Trail Running Calendar Oregon 2025-2026

We have found 48 Trailruns in Oregon. Check below where and when you can find the races.

Wy’east Trailfest at Mt Hood Meadows on August 15 and 16 2026 brings alpine trail running up to 8,000 feet with races from a kids run to a 50 miler. Finish with food drink and a livestreamed celebration at the lodge.

The Post Canyon Half Marathon in Hood River, Oregon is a scenic and challenging trail half with big climbs, mountain views and creekside waterfalls. Expect rugged singletrack, supportive aid stations and unforgettable forest scenery.

September 2026

Tackle volcanic alpine trails and climb to Mt. Bachelor summit near 9,000 feet at Bachelor Ascent, offering 50K, 28K, 16K and a Vertical Ascent 5K. Enjoy sweeping views, tough terrain and festival vibes in the West Village area.

Run the Mountain Lakes 100 mile on the Pacific Crest Trail from Mt Jefferson to Mt Hood, a rugged, technical route that circles alpine lakes and delivers big mountain views. Limited to 150 runners with a 30 hour cutoff.

Scenic single track trails wind beneath the Three Sisters near Sisters, Oregon with 50K and half marathon distances through pine forests and alpine meadows. Proceeds support Sisters Trail Alliance and every finisher earns a medal.

The 36th Three Course Challenge returns September 26, 2026 at Camp Rilea near Seaside Oregon with middle and high school cross country races across three scenic courses. Live drum corps and team awards add to the excitement.

October 2026

Lastest Not Fastest is a last person standing trail race on Hamilton Island in the Columbia River Gorge. Runners complete a 4.13 mile loop every hour until only one runner remains, with aid at the start and finish.

Run rugged coastal trails, rocky shoreline bluffs and moss draped old growth rainforest at Perpetua Coast near Yachats Oregon. Pick a 50K, 20 mile or half marathon route Oct 3 and 4 2026 and soak up sweeping Pacific views.