Trail Running Calendar Oregon 2026-2027

On July 11 in Bend, Oregon, Bend Dirt Fest is a multi discipline endurance festival with trail, mountain bike and gravel distances for solo riders or teams. Enjoy scenic courses, local aid stations and a lively race day atmosphere.

Siskiyou Out Back Running Festival is a two day trail festival in Ashland, Oregon with races from 8K to 100K. Camp, eat, enjoy music and run Pacific Crest Trail routes with sweeping views of Mt Shasta and the Cascades.

Oregon Cascades 100 delivers rugged, scenic point to point trail racing through central Oregon to Sisters, offering 100 and 50 mile options. Challenging single track, full aid support, and Western States qualifying glory await.

Conquer scenic forest trails to the top of Potato Hill at The Hoodoo Challenge in Sisters OR, with a half marathon and a 5K. Finishers return to Hoodoo Lodge for a hosted lunch and awards, plus a two for one lift ticket voucher.

Hood Hundred is a challenging 100 mile mountain trail race on Mt Hood with roughly 17,300 ft of ascent and descent across a scenic lollipop loop. It is a Western States qualifier with a 34 hour cutoff and rewards finishers with a custom met..

Run for the Oaks at Left Coast Estate offers 5K and 10K trail runs through oak forests, vineyards and valley views. Enjoy a glass of wine and live music while supporting oak savanna restoration.

Elkhorn Crest is a high alpine trail challenge in Oregon offering a 53 mile ridgeline ultra and a scenic 50K. Expect panoramic views, technical singletrack and big climbs in a remote setting that requires prior ultrarunning experience.

Tackle single track trails in Deschutes National Forest at Wanoga Sno Park for the 22nd Haulin' Aspen with marathon, half and 6.5 mile options. Enjoy a post race party with music, food, beer and vendors while supporting Bethlehem Inn.

Take on the Elkhorn Relay on August 8, 2026 near La Grande, Oregon in a 6 person, roughly 80.6 mile team challenge with about 6,000 feet of gain and climbs to around 7,400 feet. Enjoy river roads, gravel backcountry and a ski resort trail f..

Wy’east Trailfest at Mt Hood Meadows on August 15 and 16, 2026 is a weekend of alpine trail racing from kids runs to a 50 Miler, climbing to 8,000 feet. Expect marked courses, full aid, chip timing, pro photos and a lively finish festival.

Experience the Post Canyon Half Marathon in Hood River Oregon on August 22 2026, a scenic trail race with waterfalls, mountain views and roughly 2300 ft of climbing. Enjoy aid stations, finisher swag and a lively trail atmosphere.

Race to the 9,000 foot summit of Mt Bachelor on volcanic alpine trails with distances from a Vertical Ascent 5K to a 50K. Expect steep climbs, strong support and stunning mountain views.

Run the Three Sisters Skyline in Sisters, Oregon with 50K and half marathon options that finish in town. Experience Ponderosa pines, alpine meadows and streams while supporting Sisters Trail Alliance and earning a finisher medal.

Mountain Lakes 100 is a rugged 100 mile trail ultramarathon at Olallie Lake, Oregon, with about 60 miles on the Pacific Crest Trail and stunning mountain lake views. Technical terrain and well stocked aid stations reward determined runners.

Join the 36th Three Course Challenge at Camp Rilea near Seaside, Oregon on September 26 for middle and high school cross country races with live music by The Last Regiment Drum Corps. Scenic 3k to 5k courses, team lodging and social events.

Umatilla Rim Ripper in Tollgate Oregon offers four trail distances from 4.5 to 22.8 miles on flowy single track along the scenic Umatilla Rim. Expect rugged forest views, marked courses, aid stations, and a true backcountry trail experience..

Perpetua Coast is a two day trail running weekend in Yachats, Oregon, with scenic coastal and forest courses through Cape Perpetua. Distances from 10K to 50K, full aid and shuttle service make it a perfect coast escape for trail runners.

Join the new Community 5k at the 34th Annual Oxford Classic in Bend Oregon, a free, open to all loop through scenic Drake Park along the Deschutes River. Flat, wide paths make it ideal for a relaxed jog or lively pack racing.

Run Whiskey Run in Bandon OR on Oct 10, 2026 invites trail runners to enjoy shaded, loamy single track through the Whiskey Run system. Pick 1.5, 5, or 10 mile routes on trails reserved for runners for a scenic Oregon coast escape.

Run through lush forests and waterfalls at the 16th annual Silver Falls trail races in Silverton Oregon on Saturday October 17 2026. Choose from a 50K, marathon or 7 miler with limited entries opening August 1 2026.