Woodside
Trail Running Calendar near Woodside 2026-2027
Explore the top trail runs near Woodside for 2026-2027! We've gathered 58 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
An urban 50K and 50 mile fat ass run from Twin Peaks in San Francisco, with volunteer aid stations and a four hour forty five minute cutoff at mile 25.
A memorial 5K on Baker Beach honoring a longtime DSE member, featuring a mixed surface course with a wooden bridge and parking at the upper lot.
Youth focused event in Oakland with a 1 mile kids fun run and a 5K trail run at Joaquin Miller Park, with limited parking and packet pickup before the race.
Trail races through Sanborn County Park redwoods on December 12, 2026 offering 5K, 10K and half marathon options with chip timing and finisher medals.
New Year's Eve at Lake Chabot in Castro Valley offers trail races on December 31, 2026, with a half marathon, 10K and 5K; walkers and hikers are welcome and free photos are provided.
January 2027
Multi-distance trail races at Lake Chabot across New Year's Eve and New Year's Day, including 5K, 10K, a half marathon and a virtual option.
Trail races at Almaden Quicksilver Park on January 2, 2027 offering distances from a kids run to a 50K with marked dirt road courses and multiple aid stations.
Trail running weekend in San Francisco that crosses the Golden Gate Bridge and runs through the Marin Headlands, with multiple race distances and spectator access.
A mixed-surface running event at Coyote Hills Regional Park offering a half marathon, 10K, and 5K with updated courses, GPX files, and stocked aid stations.
February 2027
Trail races from 5K to 50K through eucalyptus forests and lakeside trails at Lake Chabot Regional Park near Castro Valley, CA.
March 2027
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.