Trail Running calendar near Maupin 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.

Thunder River is a scenic trail race in Cascade Locks, Oregon offering 50K and 25K courses on the Pacific Crest Trail and finishing at Marine Park. Enjoy Columbia Gorge views, a Thunder Island loop near the finish, and full aid and timing s..

Experience a challenging 7 mile trail run from Dog Mountain Trailhead with sweeping views of the Columbia River, Mt Hood and Mt St. Helens. Expect a steep climb to the summit and a thrilling single track descent through the Gorge.

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 waterfall trails in the Columbia River Gorge near Cascade Locks with 30K, 50K, or Western States qualifying 100K. Enjoy stocked aid stations, timing, finisher awards and equal prize money while supporting Trailkeepers of Oregon.

Run the Peterson Ridge Rumble near Sisters Oregon on April 12 2026 with 40 mile, marathon or 20 mile trail options across scenic ridge trails. This community fundraiser supports Sisters High School cross country and Sisters Trails Alliance.

Run scenic river and forest trails at Oxbow Regional Park with 5k, 10k and half marathon options on April 26, 2026. Limited to 150 runners, the cupless event features aid stations, post race food and an Oxbow cup for root beer floats.

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 under the stars at Cline Buttes in Redmond, Oregon with overnight options from a 5K to a 12 hour and Last Person Standing format. Challenging 3 mile loop climbs Cline Butte; proceeds support Mountain View High School XC.

Smith Rock Classic is a spring trail race at Skull Hollow near Terrebonne, Oregon offering 10 Mile, 50K and 50 Mile courses through scenic Smith Rock. All finishers receive a custom award and post race food and beer.

Wild Woman Trail Marathon is a trail weekend created by and for women at the base of Mt Adams, with 50K, marathon, half and relay options on scenic forest trails. Enjoy camping at base camp, post run lunch and gentle yoga.

Wy'east Wonder is a point to point trail race around Mt Hood with 50 mile and 50K options along scenic ridges showcasing sweeping mountain and wildflower views. Start and finish at Red Barn Park with shuttles, awards and a finisher pint gla..

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.

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.

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.

Hood Hundred is a 100-mile mountain trail run staged at Mt. Hood Meadows in the Mt. Hood National Forest, Oregon.The route uses a crew-accessible, wrap-around lollipop-course through diverse alpine terrain, featuring about 17,300 feet of as..

Experience mountain trail running in Bend, Oregon at Wanoga Sno Park with marathon, half marathon and a 6.5 mile option through scenic Deschutes National Forest. Finish with music, food, beer and support Bethlehem Inn.

Wy’east Trailfest at Mt Hood Meadows on August 15 and 16 2026 brings alpine trail running up to 8,000 feet with races from a kids run to a 50 miler. Finish with food drink and a livestreamed celebration at the lodge.

The Post Canyon Half Marathon in Hood River, Oregon is a scenic and challenging trail half with big climbs, mountain views and creekside waterfalls. Expect rugged singletrack, supportive aid stations and unforgettable forest scenery.

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.