Trail Running calendar near Willamette Pass 2025-2026

At Smith Rock near Bend on November 8 and 9, 2025, Run The Rock offers a scenic, technical 50K and a hilly half marathon on rugged single track. All finishers get a custom award and proceeds benefit the local high school team.

Incline Vista on Cline Butte near Redmond OR offers sweeping Cascade and Smith Rock views. Pick a summit focused 20 mile challenge or a scenic 15K with runnable stretches and rocky sections for a memorable trail day.

Run the Peterson Ridge Rumble near Sisters Oregon on April 12 2026 with 40 mile, marathon or 20 mile trail options across scenic ridge trails. This community fundraiser supports Sisters High School cross country and Sisters Trails Alliance.

Run the scenic single track trails around Sisters, Oregon with options of a 50K or Half Marathon. Enjoy Cascade peak views, post race food and beer, and support the Ridgeview High School cross country team.

Run under the stars at Cline Buttes in Redmond, Oregon with overnight options from a 5K to a 12 hour and Last Person Standing format. Challenging 3 mile loop climbs Cline Butte; proceeds support Mountain View High School XC.

Smith Rock Classic is a spring trail race at Skull Hollow near Terrebonne, Oregon offering 10 Mile, 50K and 50 Mile courses through scenic Smith Rock. All finishers receive a custom award and post race food and beer.

Take on the Bristow Loop at Elijah Bristow State Park and see how many laps you can log on a flat 1.05 mile loop. Pick 6 hour, 12 hour day, 12 hour night, or 24 hour races and chase a 100 mile buckle.

Run 31 miles along the scenic McKenzie River corridor in Blue River Oregon, with aid stations, cupless service, and shuttle included. Proceeds support local nonprofits and entries are first come first served with a wait list.

Alpine Solstice on June 20, 2026 at Swampy Lakes Sno Park near Bend offers a scenic 55K or half marathon on single track trails. Finishers receive a custom medal and enjoy post race burritos and beer while supporting Ridgeview cross country..

Bend Dirt Fest in Bend Oregon on July 11, 2026 blends trail running, gravel cycling, and mountain biking across scenic singletrack and gravel roads. Race solo or in teams and finish at the Athletic Club of Bend for lively festival vibes.

Take on the Oregon Cascades 100, a point to point trail race in Oregon offering 100 and 50 mile courses across mostly single track, big climbs, and scenic forest roads. A Western States qualifier with custom buckles for finishers.

The Waldo 100K will take place in Willamette Pass on Saturday 1 August 2026.

Experience mountain trail running in Bend, Oregon at Wanoga Sno Park with marathon, half marathon and a 6.5 mile option through scenic Deschutes National Forest. Finish with music, food, beer and support Bethlehem Inn.

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.