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Trail Running Calendar near Redwood City 2026-2027

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Explore the top trail runs near Redwood City for 2026-2027! We've gathered 68 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A hilly loop around Angel Island with views of the Golden Gate and Alcatraz, offering a Half Marathon (two laps) and a single-loop 10K; limited to 400 entrants.
Trail running in Woodside, CA with 10K, half, 35K and 50K courses through redwoods and varied single track terrain.
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.
Run through the towering redwoods and lush ferns of Huddart Park in Woodside. This trail event offers multiple distances from a five mile race to a 50K ultramarathon plus a free dash for children.
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
Experience the coastal beauty of the Marin Headlands at the Golden Gate Trail Run. Choose from distances ranging from a 50K trail race to a fun kids dash with views of the Golden Gate Bridge and San Francisco.
Experience the unique Coastal Mountain Habitat and Pacific Coast views at this trail event in Pacifica. With distances from a kids dash to a 50K there are options for many different types of trail runners.
Trail races at Lake Chabot Regional Park near Castro Valley with 50K, 30K, half marathon, 10K and 5K options, organized by Inside Trail Racing.
A trail running event at Sanborn County Park near Saratoga offering Kids, 1 Mile, 4 Mile, 8 Mile and Half Marathon distances on steep, mostly single track trails through mixed evergreen forest with multiple aid stations.
Experience a trail run across the forest and hills of Angel Island with views of San Francisco and the Golden Gate. Choose from multiple race distances including a youth dash and enjoy a picnic at Ayala Cove.
March 2027
A point to point half marathon to the summit area of Mt. Umunhum on March 8, 2025, covering about 13.35 miles with 4,767 feet of ascent, marked mainly by pink ribbons and supported by aid stations with toilets.
Trail ultraruns of 50 Mile and 50K through Marin Headlands, Muir Woods and Mt. Tamalpais with significant elevation and coastal views.
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.
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