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Trail Running Calendar near Los Gatos 2026-2027

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Explore the top trail runs near Los Gatos for 2026-2027! We've gathered 35 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
A community-supported, student-powered running event in Belmont on September 26, 2026, offering 5K, 10K, kids' and Fido mile options plus a virtual run.
Trail races at Sanborn County Park on Sep 27, 2026 through shaded redwood forest with steep climbs and flowy singletrack.
October 2026
Run by the Sea at Wilder Ranch State Park on October 4, 2026 features a half marathon, 12K and 4K on mostly flat coastal bluff trails.
A trail race at Almaden Quicksilver County Park with distances from 5K to 50K. Courses are out-and-back, marked with colored ribbons, include aid stations and toilets, and the longer races reach Bald Mountain and Mt. Umunhum.
Trail races at Almaden Quicksilver County Park include a half marathon, 10K and a kids one mile fun run with course aid stations and volunteer support.
Celebrate Halloween with a trail race through San Jose Hellyer County Park. Choose from distances including 5K 10K Half Marathon and Marathon with costume prizes and certified courses.
Trail races in Almaden Quicksilver Park from 5K to 50K over hilly dirt roads and single-track, with two staffed aid stations, drop-bag service for longer distances, and a finisher medal for all participants.
November 2026
Trail races at Huddart Park with multiple distances, cupless aid stations, chip timing, post-race pancake breakfast, and awards for female finishers.
A November trail event at Rancho Cañada del Oro offering distances from 5K to 50K, with steep climbs, single track and two main aid stations. Runners should carry water and be aware of exposed terrain and rattlesnakes.
Experience a flat and fast trail race through the scenic Quarry Lakes Regional Recreation Area in Fremont. Choose from a USATF certified half marathon, 10K, or 5K while enjoying views along the Alameda Creek Trail.
Navigate the redwood forests and meadows of Santa Cruz in this 2 or 4 hour map based adventure scramble. Explore the wilds in teams of up to five while hunting for 20 unique checkpoints.
Celebrate Thanksgiving at Hellyer County Park with a trail race along Coyote Creek. Choose from a USATF certified half marathon, 10K, or 5K while competing for a chance to win a turkey.
A Thanksgiving weekend race at Quarry Lakes Regional Recreation Area offering a mostly flat half marathon, 10K, 5K and a short kids run plus a food drive.
December 2026
Trail races from a kids run to a 50K at Calero County Park in San Jose with varied single track, multiple aid stations, free parking, and drop bag support for the 50K.
Trail races through redwood groves at Sanborn Regional Park on December 12, 2026, offering 5K, 10K and half marathon distances with chip timing and medals.
Trail running in Woodside, CA with 10K, half, 35K and 50K courses through redwoods and varied single track terrain.
January 2027
A multi-distance trail event at Almaden Quicksilver County Park on January 3, 2026 offering marked dirt-road courses from a kids run up to a 50K with aid stations.
Trail races from 8K to 50K plus a free kids 50yd dash on January 17, 2027 in Huddart Park, Woodside, with marked trails and staffed 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.
Scenic races at Coyote Hills Regional Park offering half marathon, 10K and 5K on varied surfaces with rolling bay views and stocked aid stations.
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