Trail Running calendar near Sisters 2026-2027

Sisters Country offers spring trail racing in Sisters, Oregon with a *50K* and a *Half Marathon*, both starting and finishing at Village Green Park on May 2, 2027. The event includes aid stations, finisher medals, post-race food, and a loca..

A women-focused running event in Bend offering a half marathon, 10K, 5K and a kids run, with aid stations, gear drop, post-race vendors, and a community beneficiary supporting outdoor access for youth of color.

Overnight and day loop racing at Cline Buttes with 3/6/12/24-hour options, a Last Person Standing format, and a 5k on a 3.1 mile loop with a steep climb.

Scenic spring trail races at Smith Rock State Park near Terrebonne Oregon, offering 50 mile, 50K and 10 mile courses that pass basalt cliffs, canyon trails and Crooked River Grasslands on May 29, 2027.

Trail marathon and half marathon around Timothy Lake in Oregon with single track forest trails, rustic bridge crossings and views of Mt. Hood on June 5 and 6, 2027.

Trail running at Willamette Pass Resort with a 6.9 mile Red Loop and timed 6H and 24H ultra options amid alpine lakes, volcanic peaks, and wildflowers.

A community July 4th running event in Stayton, Oregon featuring 3K, 5K and 10K courses on asphalt and trail. Part of the town festival, it offers age-group ribbons and a prize for the most patriotically dressed runner.

A multi-discipline endurance event in Bend, Oregon featuring a trail half marathon, a 39 mile mountain bike race, and 39 or 49 mile gravel routes with solo and three-person team options.

A 230 mile point-to-point endurance run across the remote Oregon Outback held July 16 to 21, 2027. The course crosses lands significant to Modoc, Klamath and Yahooskin Band of Northern Paiute peoples and requires wilderness navigation skill..