Trail Running calendar near Bend 2025-2026

At Smith Rock near Bend on November 8 and 9, 2025, Run The Rock offers a scenic, technical 50K and a hilly half marathon on rugged single track. All finishers get a custom award and proceeds benefit the local high school team.

Kick off trail season at Mastondon on March 1, 2026, a scenic 10ish mile run near Bend and Redmond through juniper and high desert with views of the Deschutes River and surrounding peaks. Friendly early season course for adventurous trail r..

Incline Vista on Cline Butte near Redmond OR offers sweeping Cascade and Smith Rock views. Pick a summit focused 20 mile challenge or a scenic 15K with runnable stretches and rocky sections for a memorable trail day.

Run scenic ridge trails near Sisters, Oregon on April 12, 2026, choosing 20 mile, marathon, or 40 mile distances. Limited to 500 runners, the event benefits the Sisters High School cross country team and local trails.

Run the scenic single track trails around Sisters, Oregon with options of a 50K or Half Marathon. Enjoy Cascade peak views, post race food and beer, and support the Ridgeview High School cross country team.

Run Skull Hollow near Smith Rock with 50 mile, 50K and 10 mile courses on scenic single track and open grasslands. Finishers get awards, post race food and beer, and proceeds help a local high school cross country team.

Take on the Bristow Loop at Elijah Bristow State Park and see how many laps you can log on a flat 1.05 mile loop. Pick 6 hour, 12 hour day, 12 hour night, or 24 hour races and chase a 100 mile buckle.

Run 31 miles along the scenic McKenzie River corridor in Blue River Oregon, with aid stations, cupless service, and shuttle included. Proceeds support local nonprofits and entries are first come first served with a wait list.

Alpine Solstice on June 20, 2026 at Swampy Lakes Sno Park near Bend offers a scenic 55K or half marathon on single track trails. Finishers receive a custom medal and enjoy post race burritos and beer while supporting Ridgeview cross country..

Choose from 50 miles, 50K, or 25K on shaded single track around Timothy and Clackamas Lakes with sweeping Mount Hood views along the Pacific Crest Trail. Friendly volunteers and a community vibe make this summer trail weekend memorable.

Bend Dirt Fest in Bend Oregon on July 11, 2026 blends trail running, gravel cycling, and mountain biking across scenic singletrack and gravel roads. Race solo or in teams and finish at the Athletic Club of Bend for lively festival vibes.

Take on the Oregon Cascades 100, a point to point trail race in Oregon offering 100 and 50 mile courses across mostly single track, big climbs, and scenic forest roads. A Western States qualifier with custom buckles for finishers.

Haulin’ Aspen is a mountain trail run in Bend, Oregon, through Deschutes National Forest with marathon, half and 6.5 mile options. Start and finish at Wanoga Sno Park as runners enjoy wooded single track, climbing terrain, aid stations and..

Tackle volcanic alpine trails and climb to Mt. Bachelor summit near 9,000 feet at Bachelor Ascent, offering 50K, 28K, 16K and a Vertical Ascent 5K. Enjoy sweeping views, tough terrain and festival vibes in the West Village area.

Scenic single track trails wind beneath the Three Sisters near Sisters, Oregon with 50K and half marathon distances through pine forests and alpine meadows. Proceeds support Sisters Trail Alliance and every finisher earns a medal.

Run the Mountain Lakes 100 mile on the Pacific Crest Trail from Mt Jefferson to Mt Hood, a rugged, technical route that circles alpine lakes and delivers big mountain views. Limited to 150 runners with a 30 hour cutoff.