Trail Running Calendar Oregon 2025-2026

Wy'east Trailfest at Mt Hood Meadows on August 15 and 16 2026 features high alpine trail races. Distances range from a free kids run to a 50 miler with prize purses for select races, making it a must for trail runners.

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.

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.

Three Sisters Skyline in Sisters Oregon on September 19, 2026 offers a rugged 50K and a scenic half marathon that both finish in town. Run through Ponderosa pine forests, alpine meadows and along mountain streams for an unforgettable trail..

Tackle the Mountain Lakes 100 mile trail ultramarathon in the Oregon Cascades, starting and finishing at Olallie Lake Resort. Run about 60 miles on the Pacific Crest Trail through technical rocky terrain, alpine lakes and sweeping mountain..

Join the 36th Three Course Challenge at Camp Rilea near Seaside Oregon, a spirited cross country meet for middle and high school runners celebrating the sport since 1990. Multiple scenic courses and lively weekend festivities make this a mu..

Run along dramatic rocky bluffs, sandy beaches and mossy old growth forest at Cape Perpetua for a stunning coastal trail experience. Choose from 10K to 50K distances and support local Waldport High School cheer and cross country teams.

Join the new Oxford Classic Community 5k in Bend on Saturday, October 3, 2026, for a scenic loop at Drake Park along the Deschutes River. Flat, wide paths make it perfect for all abilities and family spectators.

Run spectacular waterfall trails at Silver Falls State Park Oct 16 to 18, 2026, with distances from a fun 5K to a challenging 50K. Expect muddy single track, creek crossings and breathtaking waterfalls that reward every step.