Oregon
Oregon Trail Running Calendar 2026-2027
Explore the best trail runs in Oregon for 2026-2027! Our updated list features 87 exciting trail runs across the region. Find your next trail run in Oregon below and join the trail community at these great events!
July 2027
Three days of trail races on Mt Ashland offering ultra and shorter distances, a pre race expo, vendor village with live music, and full service aid stations.
A multi discipline endurance festival in Bend, Oregon featuring a 13.1 mile trail run, 39 mile mountain bike race, 55 or 39 mile gravel ride and three person team racing.
Trail races of 50 miles, 50 kilometers and 25 kilometers near Timothy Lake with Pacific Crest Trail sections, volunteer support, awards and a finisher pint glass.
A July running event in Dundee Hills with vineyard courses, multiple distances, and a post-race wine tasting featuring 25 wineries.
A low key evening trail race series in Forest Park with three five race Series, varied 4 to 7 mile courses, Series standings, and a post Series awards gathering.
A 230 mile point to point endurance run across remote Oregon Outback on lands significant to local tribes, with crew accessible aid stations and a 120 hour cutoff.
Two point to point ultramarathons from Bend to Sisters offering a 100 mile and a 50 mile option, mountain trails, multiple aid stations and a 32 hour cutoff for the 100 mile.
Mountain trail races at Mt. Hood Meadows, Oregon on July 24-25, 2027 featuring long mountain courses to 8,000 ft, shorter Sunday races and a free kids run.
A low key evening trail race series in Forest Park with three five race Series, varied 4 to 7 mile courses, Series standings, and a post Series awards gathering.
August 2027
Obstacle course weekend in Payette, Idaho featuring Sprint 5K, Super 10K, Beast 21K and kids races across volcanic high desert terrain.
A loop style 100K ultramarathon from Willamette Pass across remote single track trails and mountain climbs with views of Waldo Lake; not for beginners.
All-trail marathon, half, and 6.5-mile races plus a three-person marathon relay through Deschutes National Forest near Bend, Oregon on August 7, 2027.
A low key evening trail race series in Forest Park with three five race Series, varied 4 to 7 mile courses, Series standings, and a post Series awards gathering.
A 5k mud run at Wooden Shoe Tulip Farm with 12 to 20 obstacles, a Garden Party, and proceeds supporting Woodburn Rotary.
Six-person relay near La Grande OR on August 14 2027, about 80.6 miles with 6,000 ft of elevation gain and a final trail leg at the ski resort.
A long distance team relay across Oregon from Mount Hood to the Pacific with 8 to 12 runners per team and defined safety and race rules.
September 2027
A cross-country 5k on a Tillamook flower farm with mud, two river crossings, wood-chipped trails, a corn maze, and combined results from two open races.
Trail 50K and point-to-point half marathon in Sisters, Oregon on Sept 18, 2027, featuring alpine views, shuttle access, finisher medals, and support for Sisters Trail Alliance.
A 100-mile Pacific Crest Trail race between Mt. Hood and Mt. Jefferson with technical single track, 11,700 feet of elevation change, limited field size, and remote support.
A championship-style cross country 5k on shortly clipped fairways at Alderbrook Golf Course in Tillamook on September 18, 2027, with youth and adult categories.