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Trail Running Calendar near San Jose 2026-2027

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Explore the top trail runs near San Jose for 2026-2027! We've gathered 42 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
21st Annual Garin Park XC Challenge at Garin Regional Park is a USATF Pacific Association cross country meet with about 5K courses featuring hills, scenic views, and a half mile flat finish.
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 offering a half marathon, 10K and kids 1 mile with historic mining views and local conservation 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.
Experience a scenic trail run around the Lake Chabot reservoir and hills. With distances from a 50 yard kids dash to a 50K ultramarathon there is an option for everyone at this Castro Valley event.
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.
Quarry Turkey in Fremont offers a half marathon, 10K, 5K and a virtual race over Thanksgiving weekend, plus a Little Turkeys kids race and 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 Sanborn County Park redwoods on December 12, 2026 offering 5K, 10K and half marathon options with chip timing and finisher medals.
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.
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 races at Huddart Park near Woodside with 8K up to 50K plus a free kids 50 yard dash, marked single track courses and fully stocked aid stations.
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