Trail Running calendar near Maupin 2026-2027

Experience a premier alpine trail running event at Mt. Bachelor featuring four race distances that all peak at the 9000 foot summit. Enjoy volcanic scenery and rugged ridge lines in the heart of the Deschutes National Forest.

Run with stunning views of Oregon's Cascade peaks at the Three Sisters Skyline. Choose a scenic 50K on wilderness trails or a fast, net-downhill half marathon. Both races finish in the mountain town of Sisters.

Mountain Lakes 100 is a scenic 100-mile trail run starting at Olallie Lake, featuring 60 miles on the Pacific Crest Trail. All runners must complete a trail work requirement. It's a Western States qualifier with a field of 150.

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.

Join the Sam Barlow High School Alumni Association for a 5K run or walk in Gresham. Younger participants can enjoy a 400m dash on the track and a virtual entry is available for remote supporters.

Experience the 16th annual trail running event at Silver Falls State Park featuring three different distances. Choose from a 50K marathon or 7 mile route through the scenic terrain of Silverton Oregon.

Two trail races at Coyote Wall across varied Gorge terrain, with **55K** and **25K** options, steep technical climbs, organized aid stations, and community fundraising for local organizations.

Experience the autumn beauty of the Columbia River Gorge with point to point and lollipop trail races. Runners traverse the Pacific Crest Trail and circle Thunder Island before finishing at the scenic Marine Park in Cascade Locks.

Run The Rock offers 50K, 25K, and half marathon trail races at Oregon's Smith Rock State Park in November 2026. Runners experience loop courses with views of the Cascade Mountains and unique rock formations. The event includes a military di..

The Klickitat Trail Run is a scenic fundraiser on the Klickitat Trail in Washington. Races include a half marathon and a 5K, with shuttles to the start. Every runner gets a bowl of famous post-run soup.

The Ruff is a demanding 7-mile trail run straight up Dog Mountain in the Columbia River Gorge. The course climbs 3000 feet to a summit with sweeping views before a fast descent. Finish with post-race beer, pizza, and the chance to win award..