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!
May 2027
Overnight and day loop racing at Cline Buttes with 3/6/12/24-hour options, a Last Person Standing format, and a 5k on a 3.1 mile loop with a steep climb.
Spring trail races at Smith Rock State Park and nearby grasslands offering 50 mile, 50K, and 10 mile courses with Cascade views.
Trail races in Portland's Forest Park over Memorial Day weekend featuring the city's only 50K and a hilly trail half, with proceeds benefiting the Forest Park Conservancy.
June 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.
Trail and virtual races around Clackamas Lake on June 5–6, 2027, featuring a 25.2 mile trail marathon, 14 mile half marathons, and a virtual entry.
Loop trail races on Cape Mountain near Florence OR with 50K, 25K and 10K on singletrack through old growth forest and coastal meadows; proceeds support local high school programs.
Test your limits at Elijah Bristow State Park with 6, 12, or 24 hour timed challenges on a flat one mile trail loop.
A trail event from Lithia Park to Mt Ashland summit covering about 13.5 miles with over a mile of elevation gain, aid stations, and categories for runners, hikers, and bikers.
A trail race on June 12, 2027 at Marys Peak near Blodgett, Oregon offering 50K and 25K on rugged forest trails, capped at 300 runners.
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 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.
A single-day 100k relay or ultramarathon in Vancouver and Camas with teams of 1 to 7 across 15 segments and 14 exchanges, including parking passes and a post-race meal.
Point to point ridge trail races on Mt Hood east side offering a modified 50K, a 50K two person relay, and a new 20K with repeated views of Wy'east.
A two day trail relay on June 25-26, 2027 at Willamette Pass Resort featuring 117.6 miles of singletrack, alpine views, camping and glamping options.
Mud Factor Portland at Wooden Shoe Tulip Farm on June 26, 2027 is a 5K obstacle run with adult and KIDZ family waves, waivers required and a spectator festival area fee.
A point to point half marathon from Cove to Union, OR, run mostly on gravel with about 1,000 feet of climbing and aid stations at miles 4, 7, and 11.
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.
July 2027
A 100 mile mountain trail race at Mt. Hood Meadows with 17,300' ascent and descent, crew accessible loop course, 250 runner cap, and Western States qualifier status.
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.
A July 4 community run at Mingus Park offering a 1/2 mile kids loop and an approximate 4K adult course with a hill, festival and evening fireworks.