Trail Running calendar near Redmond 2025-2026

Rainbow Ridge 20k/50k : October 11, 2025, Rainbow, OR The event offers trail racing near Blue River / Rainbow, Oregon, with proceeds partly donated to Bridgeway House, a school and service provider for children and families affected by auti..

Giddy Up 5K/5Miler Ranch Run is held at Pole Creek Ranch just outside Sisters, Oregon. It offers a 5k run, 5k walk, a 5-mile option, and a FREE Buckaroo Run for kids ages 2–10. The course travels on packed gravel and dirt roads through the..

Suttle Lake Trailfest : October 25-26, 2025, Sisters, OR Suttle Lake Trailfest is a timed trail event held around Suttle Lake with three race formats. The event offers: 24-hour 12-hour 6-hour Free camping is available at South Shore Campg..

Run The Rock offers scenic loop trail races through Smith Rock State Park and Crooked River grasslands with 50K and half marathon options that highlight rock faces and Cascade views. Expect big climbs and single track thrills.

Event overview Storm The Castle is a half marathon held at Kings Castle Trailhead in Blue River, Oregon. The course uses the Kings Castle and Castle Rock Trails and follows a lollipop loop that reaches a summit with views of the Sisters mou..

Incline Vista : Redmond, OR Incline Vista is a trail race held on Saturday, Apr 4, 2026, at Cline Butte near Eagle Crest Blvd in Redmond, OR. The course offers wide views, including the Cascade Range to the west and Smith Rock and the Ochoc..

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.

Sisters Country in Sisters, Oregon on May 3, 2026 offers 50K and half marathon on scenic single track. Enjoy rewarding climbs, stocked aid, finisher medal and post race beer while supporting Ridgeview HS cross country.

Take on Cline Butte's rugged 3 mile loop with a steep 0.5 mile climb and rewarding downhill return in timed events or endurance Last Person Standing format. Friendly discounts and proceeds support Mountain View High School cross country.

Run beneath the dramatic cliffs of Smith Rock at Skull Hollow near Terrebonne, Oregon, with 50 mile, 50K and 10 mile trail options across single track and gravel roads. Expect big climbs, aid stations and a post race burrito bar with beer.

Event information Alpine Solstice is scheduled for June 20, 2026, at Swampy Lakes Sno Park near Bend, Oregon, in the Cascade Range. The event offers the following distances: 55K Half Marathon Courses and on-course services The 55K is a ne..

Mt Hood Trail Runs are three ultratrail distances—50 miles, 50K, and 25K—set in the shadow of Oregon's highest peak. A Pacific Northwest classic since 1999, the 50M and much of the 50K course run along the heavily shaded Pacific Crest Trail..

Bend Dirt Fest in Bend, Oregon on July 11, 2026 offers a trail half marathon, gravel rides and mountain bike races across scenic singletrack and gravel roads. Solo and team entries welcome for a lively summer celebration of dirt sports.

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

Three Sisters Skyline on Sept 19 2026 in Sisters OR showcases scenic single track through Ponderosa forest and alpine meadows. Tackle a rugged 50K to the wilderness edge or a fast net downhill half; register March 1.