Trail Running calendar near Dexter 2026-2027

A point to point trail event from Bend to Sisters with 100 mile and 50 mile options across Cascade single-track and mixed roads, staffed aid stations, and a Western States qualifier for the 100 mile distance.

Trail half marathon and 5K at Hoodoo on July 25, 2026. Scenic forest trails, summit views, limited fields, hosted lunch and awards.

A trail run near Oakridge, Oregon offering two single-track distances: a 14 mile course with 3300 feet of climb and descent, and a 5.5 mile point-to-point with shuttle service. Part of the Run Big Trail Series.

A 100 kilometre loop trail race near Oakridge, Oregon, starting at Willamette Pass Ski Area. The course climbs multiple peaks on mostly single track trails and features views of Waldo Lake; prior ultra experience is recommended.

11th annual trail race at Left Coast Estate on August 1, 2026, featuring 5K and 10K courses through oak savanna and vineyards, with proceeds funding oak savanna restoration.

Haulin Aspen is an all-trail running event on August 8, 2026 near Bend, Oregon. It features a full marathon, half marathon, a 6.5 mile course, and a new three person marathon relay on forested single track.

Angry Owl Ultramarathons in Salem, Oregon offers 24 hour, 12 hour and 6 hour timed runs on a 1.05 mile mixed surface loop with chip timing, a single aid station, and participant caps; 2026 marks the event's tenth year.

A 24 hour challenge at Elijah Bristow State Park where runners complete ten 5 km laps at 2.5 hour intervals. Camping, meals, drinks, event shirts and swag are provided and finishers receive a coffin style award.

A community run and walk at Millicoma Marsh offering 5k and 2k courses on mixed gravel, grass, and paved surfaces, followed by a stewardship activity along the trail with free parking available.

Experience the Oregon Coast with hilly trail runs at Sunset Bay State Park. Choose from four distances featuring cliffside ocean views, wooded paths, and beach sections in this RRCA sanctioned event.

River Falls in Bend Oregon features 5K and 10K trail races along the Deschutes River and the Central Oregon Historic Canal Trail, beginning and ending at Riverbend Park with finisher medals and awards for top placers.

Trail races at Mt. Bachelor feature loop distances of 50K, 28K and 16K plus a Vertical Ascent 5K, each reaching the 9000' summit. The event offers marked courses, aid stations, chip timing, finish awards and a $10,000 50K prize purse.

A trail event near Sisters Oregon featuring a 50K to the edge of the Three Sisters Wilderness and a point to point half marathon with a net downhill. The race supports the Sisters Trail Alliance and includes a shuttle to the start.

Experience a timed multi surface race along the Santiam River in Stayton. Choose from 10K, 5K, or 3K distances and celebrate your finish with a commemorative pint glass at a local brewery.

Trail races along the Cape Perpetua coast near Yachats Oregon offer multiple distances across headlands beaches and rainforest. The weekend features fully marked courses with aid stations, timing, post race food and custom finisher awards.

The 34th Annual OXFORD Classic in Bend adds a Community 5K at Drake Park on 10/03/2026. The flat loop follows the Deschutes River on grass and paved paths and registration is free.

Mountain trail races on Mount Bachelor over October 3–4, 2026, including 6/12/24-hour summit loops and three looped courses. Chairlift use is included and multiple aid stations and lodge facilities support runners on alpine singletrack.

A 25K trail race in Corvallis, OR on October 4, 2026, presented by a local non-profit and included in the Corvallis Trail Series. Registration closes September 30, entries include a shirt, and proceeds support local trail and rescue program..

Trail races in Rainbow, Oregon with 20K and 50K options across old growth forest and volcanic ridgelines. The 50K includes over 8,000 feet of climbing and multiple summit viewpoints, supported by aid stations and drop bag service.

A three-day trail running event at Silver Falls State Park in Silverton, Oregon, offering distances from 5K to 50K. Registration opens Aug 1 and closes Oct 11, 2026, with fees that vary by race distance.