Gresham
Trail Running Calendar near Gresham 2026-2027
Explore the top trail runs near Gresham for 2026-2027! We've gathered 36 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.
Low-key evening trail series in Forest Park with three five race seasons, 4 to 7 mile courses, standings for regular participants, and a post season awards party.
A 3.1 mile obstacle run with 22 symbolic obstacles raising funds and awareness for organizations that combat human trafficking and support survivors.
A four-race fall cross country series in Portland with separate men's and women's races, USATF championship events, and both series and single-race registration options.
Low-key evening trail series in Forest Park with three five race seasons, 4 to 7 mile courses, standings for regular participants, and a post season awards party.
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.
Community races at Scappoose High School on October 3 offering a 5K and 1K on grass and track with proceeds benefiting the high school cross country program.
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 City of Milwaukie First Annual Dogwood Dash 5K on October 10, 2026 at North Clackamas Park, a flat mostly paved course with proceeds to local nonprofits.
Low-key evening trail series in Forest Park with three five race seasons, 4 to 7 mile courses, standings for regular participants, and a post season awards party.
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.
Low-key evening trail series in Forest Park with three five race seasons, 4 to 7 mile courses, standings for regular participants, and a post season awards party.
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
An inclusive one hour Turkey Trot at Scappoose High School Track where participants complete laps and proceeds support local developmental disabilities programs.
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
March 2027
April 2027