Trail Running Calendar Oregon 2026-2027

Wood You Rather is a unique checkpoint run in Portland's Mt Tabor Park. Participants have two hours to strategize their own route and find as many checkpoints as they can, solo or with a team. The winners are those who collect the most chec..

Join the flat, paved 2.62-mile course at Frenchman's Bar Regional Park in Vancouver. Early registration includes a swag bag and socks. Enjoy a community event with snacks and a flexible distance for all.

Explore the trails of Portland's vast Forest Park at the Stumptown Trail Runs. Choose between a 50K on Saturday or a half marathon on Monday, each with significant elevation. The event is known for its organization and scenic routes.

Run through the scenic landscapes of Joseph, Oregon, with views of the Wallowa Mountains. Choose from a challenging half marathon, a 5 mile, or a 5k road run. The event supports the local Wallowa Land Trust.

The Smith Rock Classic is a spring trail race through the iconic high desert landscape of Smith Rock State Park. Runners can choose from 50-mile, 50K, or 10-mile distances, each offering stunning views of the Cascade range. The event finish..

The 8th annual Spence Mountain Run features four trail distances on a course that is 95% single track. The event offers aid stations along each route and a post-race meal for most distances. It takes place near Klamath Falls, Oregon.

Choose your challenge at the Bristow Loop Race: run for 24 hours, 12 hours day or night, or 6 hours on a flat 1.05-mile loop in an Oregon state park. See how many laps you can complete with crew support and an accessible aid station. A 100-..

The Dirty Half is a 13.1 mile trail race in Bend, Oregon. The course starts on pavement before heading onto dirt and single-track trails through the National Forest. Every finisher gets a prize, and shirt sales support the Deschutes Land Tr..

Event Details The Mt. Ashland Hill Climb is a running, hiking, and mountain biking event in Ashland, Oregon. The main running distance is a 13.3 mile course. It starts in Lithia Park and climbs to the summit of Mt. Ashland, gaining approxim..

Run for the Hills offers scenic trail races and family-friendly runs in Corvallis. Choose from a challenging 30k or 8k trail course, a paved 2-mile walk/run, or a kids fun run. Proceeds benefit the Greenbelt Land Trust trail fund.

Event Overview The Oakridge Triple Summit Challenge is a three-day stage trail running race held in Oakridge, Oregon. The event features multiple race distances taking place over three days, from June 12 to 14, 2026. Distances & Format..

Tackle the rugged trails of Marys Peak, the highest point in the Oregon Coast Range. Choose from 25K, 50K, or a new 100K distance with over 12,000 feet of climbing. The event includes onsite camping and runs on exclusive private forest land..

The McKenzie River Trail Run is a 50K ultramarathon along a scenic trail featuring waterfalls and lava flows. It is Oregon's oldest continuous ultra, with registration including shuttle services and swag like a finisher's prize.

The Mt Hood Scramble is a legendary adventure run covering roughly 6 miles. Camping is available near the start and finish at White River West Sno Park. The event is known to sell out, so early registration is advised.

Celebrate the long days of early summer on the smooth singletrack trails near Bend, Oregon. Choose between a 55K course past Tumalo Falls or a Half Marathon. Enjoy a burrito and local beer after crossing the finish line.

Run a scenic loop course along the Columbia River in the Columbia River Gorge National Scenic Area. Choose from a 10K, 50K, 100K, or 100-mile challenge on mixed dirt and gravel trails. The event features a central aid station and a 30-hour..

Run a scenic, point-to-point half marathon from Cove to Union, Oregon. The gravel course on High Valley Road offers significant elevation change. Remember to arrange your own transport back from the finish.

Challenge yourself on the steep 4.2 mile climb up Mt. Howard at the Wallowa Skyrace. Enjoy breathtaking views of the Eagle Cap Wilderness before a unique tram ride back down. Registration includes a finisher medal and a chance at cash prize..

The Wy'east Wonder offers 50-mile and 50-kilometer trail races on the scenic ridgelines east of Mount Hood. Runners enjoy a net downhill, point-to-point course with extensive views. The event finishes with a community celebration featuring..

The Siskiyou Out Back Running Festival offers trail runs from 8K to 100 miles in Oregon's scenic mountains. Courses explore the Pacific Crest Trail and the Ashland watershed, with stunning views of Mt. Shasta. This community-focused event f..