Trail Running calendar near Bend 2026-2027

A team trail relay at Willamette Pass Resort on June 26-27, 2026, covering 117.8 miles with 26,240 feet of climb and mountain views of Diamond Peak and Odell Lake. Camping and village amenities are provided on site.

Trail races of 50 mile, 50K and 25K near Timothy Lake with views of Mount Hood. The 50 mile and much of the 50K use the Pacific Crest Trail while the 25K circles Clackamas and Timothy Lakes.

A trail half marathon in Bend, Oregon on July 11, 2026 covering 13.1 miles from the Athletic Club of Bend, limited to 300 runners with online registration closing July 9, 2026.

Experience a 6 mile trail run through the Mt. Hood National Forest featuring stream crossings and steep terrain. Enjoy group camping and a post race beer garden at the McCubbins Gulch Campground.

A four-race trail series in Bend, Oregon, held April 16 to July 16, 2026, with courses of 4 to 7 miles. Series registration covers all four races and single-race on site registration is available for $25 cash.

Point-to-point trail ultramarathons from Bend to Sisters in Central Oregon offering 100-mile and 50-mile courses, multiple aid stations, shuttles, and a 32-hour limit for the 100-mile event. Both races are sold out with a waitlist open.

On July 25, 2026 the Hoodoo Challenge offers a scenic trail half marathon and a 5K to Potato Hill with limited fields, post-race lunch and proceeds supporting local families.

A trail run near Oakridge, Oregon offering two single-track distances: a 14 mile course with 3300 feet of climb and descent, and a 5.5 mile point-to-point with shuttle service. Part of the Run Big Trail Series.

A 100K loop ultramarathon around Waldo Lake near Oakridge, Oregon. The mostly single track route climbs several peaks from Willamette Pass Ski Area and includes remote sections and mountain views. Entry used a lottery for 2026.

Haulin Aspen is an all-trail running event on August 8, 2026 near Bend, Oregon. It features a full marathon, half marathon, a 6.5 mile course, and a new three person marathon relay on forested single track.

A 24 hour challenge at Elijah Bristow State Park where runners complete ten 5 km laps at 2.5 hour intervals. Camping, meals, drinks, event shirts and swag are provided and finishers receive a coffin style award.

River Falls in Bend Oregon features 5K and 10K trail races along the Deschutes River and the Central Oregon Historic Canal Trail, beginning and ending at Riverbend Park with finisher medals and awards for top placers.

Trail races at Mt. Bachelor feature loop distances of 50K, 28K and 16K plus a Vertical Ascent 5K, each reaching the 9000' summit. The event offers marked courses, aid stations, chip timing, finish awards and a $10,000 50K prize purse.

A trail race day in Sisters, Oregon on September 19, 2026, featuring a scenic 50K to the edge of the Three Sisters Wilderness and a point to point half marathon with a net downhill. Proceeds support the Sisters Trail Alliance.

Mountain Lakes 100 is a 100 miles trail race on the Pacific Crest Trail between Mt Jefferson and Mt Hood near Olallie Lake Resort, featuring about 11,700 feet of elevation change, limited to 150 entrants, and with manual aid-station trackin..

The 34th Annual OXFORD Classic in Bend adds a Community 5K at Drake Park on 10/03/2026. The flat loop follows the Deschutes River on grass and paved paths and registration is free.

Mountain trail races on Mount Bachelor over October 3–4, 2026, including 6/12/24-hour summit loops and three looped courses. Chairlift use is included and multiple aid stations and lodge facilities support runners on alpine singletrack.

Trail event in Rainbow, Oregon offering 50K and 20K routes with over 8,000 feet of climbing, multiple summit climbs, aid stations and a shuttle-start for the 50K; a portion of proceeds supports Bridgeway House.

Timed trail events at Suttle Lake in Sisters Oregon on October 24 2026 offer 24 hour 12 hour and 6 hour formats on a 3.6 mile loop with one aid station and free camping.

A Halloween themed ranch run in Sisters, OR offering 5k run and walk, a 5 miler, and a kids dash, with chip timing, costume contest, swag, live music and post race non alcoholic refreshments.