Trail Running calendar near Drake Crossing 2026-2027

Wood You Rather at Mt Tabor Park in Portland on May 16, 2026 invites runners to use a simple map to find as many checkpoints as possible in two hours. Solo and team entries welcome, with coffee, donuts and a finisher mug.

Join Micah's Mini Marathon on May 17, 2026 at Frenchman's Bar Regional Park in Vancouver WA for a fun, flat 2.62 mile out and back on a paved trail. Enjoy on site pickup, a swag bag and socks, coffee and snacks, or run virtually anytime.

Run Memorial Day weekend in Portland's Forest Park at Stumptown Trail Runs offering a rugged 50K and scenic half on forest trails. Proceeds benefit Forest Park Conservancy and spots are limited, so register early.

Take on the Bristow Loop Race at Elijah Bristow State Park in Dexter, OR on June 6, 2026. Choose 6 hour, 12 hour day, new 12 hour night solo or 24 hour formats and run as many laps as you like on a fast 1.05 mile loop with minimal elevation..

Run Marys Peak on June 13, 2026 in Blodgett Oregon with 25K, 50K and a new 100K across scenic mountain trails. Aid stations, post race food and onsite camping for 100K entrants make it a memorable trail weekend.

Take on the 38th McKenzie River Trail Run, a scenic 31 miles along waterfalls, lava flows and old growth forest near Blue River Oregon. Run past Koosah Falls and Tamolitch Pool while supporting McKenzie Bridge area nonprofits.

Run scenic loops on Strawberry Island in the Columbia River Gorge through fields, forest, and river views. Distances from 10K to 100 miles, with aid stations, food, and a lively finish at North Bonneville Ball Fields.

Run along Mt Hood ridgelines from Parkdale to the Hood River Valley in Wy'east Wonder, a scenic point to point trail race offering 50 mile, 50K and a two person 50K relay. Expect ridgeline singletrack, big net downhill and orchard finishes.

Celebrate Independence Day with the Bigfoot Fun Run in Yacolt, WA on July 4. Choose a 5K or 10K run or walk and enjoy small town racing and community fun. Day of registration available.

Hellz Bellz Ultra in Yacolt, WA is a rugged trail race with a climb up Bells Mountain, stream crossings and Mt St Helens views, offering 50 mile, 50K and the Purgatory Trail Marathon. Tent camping is available and registration closes Apr 4.

Explore scenic trails around Timothy Lake and Mt Hood with 25K, 50K and 50 mile options largely on the Pacific Crest Trail. Enjoy soft but sometimes technical singletrack, full aid and a commemorative Mt Hood pint glass at the finish.

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.

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.

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.

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.