Trail Running calendar near San Mateo 2026-2027

We have found 81 Trailruns within 80 miles of San Mateo. See below where and when you can find the races.

Trailquake stages a half marathon, 10K and 5K on the redwood and pine trails of Sanborn Regional Park in Saratoga, California. Finishers receive custom medals and shirts and volunteer photographers provide free race photos.

Celebrate Mother's Day with a scenic 1K kids fun run plus 5K and 10K at Pinto Lake County Park. Enjoy trails and family fun while supporting Pajaro Valley Shelter Services and local families experiencing homelessness.

Trail runs at Skyline Wilderness Park in Napa with 50K, 30K, 21K and 10K options. Routes include steep Rim Rock climbs, summit views, cupless aid stations, and on-course water-only sections for longer distances.

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.

Rim Rock 50 Mile Trail Challenge in Napa Valley is a scenic yet rugged two loop course through oak woodlands and exposed ridgelines at Skyline Wilderness Park. Run solo for 50 mile glory or team up for a two person relay and tackle the terr..

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.

Trail runs at China Camp State Park on May 23, 2026 feature 5K, 10K and half marathon courses on single track and fire roads with prominent climbs, marked aid stations, a cupless policy, and limited field size.

Nitro Trail 2026 is a trail running event at Point Pinole Regional Shoreline Park in San Pablo, CA on May 30, 2026, offering a half marathon, 10K and 5K. Organized by Brazen Racing, it includes a remote runner option and volunteer-supported..

Run scenic trails in Joaquin Miller and Redwood parks near Oakland, with distances from a 50 yard kids dash to marathon and 50K. Enjoy stocked aid stations, a technical Cinderella finish and shirts for preregistered runners.

Join San Mateo PALs 5K and 10K at Coyote Point on May 30, 2026 to support health and mental wellness. Race registration includes a T shirt and access to a free Wellness Fair, and the event welcomes families, strollers and dogs.

Trail races at Toro Park near Salinas, CA take place on rolling golden hills and smooth trails. Distances include Trail 10K, Half Marathon and Trail Marathon, and the weekend also features Spartan obstacle course races and spectator access.

June 2026

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

Run scenic trails at Lake Chabot on June 7, 2026 in a chip timed half marathon or 5K with ridge top views of Mt Diablo and the Bay. Presented by Castro Valley Sports Foundation as a fundraiser with finisher medals.

The Bay Area 100 is a 100 mile point to point ultramarathon across Berkeley and Oakland ridgelines and redwood forests. With about 18,000 feet of climbing and a finish on the Skyline High School track, it offers a rugged, scenic test.

UTMB Index

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..

July 2026

The Bay 2 Bankers 10K will take place in Fort Mason on Saturday 4 July 2026. You can run between 5 and 10 kilometers.

Run through coastal redwoods and riverside canyons in Santa Cruz with distances from 10K to 50K and a free kids run. Pre registered runners get shirts and all finishers earn a custom medal on scenic single track trails with full aid.

Trail races on Mt. Tam near Stinson Beach offering 10K, half marathon, and 30K courses with steep climbs, technical single-track, cupless aid stations, chip timing, and a 300-runner capacity.

August 2026

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.