Oregon
Oregon Trail Running Calendar 2026-2027
Explore the best trail runs in Oregon for 2026-2027! Our updated list features 93 exciting trail runs across the region. Find your next trail run in Oregon below and join the trail community at these great events!
October 2026
Experience a scenic autumn tradition in Bend with downhill courses and riverfront views. Choose between a half marathon, the historic Bigfoot 10k, or a family friendly 5k through the Old Mill district.
A 25K trail race in Corvallis on October 4, 2026, starting at OSU Peavy Arboretum, with proceeds supporting local trail work, rescue, and a shoe assistance program.
In-person event in Gresham on October 4, 2026 with a 5K, a kids dash for ages eight and under, and a virtual run option.
Backwoods 5k in Hillsboro is a 3.1 mile loop on October 4, 2026 supporting child meal access, with awards and a commemorative pint on the Backwoods rooftop.
A virtual Indigenous Peoples Day run with 5K, 10K and half marathon options, in-person 5K meetups in Portland and Seattle, and fundraising for three beneficiaries.
Trail race at Whiskey Run Trailhead on Oregon's Adventure Coast with shaded single track loops of 1.5, 5, and 10 miles.
Trail races in Rainbow OR offering 50K and 20K routes with extensive climbing, multiple aid stations, drop bag support, and post-race food at the community center.
Dogwood Dash is a charitable 5K on October 10 at North Clackamas Park with proceeds split between LoveOne and the Corporal Diffie Veterans Fund.
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.
Trail races from 5K to 50K at Silver Falls State Park Oct 16 to 18, 2026; registration open Aug 1 to Oct 10 with limited entries.
Trail races along the Upper Rogue River on October 17 and 18, 2026, featuring point to point 50 Miler and 50K plus looped half marathon and 12K courses.
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 10K and 5K at Miller Woods in McMinnville supporting Yamhill County CASA with chip timing, awards, kids outdoor camp, and limited advance parking passes.
A multi-day endurance event at South Beach State Park in Newport, OR, combining Día de los Muertos cultural elements with 6, 12, 24, and 48-hour race options.
Multi-loop ultraruns in Champoeg State Heritage Area offering 50 mile, 50 km, 30 km and a free kids 1 km with on-course aid stations and finisher awards.
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.