Trail Running calendar near Gilroy 2026-2027

A community running event in Los Altos Hills featuring hilly 5K and 10K courses plus a 1 Mile Fun Run, with the route starting at Westwind Community Barn and passing through Byrne Preserve and local pathways.

Trailquake invites participants to run, hike, or walk through the beautiful redwood and pine trails of Saratoga. With a 5K, 10K, or half marathon to choose from, all finishers receive a custom medal and shirt. This challenging trail event i..

Join the 42nd Annual Mother's Day Run & Walk on scenic trails at Pinto Lake County Park. Choose from a 1K Kids Fun Run, a 5K run/walk, or a 10K run. The event benefits Pajaro Valley Shelter Services.

A charity trail event in Los Gatos supporting UCSF cancer research, offering 50K, 30K and 10K routes at Skyline Ridge Open Space Preserve on May 16, 2026.

Trail trail race at Wildcat Canyon Regional Park near El Sobrante offering a half marathon, 10K and 5K with wide Bay Area views, chip timing, medals and shirts. Walkers and hikers are welcome.

Run the original Brazen Racing event at historic Point Pinole. Choose from a half marathon, 10K, or 5K trail race. Runners and walkers are both welcome to participate.

A trail event at Joaquin Miller Park on May 30, 2026 offering 8K to 50K distances plus a free kids 50yd dash. Routes run through redwood forest on marked single track with aid stations every 3 to 6 miles.

This community event features a 5K and 10K run/walk through Coyote Point Park, followed by a free Wellness Fair. Registration includes a T-shirt, and participants are welcome with strollers and dogs. The day focuses on health and mental wel..

The Toro Park Trail Run offers 10K, half marathon, and marathon distances on the rocky trails and dirt roads of California's Toro Park. The summer event features rolling golden hills and oak trees. It is held as part of a Spartan festival w..

The Dirt Circus - San Francisco will take place in San Francisco on Saturday 6 June 2026. You can run between 3 and 5 miles.

A trail event in Castro Valley on June 7, 2026 offering a chip timed half marathon and 5K with on-course water, first aid support, guaranteed t-shirts for early registrants, and age division awards.

The Bay Area 100 is a point-to-point 100-mile ultramarathon journey through the East Bay hills, starting at UC Berkeley. With 18,000ft of climbing and a 33-hour limit, it traverses diverse terrain from redwood forests to exposed ridges. It..

Trail races of 10K, half marathon, 35K, and 50K wind through Fort Ord National Monument’s single track, sandy hills, and wildflower fields. The cupless event is chip timed, limits entries to 350 runners, and features stocked aid stations.

Live and virtual 5K, 10K and half marathon at Lake Chabot Regional Park in Castro Valley, June 26 to 29, 2026. Courses mix paved and trail sections with aid stations; live participants receive a shirt, handcrafted woodallion and beer sample..

The Bay 2 Bankers 10K will take place in Crissy Field East Beach on Saturday 4 July 2026. You can run between 5 and 10 kilometers.

Trail races in Santa Cruz through ancient coastal redwoods and varied terrain, offering distances from a free kids quarter mile up to a 50K. Marked courses, fully stocked aid stations every 6 to 7 miles, and a cupless policy.

Trail races at Rodeo Beach in the Marin Headlands offering 8K, half marathon, 30K and 50K on coastal singletrack and fire roads; chip timed, cupless, capacity 350.

One of America's oldest 50k races loops through East Bay parks. It's known for strong community support and a post-race plant-based BBQ. The event happens every August at Lake Chabot Marina.

Trail races at Sprig Lake Day Use Area in Gilroy on August 8, 2026 feature 5K, 10K and half marathon routes with significant elevation gain; proceeds fund local scholarships to a national trail running camp.

Trail races of 30K, half marathon, and 10K run through Henry Cowell Redwoods State Park with redwood forest, river crossings, ocean breezes, and aid stations every 5 to 6 miles.