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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 65 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
Looped trail races on Angel Island with panoramic Bay views; includes a half marathon (two loops) and a 10K, ferries required and the field is limited to 400.
Trail running in Woodside, CA with 10K, half, 35K and 50K courses through redwoods and varied single track terrain.
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.
Multiple trail races on 01/17/2027 at Huddart Park, from a 50 yard kids dash to 50K, set among redwoods, ferns and trails at King's Mountain and Bear Gulch.
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.
Trail races in Pacifica on twisty single-track with 10K, half marathon, and 30K options, chip timing, substantial elevation, and cupless aid stations.
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
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.
Trail race at Almaden Quicksilver Park offering distances from a kids run to 50K, out-and-back courses with marked trails, aid stations, and summit routes to Mt Umunhum.
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 from 5K to 50K through eucalyptus forests and lakeside trails at Lake Chabot Regional Park near Castro Valley, CA.
Trail runs in Sanborn County Park near Saratoga with Kids, 1 Mile, 4 Mile, 8 Mile and Half Marathon options on mostly single track forest trails.
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.
Trail races in the Marin Headlands and Mt Tam with two distances, significant elevation, live tracking, and a cupless aid station format.
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.
Half marathon, 10K, 5K and a Remote Runner entry at Quarry Lakes in Fremont on March 27, 2027 on a mostly flat course that follows part of the historic Western Pacific Trail.
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