Trail Running calendar near Willamette Pass 2026-2027

Run roughly 10 miles through the high desert trails of the Maston network. This relatively flat course offers views of the Deschutes River and Central Oregon mountains. It's an early-season trail race on a scenic loop.

Incline Vista in Redmond, OR is a trail event on Cline Butte offering a 20 Mile route and a 15K, with varied terrain and wide views across the Cascades toward Smith Rock and the Ochoco Mountains.

The Peterson Ridge Rumble is a trail running event in Sisters, Oregon, featuring three distances on scenic multi-use trails. It supports local youth running and trail advocacy. Finishers are celebrated with a post-race feast and unique sock..

The Sisters Country 50K and Half Marathon are fast, runnable trail races starting from Village Green Park in Sisters, Oregon. The event features a burrito bar and beer for participants post-race. It supports the local high school cross-coun..

Explore the basalt cliffs and high desert trails of Smith Rock State Park. The event offers a 10 mile, 50K, and 50 mile course, all starting from Skull Hollow. Experience varied terrain and scenic views of the Cascade Range.

A timed loop race at Elijah Bristow State Park on June 6, 2026 offering 24 hour, 12 hour day, 12 hour night and 6 hour options. The 1.05 mile loop has minimal elevation change and a 200 runner capacity.

The Dirty Half is a 13.1 mile trail race in Bend, Oregon. The course starts on pavement before heading onto dirt and single-track trails through the National Forest. Every finisher gets a prize, and shirt sales support the Deschutes Land Tr..

A three day stage trail race in Oakridge Oregon from June 12 to 14 2026 with single stage options and a 60k total, camping at Greenwaters Park, aid stations, awards and limited dog friendly entries.

The Mckenzie River Trail Run will take place in McKenzie Bridge on Saturday 13 June 2026. You can run 50 kilometers.

Celebrate the long days of early summer on the smooth singletrack trails near Bend, Oregon. Choose between a 55K course past Tumalo Falls or a Half Marathon. Enjoy a burrito and local beer after crossing the finish line.

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

Point to point trail races between Bend and Sisters with 100-mile and 50-mile options, significant elevation change, multiple aid stations, and Western States qualifier status. Pacers are allowed with a signed waiver.

Trail runs near Sisters Oregon on July 25, 2026 with a half marathon and a 5K that finish at the Hoodoo summit. The event includes lunch, awards, a lift ticket voucher for participants, and prizes including season passes for top finishers.

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.

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.

Run with stunning Cascade mountain views near Sisters, Oregon. Choose between a challenging 50K wilderness route or a fast, net-downhill half marathon on beautiful single-track trails.

Join the new Community 5k at the 34th Annual Oxford Classic in Bend. This flat and fast loop course runs through Drake Park along the Deschutes River. It's a chance to be part of a long standing regional cross country tradition.

The Bachelor Summit Trailfest offers alpine trail running adventures on Oregon's Mount Bachelor. Choose from timed loops or point-to-point races, with chairlift access between the start and finish villages. The high-elevation courses provid..

Rogue Gorge offers trail runs along the iconic Upper Rogue River, featuring stunning fall foliage and geological wonders. Distances include a 50 miler, 50K, half marathon, and 12K over a weekend in October. The event supports trail maintena..

Run The Rock features a 50K and half marathon on the scenic trails of Smith Rock State Park near Bend, Oregon. The courses offer stunning views of the Cascade Range and the park's famous rock formations. A military discount is available, an..