Trail Running calendar near Maupin 2025-2026

Wy’east Trailfest is a premier mountain trail running event held at Mt. Hood Meadows in Oregon, showcasing the alpine terrain of Mt. Hood, also known as Wy’east.The festival features a range of races over two days, including challenging courses like a 50-mile point-to-point race with over 10,000 fee..

The Haulin Aspen will take place in Bend on Saturday 9 August 2025. You can run between 6 and 26 miles.

The Post Canyon Half Marathon is a unique trail running event held in Hood River, Oregon, starting at the Binns Hill Staging Area. Celebrating its 11th year, the race offers a fun, inclusive atmosphere where every participant is a winner, receiving a generous finisher prize bag and chances for bonus..

The Oregon Cascades 100 is a challenging point-to-point trail race held in Oregon, starting in Bend and finishing in Sisters. The 100-mile course features approximately 10,700 feet of elevation gain and 11,200 feet of loss, mostly packed into the first 100K, making it tougher than it appears. Runner..

Cloud Cap is a mountain running event held at Cooper Spur Ski Area on Mt. Hood, Oregon, featuring marathon and half-marathon distances. The courses offer a challenging and scenic tour of Mt.Hood’s northern slopes, passing through the historic Cloud Cap-Tilly Jane District. The marathon is a double-l..

Mountain Lakes 100 is a scenic 100-mile trail race held at Olallie Lake, Oregon, featuring rugged and technical terrain with rocky sections and stunning mountain views. The course includes about 60 miles along the Pacific Crest Trail and passes dozens of lakes, showcasing some of Oregon's best trail..

The Three Sisters Skyline is a trail running event held in Sisters, Oregon, featuring two race distances: a 50K and a half marathon. The 50K course offers stunning views of the Three Sisters and other Cascade peaks, running through Ponderosa Pines, alpine meadows, and areas recovering from a 2012 fo..

The Teacup Tune-Up Trail Running Race, hosted by the Teacup Lake Nordic Club, takes place on the scenic Teacup Ski Trail System near Mt. Hood, Oregon. Scheduled for September 27, 2025, the event features a 7.5K course for adults, with shorter distances including a 3K for youth 12 and under, and a 1...

Lastest Not Fastest is a unique last-person-standing trail race held on Hamilton Island in the scenic Columbia River Gorge, Washington. Participants run a 4.13-mile loop with minimal elevation gain (103 feet) along flat trails featuring river views, forested areas near Bonneville Dam, and a small hi..

The Hit the Barlow Trail Run/Walk & Kid's Dash is an annual event held in Gresham, Oregon, organized by the Sam Barlow High School Alumni Association. The 2025 edition offers an in-person 5K run/walk along the scenic Barlow Trail, with a virtual run/walk option available for remote participants. The..

Angel's Rest is a trail running event held in the Columbia River Gorge near Cascade Locks, Oregon, featuring distances of 50K, 20 miles, and 10K. The courses showcase iconic landmarks such as Multnomah and Wahkeena Falls, with scenic views of Angel's Rest, Devil's Rest, and the Columbia River. The 5..

The Klickitat Trail Run, held in Klickitat, Washington, is a nonprofit fundraising event supporting the local community center and K-12 public schools. Scheduled for October 18, 2025, it features a half-marathon and a 5K run/walk along the scenic Klickitat Trail beside the Klickitat River, showcasin..

The Mt. Tabor Tar 'n' Trail is a fundraising running event held in scenic Mt. Tabor Park, Southeast Portland, Oregon.It features a 5K walk/run and a 10K run, with an additional 5K Kids Run for children 12 and under. The courses are challenging and hilly, combining paved roads and dirt trails, hence..

The Suttle Lake Trailfest, held near Sisters, Oregon, is a scenic endurance running event featuring 24-hour, 12-hour, and 6-hour races on a 3.6-mile loop trail around Suttle Lake. The course offers a well-maintained, non-technical trail with a soft forest floor and gentle elevation gain of 110 feet..

Run The Rock is a trail running event held at Smith Rock State Park and the Crooked River National Grasslands near Bend, Oregon. It features two loop-style races: a challenging 50K and a scenic half marathon. The courses showcase stunning views of the Cascade Range, including Mt.Hood and Mt. Bachelo..

Thunder River is a trail running event held in Cascade Locks, Oregon, within the scenic Columbia River Gorge. Scheduled for November 8, 2025, it features two race distances: a 25K point-to-point and a mostly point-to-point 50K. Both courses traverse iconic trails including the Pacific Crest Trail an..

The Ruff is a challenging 7-mile trail race held at Dog Mountain Trailhead in Carson, Washington, within the scenic Columbia River Gorge National Scenic Area. The course features a steep 3-mile ascent gaining 3,000 feet to Dog Mountain's summit, followed by a 4-mile downhill run on single-track trai..

Incline Vista is a trail running event held in Redmond, Oregon, featuring two race distances: 20 miles and 15 miles. The course is set on Cline Butte, a popular local spot known for its stunning 360-degree views of the Cascade Mountains, Smith Rock, and the Ochoco Mountains. The 20-mile race include..

The Peterson Ridge Rumble is a fun, low-key trail running event held near Sisters, Oregon, utilizing the scenic Peterson Ridge and Metolius-Windigo multi-use trails. The race offers three distances: 40 miles, a trail marathon of 27.8 miles, and 20 miles, all starting and finishing at Sisters Middle..

Gorge Waterfalls is a premier trail running event held in the scenic Columbia River Gorge near Cascade Locks, Oregon. The race weekend features three distances: 100K, 50K, and 30K, offering challenging courses through iconic Pacific Northwest terrain with spectacular waterfall views. The event is pr..