Trail Running calendar near Redmond 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.

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.

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.

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.

Three trail races near Timothy Lake south of Mt Hood with 50 mile, 50K, and 25K options. Courses use the Pacific Crest Trail and local single track, with staffed aid stations, volunteer support, finisher glass, and awards.

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.

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.

A 100 mile trail race around Olallie Lake in Oregon with about 60 miles on the Pacific Crest Trail and multiple lake views. The event requires eight hours of trail work, has a 150 runner capacity, and is a Western States qualifier.

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

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.