Trail Running Calendar Oregon 2025-2026

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 the Tillamook State Forest from Reehers Camp with 50 mile, 55K (35 mile) and a back to back double over a challenging weekend. Enjoy rugged singletrack, big climbs, full aid and proceeds supporting local trail and forest charities.

Wood You Rather at Mt Tabor Park is a checkpoint run with a map of ten controls where you choose your own route to collect as many as you can before the cutoff. Expect 5 to 11 miles, 1200 to 1600 feet of climbing and a mug at the finish.

Hit the Hurricane Creek races in Joseph, Oregon on May 23, 2026 with a Half Marathon, 5 Mile, 5K and 1 Mile Kids Run on scenic high country roads. Expect a challenging out and back course, finisher medals, shirts and a postrace raffle.

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.

Take on Forest Park's Stumptown Trail Runs over Memorial Day weekend with a challenging 50K or hilly half through lush singletrack and big elevation gain. Small fields, scenic trails, postrace food, and a souvenir pint glass for finishers.

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.

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.

Climb from Lithia Park to the Mt Ashland summit in an uphill run, an ascent of 13.3 miles along singletrack and fire roads with great views. Hike and mountain bike options available and proceeds support local trail groups.

Run to the summit of Marys Peak near Corvallis with challenging singletrack, ridgelines, and big views on June 13, 2026. Choose 25K, 50K, or a new 100K loop for a scenic, rugged trail experience.

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..

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..

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.

Run high on the Siskiyou Crest at the Siskiyou Out Back Running Festival in Ashland Oregon, July 11 to 12, 2026. Two days of scenic trail runs on the PCT with camping, food and live music amid stunning mountain views.

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.

The Waldo 100K will take place in Willamette Pass on Saturday 1 August 2026.

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.