Trail Running calendar near Willamette Pass 2026-2027

Mastondon is a scenic 10 mile trail race near Tumalo and Redmond, Oregon on March 1, 2026, with views of the Deschutes River and high desert. Presented by Nike Trail, every finisher gets a prize and post race food and beer await.

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.

A trail race near Sisters Oregon with three distances on Peterson Ridge and Metolius-Windigo trails, limited to 500 entrants. The event raises funds for local teams and trail maintenance and includes aid stations, drop bag options, post-rac..

Spring trail races in Sisters, Oregon with a 50K featuring Cascade Peak views and a Half Marathon among Ponderosa pines. Both races start and finish at Village Green Park and benefit the Ridgeview High School XC team.

Trail races at Smith Rock State Park and nearby grasslands offer 50 mile, 50K and 10 mile courses with extensive single track, significant elevation change, multiple aid stations, and views of basalt cliffs and the Cascade peaks.

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.

FootZone Dirty Half is a 13.1 mile trail half marathon in Bend, Oregon on June 6, 2026. The route starts on pavement then moves onto dirt roads and singletrack; finishers receive prizes and division awards, plus sponsor raffles.

A three-day trail stage race in Oakridge, Oregon offering 60k total across three stages plus single-day distances, on-venue camping, daily lunches, dog-friendly options, and awards for stage and overall performances.

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

Alpine Solstice in Bend, Oregon is an early summer trail event offering a 55K on single-track by Tumalo Falls and a mostly non-technical half marathon through Deschutes National Forest.

On July 11 in Bend, Oregon, Bend Dirt Fest is a multi discipline endurance festival with trail, mountain bike and gravel distances for solo riders or teams. Enjoy scenic courses, local aid stations and a lively race day atmosphere.

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.

A trail half marathon and 5K in Sisters, OR featuring summit views from Potato Hill and Hoodoo, hosted lunch and awards, participant lift vouchers, gear options, and prizes including Hoodoo season passes.

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.

Race to the 9,000 foot summit of Mt Bachelor on volcanic alpine trails with distances from a Vertical Ascent 5K to a 50K. Expect steep climbs, strong support and stunning mountain views.

Trail races in Sisters, Oregon on September 19, 2026 offering a 50K and a half marathon. Both routes run mainly on single track trails with mountain views, aid stations, a shuttle to the start and a finish in town.

Join the new Community 5k at the 34th Annual Oxford Classic in Bend Oregon, a free, open to all loop through scenic Drake Park along the Deschutes River. Flat, wide paths make it ideal for a relaxed jog or lively pack racing.

The Bachelor Summit Trailfest will take place in Bend from Saturday 3 October 2026 to Sunday 4 October 2026. You can run between 5 and 10 miles.

A weekend of trail races along the Upper Rogue River in Union Creek, Oregon, offering 50 mile, 50K, half marathon and 12K courses on mostly singletrack. Courses follow forested river bluffs and include aid stations and post race awards.

Trail loop races at Smith Rock State Park near Bend, Oregon, offering a 50K and a half marathon with extensive single-track, notable rock features like Monkey Face, aid stations, post-race food and local lodging options.