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!
June 2027
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.
A chip timed 5k at Helvetia Vineyards with a scenic but hilly vineyard course, a postrace wine pour, age group awards, and support for the Nik’s Wish charity.
Point to point ultramarathons on ridgelines around Mt Hood with a 50 mile, a 50 km, and a two person 50 km relay.
A two-day trail relay at Willamette Pass Resort on June 25-26, 2027 covering 117.6 miles with mountain singletrack, alpine lake views, and on-site camping.
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.
Experience a point to point half marathon from Cove to Union featuring gravel roads and 1,000 feet of elevation gain through the scenic landscape of Eastern Oregon.
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.
July 2027
A 100 mile mountain trail race at Mt. Hood Meadows with 17,300 feet of climb and descent, a 34 hour Western States qualifying cutoff, and a mandatory service requirement for starters.
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.
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 multidiscipline endurance festival in Bend, Oregon with a trail half marathon, 39 mile mountain bike race, gravel options, and solo and three-person team competition.
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.
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.
A 230 mile point-to-point endurance run across the remote Oregon Outback held July 16 to 21, 2027. The course crosses lands significant to Modoc, Klamath and Yahooskin Band of Northern Paiute peoples and requires wilderness navigation skills.
Point to point trail ultras from Bend to Sisters, featuring a 100 mile Western States qualifier and a 50 mile race across Cascade single-track and mountain terrain.
Two day mountain trail weekend at Mt. Hood Meadows, July 24 to July 25, 2027, with distances from 8K to a 50 miler and a free kids race.
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.
August 2027
Multi-day obstacle race weekend at Tom Pence Ranch in Payette, ID on Aug 07 and 08, 2027 featuring Sprint, Super, Beast and kids races.
A loop style 100K ultramarathon from Willamette Pass across remote single track trails and mountain climbs with views of Waldo Lake; not for beginners.