3.1 mile loop featuring an 800 ft climb.
Scenic spring trail races at Smith Rock State Park near Terrebonne Oregon, offering 50 mile, 50K and 10 mile courses that pass basalt cliffs, canyon trails and Crooked River Grasslands on May 29, 2027.
June 2027
Trail marathon and half marathon around Timothy Lake in Oregon with single track forest trails, rustic bridge crossings and views of Mt. Hood on June 5 and 6, 2027.
Trail races of 50K (single loop to Marys Peak) and 25K in Blodgett, Oregon, on private Starker Forests trails with camping, aid stations, photos and age-group awards.
Trail running at Willamette Pass Resort with a 6.9 mile Red Loop and timed 6H and 24H ultra options amid alpine lakes, volcanic peaks, and wildflowers.
Mud Factor in Woodburn is a 5K obstacle run at Wooden Shoe Tulip Farm on June 26, 2027, with adult and KIDZ family waves, spectator festival access, and event photos.
Point to point half marathon from Cove to Union OR on mostly gravel roads with nearly 1,000 feet of elevation gain and aid stations at miles 4 7 and 11.
July 2027
A community July 4th running event in Stayton, Oregon featuring 3K, 5K and 10K courses on asphalt and trail. Part of the town festival, it offers age-group ribbons and a prize for the most patriotically dressed runner.
Fourth of July runs at Mingus Park in Coos Bay include a free kids 1/2-mile and an approximately 4K adult course, with fireworks and a post-race festival.