Trail Running calendar near Sisters 2026-2027

A trail race day at Smith Rock State Park near Madras, Oregon on May 30, 2026 featuring 50 mile, 50K, and 10 mile course options with basalt cliff scenery and views of the Cascade peaks.

Run through single track forest trails and across rustic bridges at Timothy Lake. This Oregon trail event offers marathon and half marathon distances with scenic views of Mt. Hood in the Cascade Mountains.

A timed loop trail event at Elijah Bristow State Park offering 24 hour, 12 hour day, 12 hour night, and 6 hour options on a 1.05 mile mostly dirt loop. A staffed aid station is available every lap and camping is allowed the night before.

Dirty Half is a 13.1 mile trail half marathon near Bend, Oregon on June 6, 2026, with finisher prizes, awards by division, post race food and beer, and technical long sleeve shirts whose proceeds support the Deschutes Land Trust.

A three day stage trail race in Oakridge, Oregon offering single day or full 60k options, on‑site camping, daily lunches and a dog friendly atmosphere with awards for stage and summit performance.

A 31 miles out and back trail ultramarathon along the McKenzie River near Blue River, OR, featuring waterfalls, Clear Lake, lava flows and the Tamolitch Pool. Aid stations every 4 to 6 miles and entry includes shuttle and event swag.

A four-race trail series in Bend, Oregon from April 16 to July 16, 2026 with courses of 4 to 7 miles. Competing in three races earns Series standings and awards are presented after the final race.

A trail race near Bend, Oregon on June 20, 2026, featuring smooth Central Oregon singletrack. Distances include a 55K that passes Tumalo Falls and a half marathon; proceeds support the Ridgeview cross country and track program.

A Last Man Standing 5 mile loop run in Pleasant Hill, OR where runners must finish each loop within 60 minutes to continue. Laps repeat until no runners remain and proceeds benefit St. Jude's Children's Hospital.

A trail running event at Willamette Pass Resort on June 26-27, 2026 featuring a 6.9-mile Red Loop with 1,611 ft climb and timed 6H and 24H ultras on a 14.7-mile course, plus on-site camping and village amenities.

A 5K and a kids 1K fun run at Willamette Valley Vineyards in Turner, Oregon on June 27, 2026. Registration fees vary by date and the kids 1K registration includes a shirt.

A six hour trail endurance event in Dexter, OR where runners complete a 5K each hour for up to six laps totaling 18 Miles. Lap-based awards include patches and a medal plus national leaderboard and cash prizes for top finishers.

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.

Point to point trail races from Bend to Sisters in Central Oregon, featuring a 100 mile Western States qualifier and a 50 mile course. Both routes use single-track trails and include multiple full aid stations and shuttle options.

A trail event on July 25, 2026 featuring a half marathon and a 5K with summit views at Hoodoo; limited entries and proceeds support local families.

A trail running event near Oakridge, Oregon offering a 14 mile single track with significant climbing and a 5.5 mile single track with shuttle service. Aid stations, limited entry, and event shirts available.

A loop ultramarathon around Waldo Lake that starts and finishes at Willamette Pass Ski Area near Oakridge, Oregon. The mostly single track course climbs several peaks and includes remote trail sections and lake views.

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.