Woodside
Trail Running Calendar near Woodside 2026-2027
Explore the top trail runs near Woodside for 2026-2027! We've gathered 62 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
Trail races on the Lake Chabot trails in Castro Valley on December 31, 2026 offering half marathon, 10K and 5K; hikers and walkers welcome.
January 2027
Lake Chabot trails in Castro Valley host Brazen New Year's Day on January 1, 2027 with half marathon, 10K, 5K plus remote and hiker options.
A trail race in Huddart Park near Woodside CA on January 17, 2027 offering distances from an 8K to a 50K plus a free kids 50 yard dash. Courses run through redwoods, are well marked, and feature stocked aid stations.
A trail running event that crosses the Golden Gate Bridge into the Marin Headlands. Races include 15K, 25K, 50K and 50 mile options on January 23 to 24, 2027, organized by Spartan Trail.
Mixed-surface races at Coyote Hills Regional Park in Fremont offering half marathon, 10K and 5K with aid stations, GPX files and a half-marathon hiker division.
February 2027
Trail races at Lake Chabot Regional Park near Castro Valley with 50K, 30K, half marathon, 10K and 5K options, organized by Inside Trail Racing.
March 2027
A multi-distance trail event on March 22, 2025 at Calero County Park in San Jose offering runs from a kids race to a 50K, single track and dirt-road courses, multiple aid stations, and per-distance time limits.
Multiple trail distances run through Redwood Regional Park on March 20, 2027 at Chabot Space & Science Center. Routes use East Ridge, West Ridge, Stream and Bridle trails and distances were measured with a Rolatape surveyor's wheel.
A spring race at Quarry Lakes Regional Recreation Area in Fremont on March 27, 2027 offering half marathon, 10K, 5K and a remote runner option.
April 2027
A spring trail race at Pueblo Day Use Area in Santa Teresa County Park on April 5, 2025 offering 5K, 10K, 10 Mile and a half marathon across marked, hilly trails with aid stations and a four hour half marathon limit.
A trail event at Lake Chabot Regional Park offering distances from a 50‑yard kids dash to a 50K ultramarathon. The looped course circles the Lake Chabot reservoir and surrounding hills with measured distances.
No Foolin' Foot Race in San Carlos on April 24, 2027 offers 15K, 10K, 5K and a 1K kids trail course across Big Canyon, Eaton and Pulgas Ridge, with proceeds supporting local open space trail maintenance.
May 2027