Trail Running calendar near San Jose 2026-2027

Experience the trails of Walnut Creek at the Diablo Summit Stomp 2026 featuring 30K, Half Marathon, 10K, and 5K courses. Walkers and hikers are welcome to join this trail event at Castle Rock Road.

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.

A trail event at Huddart Park on November 7, 2026, featuring multiple distances from a youth dash to a 6 Hour Challenge, single-track redwood trails, aid stations, chip timing, and a post-race pancake breakfast.

Lake Chabot Trail Run in Castro Valley on November 7, 2026 offers distances from an 8K to a 50K plus a free kids 50 yd dash. The marked trail circles the reservoir with aid stations every 4 to 5 miles and a cupless policy.

Mt. Tam Trail Run offers 10K, half, 30K and 50K trail races at Mt. Tamalpais State Park with technical singletrack, chip timing, cupless aid stations, and a 500 runner capacity.

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.

Quad Dipsea is a 28.4 miles trail event in Mill Valley, California, with about 9,000 feet of elevation gain. The route is an out and back to Stinson Beach repeated twice and includes aid stations at Cardiac Hill, Stinson Beach, and Old Mill..

Join a mostly flat and fast half marathon, 10K, or 5K in Fremont. Support the local food bank and earn a special connector medal by completing the Double Turkey Challenge over Thanksgiving weekend.

Escape the wrath of Krampus with this themed cross-country run in San Francisco or from anywhere. Choose from 5K, 10K, or a nine-mile course. All finishers get unique Krampus themed swag, including a woodallion and beer stein.

Trail running at Calero County Park offers single track, dirt paths and varied climbs across distances from a kids run to a 50K. Courses are marked with colored ribbons and include aid stations, mapped routes and free parking.

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.

Run through the redwoods and pines of Sanborn County Park. Choose from a half marathon, 10K, or 5K on scenic single-track trails. Walkers are welcome and all finishers get a medal.

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.

Celebrate the first day of 2027 by running or hiking along the scenic trails of Lake Chabot. Choose between a half marathon, 10K, or 5K while supporting the East Bay Regional Parks Campership Program.

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.