Trail Running calendar near Bend 2026-2027

Scenic trail races near the Three Sisters in Sisters, Oregon offering a 50K with extensive single track and a point to point half marathon with a net downhill. Both races finish in the town of Sisters and feature mountain views.

A 100 miles trail race on the Pacific Crest Trail between Mt. Hood and Mt. Jefferson, starting near Olallie Lake. The course has about 11,700 feet of elevation gain and loss, a 30 hour time limit, and a 150 runner capacity.

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.

Experience an alpine running adventure on Mount Bachelor with races ranging from a 2.3 mile hill dash to 24 hour endurance loops. Enjoy volcanic views and chairlift access at this unique Central Oregon trail festival.

A new trail event in Rainbow, Oregon offering 20K and 50K routes across old growth forest and volcanic ridgelines, with multiple summit viewpoints, aid stations, shuttle service for the 50K, and postrace food at the community center.

Experience the natural beauty of Oregon at the Suttle Lake Trailfest. This two day event in October offers trail running enthusiasts the chance to explore the scenic alpine landscapes near Suttle Lake.

Run The Rock in Terrebonne, Oregon is a trail race weekend at Smith Rock State Park offering 50K, 25K, and half marathon loop courses with substantial elevation, single-track sections, and multiple aid stations.