Happy Valley
Trail Running Calendar near Happy Valley 2026-2027
Explore the top trail runs near Happy Valley for 2026-2027! We've gathered 21 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
Experience a 5k mud run and garden party at the Wooden Shoe Tulip Farm. This annual event combines an adventurous obstacle course with a vibrant flower festival to support local charitable community projects.
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.
September 2026
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.
Point-to-point 50K on the Pacific Crest Trail from the South Washington Cascades to the Columbia River Gorge, featuring four aid stations and about 5,600 ft of climbing.
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 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 rehabilitation.
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 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.
October 2026
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 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 10 km course in St. Paul OR offering 50 mile, 50 km, 30K and a free kids 1K with aid stations, pacer rules, and inclusivity and deferral options.
A Halloween-themed race day at Pacific Community Park featuring youth and community 2k–5k courses on grass and compact trail, with medals and holiday prizes.
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.
December 2026