Oregon
Oregon Trail Running Calendar 2026-2027
Explore the best trail runs in Oregon for 2026-2027! Our updated list features 106 exciting trail runs across the region. Find your next trail run in Oregon below and join the trail community at these great events!
Trail race at Whiskey Run Trailhead on Oregon's Adventure Coast with shaded single track loops of 1.5, 5, and 10 miles.
Experience a high elevation trail race through Oregon old growth forests with significant climbs and summits of Horsepasture and Macduff mountains.
A City of Milwaukie First Annual Dogwood Dash 5K on October 10, 2026 at North Clackamas Park, a flat mostly paved course with proceeds to local nonprofits.
A nighttime family friendly 5K in Downtown Dallas OR with a glow theme, costume contest, Kid's Dash, event items, and fundraising for local nonprofits.
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.
Three days of trail races at Silver Falls State Park offering 5K, 7 Miler, Half Marathon, Marathon and 50K with registration open Aug 1 to Oct 10, 2026.
Weekend trail races on October 17 and 18, 2026 along the Upper Rogue River featuring point to point 50 Miler and 50K plus loop Half Marathon and 12K.
Experience the technical trails of the Tillamook Forest with a steep 25K summit run, a scenic 50K along the Wilson River, or a new 11 mile point to point course.
Trail runs through wooded trails and meadows in McMinnville with 10K and 5K options, timed results, kids camp, and proceeds benefiting Yamhill County CASA.
A multi-duration loop endurance event at South Beach State Park in Newport OR combining Día de los Muertos cultural elements with 6, 12, 24 and 48 hour races.
Looped ultrarun at Champoeg State Heritage Area near St Paul OR offering 50M, 50K, 30K and a free kids 1K with stocked aid stations and inclusive policies.
A fall trail running weekend at Suttle Lake, Oregon featuring 24 hour, 12 hour and 6 hour timed races on a 3.6 mile loop, free on-site camping, provided food, and basic facilities with portable toilets.
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.
Trail races through the Columbia River Gorge on October 31 2026 with 50K and 25K courses finishing at Marine Park in Cascade Locks Oregon.
Halloween-themed 5K, 5-mile and kids races at a ranch in Sisters, OR on Oct 31, 2026, with chip timing, costume contest, live music, and post-race refreshments.
November 2026
Loop-style trail races at Smith Rock State Park near Bend with 50K, new 25K, and a half marathon featuring extensive single-track and Cascade views.
Trail marathon, mini marathon and 10k around the Ashland watershed with 7,200 ft of climbing, five aid stations, crew access points, and limited entries.
Trail races of 3.5, 6, 10 and 16 miles start and finish near Frank Kinney Park in South Eugene on November 8, 2026, as part of the Run Big Trail Series.
Time-based loop race at Mingus Park in Coos Bay with 9 hour and 2 hour options on 1.12 mile laps over mixed trail and road surfaces.