Trail Running Calendar Oregon 2025-2026

Run a scenic 50K through OSU's McDonald Forest in Corvallis, on flowing singletrack amid dogwood and orchid blooms with sweeping Cascade views. This intimate race marks its 30th running and raises funds for local cross country teams and mou..

Sisters Country on May 3 in Sisters OR hosts 50K and half marathon on scenic single track trails at Village Green Park. With manageable climbs, stocked aid stations and a burrito and beer finish, ideal for first time trail runners.

Race to Space on May 9, 2026 in McMinnville on Linfield University Wellness Trail offers timed events from 1 hour to 12 hours, a 4 loop relay, and a playful Bingo Run where runners match three numbers to finish. All proceeds benefit a local..

Tackle the Tillamook Burn Trail Run in Tillamook State Forest on May 16 and 17, 2026. Choose 50 mile, 55K or a double weekend challenge over scenic singletrack with full aid stations, chip timing and a post race meal.

Explore Mt Tabor Park in a fun checkpoint run where you get a map, two hours, and the chance to collect as many checkpoints as you can. Run solo or with a team on routes of about 5 to 8 miles, then celebrate with coffee, donuts and a finish..

Celebrate Memorial Day weekend with the Stumptown Trail Runs in Portland's Forest Park, featuring the city's only 50K plus a hilly half marathon on the Wildwood Trail. Scenic, challenging courses benefit the Forest Park Conservancy and fini..

Hurricane Creek Race Day in Joseph Oregon on May 23 offers a half marathon, 5 mile, 5K and 1 mile kids run with views of the Wallowa Mountains and Eagle Cap Wilderness. Proceeds benefit Wallowa Land Trust with awards, medals and a raffle.

Smith Rock Classic at Skull Hollow near Terrebonne Oregon offers 10 mile, 50K and 50 Mile courses through Smith Rock and Crooked River Grasslands with basalt cliffs and Cascade views. Proceeds support Ridgeview High cross country.

Run laps on a flat 1.05 mile loop through scenic Elijah Bristow State Park, choosing 24 hour, 12 hour day, 12 hour night, or 6 hour time based challenges. Reach 100 miles to earn a buckle. Camping, crew space, and an aid station keep things..

Run the FootZone Dirty Half, a 13.1 mile trail half marathon through Bend Oregon's scenic National Forest trails on June 6, 2026. Expect dirt roads, sweeping forest views, a finisher prize and awards plus raffle prizes for top finishers.

Tackle the Mt. Ashland Hill Climb on June 7, 2026 in Ashland, Oregon with run, mountain bike, or hike options from Lithia Park along a scenic 13 mile climb to the summit. This community fundraiser supports local trails and cycling groups an..

Oakridge Triple Summit Challenge in Oakridge OR, June 12 to 14, 2026, is a three day stage trail race with a combined 60k option and 28k, 17k, 15k plus a kids 1 mile. Rugged single track, summit views and post run food and drinks.

Join the Marys Peak Trail Run in Blodgett Oregon for panoramic climbs to Marys Peak with 25K, 50K and a new 100K option, all on private forest singletrack. Limited to 300 runners, expect rugged views, aid stops, swag and post race food.

Experience waterfalls, lava flows and old growth forest on the scenic 31 mile McKenzie River Trail Run near Blue River, Oregon on June 13, 2026. Proceeds support McKenzie Bridge area non profits and aid stations keep runners fueled.

Alpine Solstice on June 20, 2026 at Swampy Lakes Sno Park near Bend Oregon offers scenic trail running through the Deschutes National Forest. Choose a new 55K past Tumalo Falls with Cascade peak views or a half marathon along Cascade Lakes..

Strawberry Fields Forever in North Bonneville WA on June 20 features a scenic 10K loop on Strawberry Island with distances from 10K to 100 miles. Enjoy riverside forest views, steady aid, on site tent camping and easy access to Gorge attrac..

Take on the High Valley Half, a point to point half marathon in Eastern Oregon from Cove to Union, mostly gravel with nearly 1,000 feet of climbing. Enjoy wide open country and a challenging, scenic finish at the Stockshow grounds.

Tackle the Wallowa Skyrace in Joseph Oregon on June 26 2026, a 3700 foot climb over 4.2 miles to Mt Howard with sweeping Eagle Cap Wilderness views. Finish near Wallowa Lake Tramway with included tram ride, medal and post race refreshments.

Tackle the Wy’east Wonder, a scenic point to point trail race on Mt Hood offering sweeping ridge views and net downhill miles. Choose the 50 mile or 50K for a rugged, unforgettable day on Gunsight and Surveyor's Ridge.

Run the shaded trails around Timothy Lake at the Mt. Hood Trail Runs July 11 and 12, 2026, with 25K, 50K and 50 mile options on scenic, occasionally technical forest routes along the Pacific Crest Trail. Limited fields; registration opens J..