Trail Running calendar near San Mateo 2026-2027

A trail event at Almaden-Quicksilver County Park on June 7, 2025 offering distances from 5K to 50K, steep climbs, marked courses, aid stations, and toilet facilities. The 52 mile race is not held in 2025 and is planned to return in 2026.

Experience the 42nd annual Lake Chabot Trail Challenge featuring a scenic half marathon loop and a paved 5K run. Enjoy views of the San Francisco Bay and Mt Diablo while competing for medals on chip timed courses.

Experience a point to point 100 mile ultramarathon from UC Berkeley to Oakland. This trail race features 18,000 feet of elevation gain through redwood forests and scenic ridgelines with expansive California views.

Experience the scenic trails of Lagoon Valley Park at The Pena Passage. Choose from 30K, 10K, or 5K distances featuring rolling hills and oak groves in a natural setting.

Experience a scenic 5K or 10K run or walk through the flat dirt trails and green hills of Henry W. Coe State Park in Gilroy.

A charitable walk and run at Howarth Memorial Park in Santa Rosa on June 14, 2026, organized with Dogwood Animal Rescue. The event offers a 5K, a virtual any-distance option, and the Dogwood Dash, with registration coming soon.

Trail races of 50K, 35K, half marathon and 10K across Fort Ord National Monument featuring rolling hills, single-track, sandy slopes, and fields of wildflowers. The event is cupless and the longer distances have a nine hour time limit.

Experience the scenic trails of Lake Chabot Regional Park with a variety of distances including a 5k, 10k, and half marathon. Enjoy a lively atmosphere with a post-race brewfest and handcrafted finisher awards.

Celebrate the classic vibes of San Francisco with a themed navigation run starting at Ghirardelli Square. Use a custom map to find checkpoints as an individual or in a team of five.

A trail race in Morgan Hill through Rancho Cañada del Oro Preserve with hilly single track, fire roads, creekside oak shade and multiple distance options for runners.

Experience a scenic trail run through ancient Coastal Redwoods and lush river canyons in Santa Cruz. Choose from multiple distances including a 50K and marathon with several river crossings.

Trail races of 10K, half marathon and 30K near Stinson Beach, CA that feature steep climbs, coastal ridge running, and technical single-track through Muir Woods and Mt Tam. Aid stations offer gels, snacks and hydration; 30K has a 6.5 hour l..

Test your limits at Point Pinole Regional Shoreline with three 6 or 12 hour endurance runs on a scenic coastal loop. Enjoy a party atmosphere with an all day picnic and options for individual or team participation.

Trail running at Calero County Park with multiple distances across single track and dirt paths, significant climbs, aid stations and free parking at the park.

Trail races on coastal singletrack in the Marin Headlands, offering 8K, half marathon, 30K and 50K options with varied aid stations, wildlife views, and a 350-runner capacity.

A loop trail race from Lake Chabot Marina through East Bay Regional Parks to Skyline Gate, offering 50K and 21K distances with on-course aid stations, athlete guides, race swag, and age group awards.

Experience a trail run through redwood trees and mountain peaks at the Mt. Madonna Challenge. Choose between steep 5K, 10K, and Half Marathon courses while supporting local youth running scholarships.

Join the Bear Creek 2026 trail run in Lafayette for a Half Marathon, 10K, or 5K featuring scenic views and shaded single-track trails. Runners and walkers alike will enjoy this professionally timed event with custom medals and shirts.

A single-loop 50K ultramarathon through Marin Headlands trails with about 6,500 feet of elevation gain, aid stations along the route, and a concurrent Kids' One Mile Challenge on August 15, 2026.

Experience the trails of Redwood Regional Park in Oakland. Runners can choose from distances ranging from a 50 yard kids dash to a 50K ultramarathon through scenic ridge lines and redwood groves.