Trail Running calendar near Maupin 2025-2026

Wild Woman Wilderness Adventure Runs offer a 17-mile, guided wilderness trail run in the Indian Heaven Wilderness near Trout Lake, Washington. This is a one-day, non-competitive, point-to-point adventure designed to build confidence, connection, and mountain-running skills, led by Wild Woman guides...

Cloud Cap takes runners on Mt. Hood’s northern slopes via two loop-style courses— a Mountain Marathon (26.3 miles, 4,800 ft ascent, 4,700 ft descent) and a Half Marathon (13.3 miles, 2,400 ft ascent, 2,400 ft descent). The routes use trails and rugged Cloud Cap Road through the Cloud Cap–Tilly Jane..

Mountain Lakes 100 is Oregon’s scenic 100‑mile ultramarathon staged at Olallie Lake. Runners cover a looped course that includes roughly 60 miles of the Pacific Crest Trail, weaving through dozens of lakes with mountain views and a mix of technical rocky sections. The event is renowned for its stron..

Three Sisters Skyline in Sisters, Oregon, offers two scenic mountain courses: a 50K and a half marathon, finishing in Sisters. The 50K climbs about 3,700 feet and descends 4,700, with 95% on single-track trails and views of the Three Sisters Wilderness. The half marathon is a point-to-point course w..

The Teacup Tune-Up will take place in Hood River on Saturday 27 September 2025. You can run 8 kilometers.

Lastest Not Fastest is a last-person-standing trail race held on Hamilton Island, Washington, in the Columbia River Gorge. The course is a flat 4.13-mile loop with about 103 feet of gain, run on forest trails that offer views of the river and the Oregon side near Bonneville Dam. Runners depart on th..

2025 Hit the Barlow Trail Run/Walk & Kid's Dash, organized by the Sam Barlow High School Alumni Association, is a hybrid in-person and virtual event held in Gresham, Oregon on Sunday, October 5, 2025. The race site is at 5105 SE 302nd Avenue. The event lineup features a 5K Run/Walk and a Kid's Dash..

Angel's Rest is a trail running event in the Columbia River Gorge near Cascade Locks, Oregon, starting at Benson State Recreation Area. Distances include 50K, 20 Mile, 10K, and a 10K Youth Trail option. Runners enjoy sweeping gorge views, Multnomah and Wahkeena Falls, and climbs to Larch Mountain wi..

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..

Mt. Tabor Tar 'n' Trail is a fundraising running event held at Mt. Tabor Park in Southeast Portland (6000 SE Tabor Summit Dr.) to benefit The Friends of Mt.Tabor Park (FMTP). The event features a 5K run/walk, a 10K run, and a 5K kids run for ages 12 and under. The course is hilly and blends paved ro..

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 two-race trail event near Bend, Oregon, held in Smith Rock State Park and the Crooked River National Grasslands in Terrebonne. The weekend features a 50K and a Half Marathon on looped courses with dramatic views of the Cascade Range. The 50K navigates nearly all Smith Rock trails,..

Thunder River, hosted by Daybreak Racing, takes place at Marine Park in Cascade Locks, Oregon, in the heart of the Columbia River Gorge. The event offers two courses: a pure point-to-point 25K and a mostly point-to-point 50K, both tracing iconic trails such as the Pacific Crest Trail and Gorge 400 b..

The Ruff in Carson, WA, is a 7-mile trail race starting and finishing at the Dog Mountain Trailhead in the Columbia River Gorge National Scenic Area. The course runs entirely on single-track trails: a 3-mile ascent with about 3,000 feet of elevation gain to the summit, followed by a 4-mile downhill..

Incline Vista, held near Redmond, Oregon, offers two mountain trail distances: 20 miles and 15 miles. Billed as an early-season opener and a local favorite, the race climbs Cline Butte for sweeping, 360-degree views of the Cascades to the west and Smith Rock and Ochoco Mountains to the east. The 20-..

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 (27.8 miles), and 20 miles, all starting and finishing at Sisters Middle S..

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..

Oxbow Trail Runs is a family-friendly trail race at Oxbow Regional Park, outside Gresham on the Sandy River, about 30 minutes from downtown Portland. Runners choose from 5k, 10k, and Half Marathon distances. The course winds through the Ancient Forest and Elk Meadow with river views; the Half Marath..

Sisters Country is a spring trail race weekend in Sisters, Oregon, organized by Alpine Running. The event offers two distances—50K and Half Marathon—both starting and finishing at Village Green Park in the heart of Sisters. The 50K features about 2,400 feet of climb and descent on mostly single-trac..

Cline Buttes Last Person Standing is a trail race in Redmond, Oregon, set in the desert with Three Sisters views. The event centers on a 3-mile loop that climbs 0.5 miles with 800 feet of elevation to the top of Cline Butte, then descends for another lap. Participants can choose 3-, 6-, or 12-hour f..