Gresham
Trail Running Calendar near Gresham 2026-2027
Explore the top trail runs near Gresham 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.
September 2026
Point to point 50K on the Pacific Crest Trail from Stabler to North Bonneville with about 5600 ft of climbing and four aid stations; proceeds support Stevenson High School.
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 raising funds and awareness for organizations that combat human trafficking and support survivors.
Four-race cross country series in Portland parks from Sept 26 to Nov 7 2026 with separate men and women races and USATF championship events.
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.
In-person event in Gresham on October 4, 2026 with a 5K, a kids dash for ages eight and under, and a virtual run option.
A charity 5K in Milwaukie on Saturday, Oct. 10 with a mixed dirt and pavement loop around North Clackamas Park and proceeds split between two local beneficiaries.
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.
Halloween themed harvest races at Pacific Community Park in Vancouver on October 24 2026 with youth 2k to high school 5k and an open community 5k.
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 the Columbia River Gorge on October 31 2026 with 50K and 25K courses finishing at Marine Park in Cascade Locks Oregon.
November 2026
Trail runs at Mary S. Young Park from November 26 to 29, 2026, with a 3.8 mile adult course, a 1/2 mile kids run, a virtual option, and a food drive.
December 2026
January 2027
April 2027
Scenic trail races through the Columbia River Gorge staged at Marine Park in Cascade Locks, offering 100K, 50K and 30K distances, on-site Thunder Island camping, chip timing, stocked aid stations, and a $75,000 prize purse.
May 2027
Trail races in Forest Park, Portland: a 50K with about 4,000 feet of gain and a half marathon with about 2,000 feet of gain, produced by Go Beyond Racing.