Woodside
Trail Running Calendar near Woodside 2026-2027
Explore the top trail runs near Woodside for 2026-2027! We've gathered 55 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Thanksgiving fundraiser at San Leandro Marina with 5K, canicross, 1-mile and kids races supporting the Milo Foundation.
A community 2.2 mile cross country fun run at Gunn High School in Palo Alto on November 26, 2026, with retro shirts, playful prizes, and kids half lap races.
December 2026
A San Francisco cross country event on Sunday, December 6, 2026 offering 5K, 10K and a Naughty Nine Miler with live and virtual options and race swag for all.
A 5K at Baker Beach on mixed surfaces with a wooden bridge section, beginning and ending at the lower Baker Beach parking lot.
A community fundraiser at Joaquin Miller Park featuring a 5K trail run and a 1 mile kids fun run on 12/06/2026.
Trail races through redwood groves at Sanborn Regional Park on December 12, 2026, offering half marathon, 10K and 5K with chip timing and finisher medals.
Trail and paved races at Lake Chabot offering half marathon, 10K, 5K and a new 13K with water stations, GPX files, and a Hiker Division.
January 2027
Trail focused 5K, 10K, half marathon and virtual option at Lake Chabot on January 1, 2027 with varied surfaces and rolling hills.
Multi-distance trail event at Almaden Quicksilver County Park on January 2, 2027, with dirt-road courses, aid stations, drop-bag service, and published time cutoffs.
Two-day trail event in San Francisco on January 23-24, 2027 offering 15K, 25K, 50K and 50 mile courses through the Marin Headlands and over the Golden Gate Bridge.
Mixed-surface runs at Coyote Hills Regional Park with 5K, 10K and half marathon options, stocked aid stations and GPX course files available.
February 2027