Trail Running calendar near Monterey 2026-2027

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.

A trail event at Huddart Park in Woodside on November 7, 2026 featuring multiple distances including a six hour loop challenge, a kids dash for ages six to twelve, and a virtual run option.

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 fall trail event at Rancho Cañada del Oro Open Space Preserve offering distances from 5K to 50K on hilly single-track and dirt roads, with aid stations, multiple water stops, strict cutoff limits, and limited parking.

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 Day 5K and 1 mile event at San Leandro Marina with canicross teams, kids races, and proceeds benefiting animal welfare; the course is flat with mixed surfaces and free parking is available.

A family-friendly Thanksgiving weekend event at Quarry Lakes Regional Park offering a fast, mostly-flat half marathon, 10K, 5K and a free kids' sprint. The race supports the Alameda County Community Food Bank.

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.

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.

Trail races at Lake Chabot in Castro Valley on December 31, 2026 include a half marathon, a 10K and a 5K. Hikers and walkers are welcome and runners can repeat the course on January 1 to earn the mega medal or combine both halves for a full..

A New Year's Day running event at Lake Chabot in Castro Valley offering 5K, 10K and a half marathon. The half marathon is part of the Brazen Ultra Half Series and the event includes bib pickup, free photos, results and volunteer options.

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.

A trail race in Huddart Park near Woodside CA on January 17, 2027 offering distances from an 8K to a 50K plus a free kids 50 yard dash. Courses run through redwoods, are well marked, and feature stocked 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.

Experience scenic bay views and varied terrain at Coyote Hills Regional Park with half marathon, 10K, and 5K distances. Enjoy a mix of dirt trails and boardwalks on courses designed with minimal climbing.

Mt. Umunhum Trail Conquest (Winter) is a multi-distance trail event at Almaden Quicksilver County Park offering races from a kids run to a 50K with marked out-and-back courses, multiple aid stations, and summit sections to Bald Mountain or..