Trail Running Calendar Oregon 2026-2027

The Wy'east Wonder offers 50-mile and 50-kilometer trail races on the scenic ridgelines east of Mount Hood. Runners enjoy a net downhill, point-to-point course with extensive views. The event finishes with a community celebration featuring..

The Siskiyou Out Back Running Festival offers trail runs from 8K to 100 miles in Oregon's scenic mountains. Courses explore the Pacific Crest Trail and the Ashland watershed, with stunning views of Mt. Shasta. This community-focused event f..

The Mt. Hood Trail Runs offer 50M, 50K, and 25K distances on scenic trails near Oregon's highest mountain. With courses on the Pacific Crest Trail and around lakes, it's known for its volunteer support and community vibe. Finishers enjoy po..

The Bend Dirt Fest Half Marathon will take place in Bend on Saturday 11 July 2026. You can run 13 miles.

A community 5K and 10K in Cook Park, Tigard, with in-person and virtual options supporting the Ladybug CDH Foundation. The event raises awareness and funds for Congenital Diaphragmatic Hernia and includes family and kids races.

Run through scenic Oregon vineyards at Fueled by Fine Wine. Choose from a half marathon, quarter marathon, or 5k, followed by complimentary tasting from over twenty wineries. This event is limited to 1100 participants.

The Oregon Cascades 100 is a point-to-point trail ultra running from Bend to Sisters. Runners can choose between a 100 mile or 50 mile distance on a course featuring Cascade mountain trails. The event includes full aid stations, post-race m..

This trail running event features a half marathon and a 5K race. Both courses offer scenic forested paths and mountain views. The event includes a post race lunch and awards.

Hood Hundred The Hood Hundred is a 100-mile mountain trail run on Mount Hood. It takes place on August 1-2, 2026. The start and finish location is at Mt. Hood Meadows ski area. Course The course is a lollipop-loop style trail, covering much..

Run for the Oaks is a 10th annual trail race through the vineyards and oak savannas of Oregon's Left Coast Estate. Proceeds support the Oak Savanna Restoration Project. The event includes wine tasting, live music, and a scenic course for ru..

The Elkhorn Crest 50 offers two rugged ultramarathon distances along Oregon's high mountain ridgeline. With courses averaging over 7,200 feet, runners experience technical terrain and panoramic valley views. This remote, advanced-level even..

All-trail marathon, half marathon and a 6.5 miles course run on single track and forest roads near Wanoga Sno Park. Courses feature varied terrain, elevation change and multiple aid stations.

The Elkhorn Relay is a six-person team event covering 81 scenic miles in eastern Oregon. The course features gravel mountain roads, climbs of 6,000 feet, and finishes with a trail leg at a ski resort. Teams register to explore the backcount..

Wy'East Trailfest offers a weekend of alpine trail running on Mt. Hood. Races range from a 50-mile national championship course to a family-friendly kids race. The event takes place at the Mt. Hood Meadows Ski Area.

Join the 12th annual trail half marathon in Hood River's scenic Post Canyon. This festive, inclusive event offers a challenging course with mountain views, waterfalls, and a supportive, party-like atmosphere. Every finisher gets a prize bag..

A 5 km cross country race on a Tillamook flower farm featuring mud pits, two river crossings, wood-chipped trails and a corn maze. Two open races are held the same day with combined results and youth and adult categories.

Challenge yourself on the volcanic alpine trails of Oregon’s Mt. Bachelor. Choose from four distances, all culminating in a summit finish at 9,000 feet. Experience rugged terrain and mountain hospitality with this Daybreak Racing event.

The inaugural Dragonslayer Fantasy Dash and Strut is a 5K event in Gabriel Park, Portland. Costumes are encouraged, and the course features Villain Zones. It welcomes walkers, runners, leashed dogs, and strollers.

Run with stunning views of Oregon's Cascade peaks at the Three Sisters Skyline. Choose a scenic 50K on wilderness trails or a fast, net-downhill half marathon. Both races finish in the mountain town of Sisters.

Mountain Lakes 100 is a scenic 100-mile trail run starting at Olallie Lake, featuring 60 miles on the Pacific Crest Trail. All runners must complete a trail work requirement. It's a Western States qualifier with a field of 150.