Trail Running calendar near Cougar 2026-2027

Cirque Series at Crystal Mountain is a 7.9 mile trail race with 2,614 feet of vertical gain on September 19, 2026. Sport, Expert and Pro divisions offer prizes and series points, and timing is by disposable bib chip.

A long running cross country meet at Camp Rilea near Seaside Oregon featuring multiple flagged courses, chip timing, team lodging, live drum corps, and youth divisions.

A 3.1 mile obstacle run with 22 symbolic obstacles representing the journey from captivity to liberation. Held in Happy Valley, OR on September 26, 2026, all proceeds support organizations that fight human trafficking and survivor rehabilit..

Mission Possible at Willamette Mission State Park on 26 September 2026 offers chip-timed 5K and 10K trail races plus accessible All Abilities 2.25-mile and 1.6-mile loops, with volunteers on course and post-race pancakes and snacks.

A five-race cross country series in Portland parks with separate men’s and women’s races, options for non-binary entrants, race distances of 5K 6K and 8K, and both series and individual registration fees.

A trail running event at Teacup Ski Trail System on Sept. 27 with a new course and three distances, including youth and kids races. The route features lake views, varied terrain, one water station, and on-site parking and restrooms.

A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.

A last person standing trail race on Hamilton Island in the Columbia River Gorge where runners repeat a 4.13 mile loop each hour and must finish each loop in under 60 minutes to continue until one runner remains.

A last-person-standing backyard ultra on October 3rd, 2026 where a $100 bill is added to the prize jar each lap; the winner and runner-up split the accumulated pot 75/25 and 24 laps earns a 100-mile buckle.

An in-person and virtual event on October 4, 2026 in Gresham featuring a 5K, a kids dash for ages eight and under, and a virtual run/walk. Registration opens in April and fees vary by event.

First annual 5K on October 10, 2026 at North Clackamas Park Complex in Milwaukie on a flat mostly paved course with proceeds supporting local nonprofits.

A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.

Looped 10K course near St. Paul OR on October 24, 2026 offering 50 mile, 50 km, 30 km and a kids 1 km run with cupless aid stations and set time limits.

A fall-themed running event at Pacific Community Park with youth races and an open 5k on mostly grass and compact trail. Medals go to the top 15 in each race and the top boy and girl receive a Halloween blanket.

A low-key series of Wednesday evening trail races in Portland's Forest Park with three five-race Series April to October, 4 to 7 mile hilly courses and Series standings.

Trail races through Columbia River Gorge scenery with 25K point to point and a 50K loop, finishing at Marine Park in Cascade Locks.

A community fundraiser on the Klickitat Trail offering a half marathon and 5K along scenic canyon walls, with shuttle service, aid stations, and volunteer support.

Willapa Trail Festival in Chehalis WA offers flat gravel trail races from 5K to 100 miles on the Willapa Hills Trail with multiple aid stations and low entry fees.

The Ruff is a 7 mile trail race on Dog Mountain in Carson, WA with a 3 mile, 3000 ft climb and a 4 mile single track descent offering river and mountain views.

A roughly 10K trail race in Squaxin Park with start and finish at Reeves Middle School, holiday-themed aid, finisher medals, and a tree planted per finisher.