Trail Running calendar near Gilroy 2026-2027

Oakland Hills Trail Run features 10K, half marathon and 35K courses through Redwood Regional Park with technical trails, marked routes, aid stations and chip timing. The event is cupless and limited to 330 runners.

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.

Support student programs and the Oakland Tech Cross Country team at Joaquin Miller Park. Choose between a five kilometer trail race or a one mile fun run through the redwood trees.

Trail races at Huddart Park with multiple distances, a 6 Hour loop option, cupless aid stations, volunteer credits, customizable swag choices, and a post-race pancake breakfast.

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 on November 28, 2026 offers a mostly flat half marathon plus 10K, 5K and a short Little Turkeys run for children. The event includes a food drive for Alameda County Food Bank and a virtual entry option.

A seasonal cross country event in San Francisco on 12/6/2026 with live and virtual options. Distances include a 5K, 10K, and a nine mile course; all entrants receive race swag and there is a pre race bib and shirt pickup with Brewfest.

A multi-distance trail event at Calero County Park in San Jose featuring single-track, hills and varied terrain. Aid stations, drop-bag service for the 50K, free parking and support access at Rancho Cañada del Oro are provided.

The Hunter S. Thompson Fear & Loathing will take place in San Francisco on Sunday 6 December 2026. You can run between 50 and 50 miles.

Trail races through redwood groves at Sanborn Regional Park with a half marathon, 10K and 5K. Routes use single track trails and chip timing, and walkers and hikers are welcome.

Forest and ridge single-track runs in Woodside, California with 10K, half, 35K and 50K options, chip timing, aid stations, and cupless hydration requirements.

Celebrate the final day of the year with a trail run at Lake Chabot in Castro Valley. Choose between half marathon, 10K, and 5K distances with options for runners and hikers alike.

A family-friendly 5K, 10K and half marathon around Lake Chabot in Castro Valley on January 1, 2027. The half marathon is part of the Brazen Ultra Half Series and includes varied trail terrain with notable climbs.

A winter trail event at Almaden Quicksilver County Park offering distances from a kids run to a 50K, marked dirt-road courses, aid stations with toilets, drop-bag service for longer races, and measurable elevation gain.

Join a community run and walk along the scenic trails of the Tuolumne River Regional Parkway in Modesto. Support the Sole Support Sponsorship Program while completing a 5K course alongside friends and family.