Trail Running Calendar Oregon 2026-2027

A four-race trail series in Bend, Oregon with courses of about 4 to 7 miles across four Thursday evenings in 2026; Series standings require at least three races and awards are presented after the final race.

A mountain trail event near Bend, Oregon, offering a new 55K mostly on single-track plus a Half Marathon through Deschutes National Forest, both with aid stations and Cascade scenery.

A loop-course event on Strawberry Island in the Columbia River Gorge with 10k loops on dirt and gravel, an aid station every 6.2 miles, and race distances from 10k up to 100 miles with awards within a 30-hour limit.

A point to point half marathon from Cove to Union on mostly gravel roads with about 1,000 feet of elevation gain. Aid stations are at miles 4, 7, and 11, restrooms are limited at the start and there is no shuttle back.

A Last Man Standing event in Pleasant Hill featuring a *5 mile* loop where runners must complete each lap within 60 minutes to continue; proceeds support St. Jude's Children's Hospital.

A mountain ascent from Wallowa Lake to near the summit of Mount Howard with 3,700 feet of gain over 4.2 Miles and a tram ride down included in registration. Registration uses tiered pricing and the field size is limited.

A trail running event at Willamette Pass Resort on June 26-27, 2026 featuring a 6.9-mile Red Loop with 1,611 ft climb and timed 6H and 24H ultras on a 14.7-mile course, plus on-site camping and village amenities.

Point to point trail race on ridgelines around Mt Hood offering 50 mile, 50 kilometer, and a 50K relay. Courses are net downhill with substantial elevation change and shuttles from Red Barn Park.

Trail race on June 27, 2026 in Chapman, Oregon with 5K, 10K and half marathon courses from Ruley Trailhead. Chip timed event with packet pickup the day before and shuttles from Scappoose High School to the trailhead.

Mud Factor returns to Eugene MX Park on June 27, 2026 with a 5K obstacle run offering Kidz Family and adult waves, required signed waivers, and spectator festival access with a $10 cash admission for adults.

A 5K and a kids 1K fun run at Willamette Valley Vineyards in Turner, Oregon on June 27, 2026. Registration fees vary by date and the kids 1K registration includes a shirt.

Mud Factor runs at Wooden Shoe Tulip Farm in Woodburn, OR on June 28, 2026, with Select Adult and KIDZ Family waves, discounted entry prices, a $10 spectator fee for festival area access, and a strict no refund policy.

A low-key Wednesday evening trail race series in Forest Park, Portland, with three seasonal five-race Series and hilly courses of about 4–7 miles. The Series supports the Forest Park Conservancy and includes standings and a post-series gath..

A six hour trail endurance event in Dexter, OR where runners complete a 5K each hour for up to six laps totaling 18 Miles. Lap-based awards include patches and a medal plus national leaderboard and cash prizes for top finishers.

A point-to-point event in Lostine, Oregon offering 10K, 5K and 1 mile options along the Lostine River, organized by the Rotary Club with proceeds supporting youth programs and scholarships.

A three day trail running festival on Mt. Ashland offering races from an 8K up to a 100 mile town to summit event, with Pacific Crest Trail sections, live music, food trucks, and on mountain aid and amenities.

A summer Pacific Northwest trail event offering 50 mile, 50K and 25K courses around Mt Hood and Timothy Lake, with significant Pacific Crest Trail sections, volunteer support, nearby camping and post-race refreshments.

A trail half marathon in Bend, Oregon on July 11, 2026 covering 13.1 miles from the Athletic Club of Bend, limited to 300 runners with online registration closing July 9, 2026.

A vineyard run in Dundee offering multiple distances and a virtual option, capped at 1,100 participants. Post-race tasting features 25 wineries, with chip timing, commemorative glass, custom bibs, and medals.

Experience a 6 mile trail run through the Mt. Hood National Forest featuring stream crossings and steep terrain. Enjoy group camping and a post race beer garden at the McCubbins Gulch Campground.