Trail Running calendar near Milpitas 2026-2027

An endurance event at Point Pinole Regional Shoreline with 12 hour, 6 hour and 3 hour timed races on a 3.37 mile loop. Individuals and teams of two or three share laps and entry includes an all day picnic.

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 August 1, 2026 in the Marin Headlands near Sausalito offer 8K, half, 30K and 50K courses with coastal single track, ocean and Golden Gate views. The event is chip timed and runs as a cupless race.

A classic trail event in Castro Valley offering 50K and 21K loop courses through East Bay Regional Parks, with on-course aid stations, volunteer support, race swag, and age-group awards.

Test your endurance at Skyline Wilderness Park in this time based trail run where you complete as many laps as possible in three, six, or twelve hours. Enjoy rolling hills and scenic singletrack in the heart of Napa.

A trail running event through redwood forests near Gilroy with 5K, 10K, and half marathon options featuring large elevation gains and scholarship fundraising for youth trail running camps.

Bear Creek 2026 in Lafayette California offers a half marathon, 10K, 5K and a remote runner option on August 8, 2026. The trail course includes hills, scenic views and a final mile of downhill shaded single track.

An annual single-loop 50K ultramarathon in Muir Beach, California, traversing famous Marin trails with about 6,500 feet of elevation gain and ocean and Bay Area views.

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.

Trail races on hilly mixed dirt and single track at Almaden Quicksilver Park with distances from 5K to 50K, aid stations, drop bag service for longer races, and mandatory course markings and cutoffs.

Trail races of 10K, half marathon and 30K through Henry Cowell Redwoods State Park with single track, sand ridge and river crossings. Aid stations are spaced every five to six miles and the event is cupless.

Navigate through historic San Francisco neighborhoods and parks in this unique 5K or 10K challenge. Use a custom map to find checkpoints and solve riddles individually or in teams of up to five people.

The Double Dipsea is a longstanding annual 13.7 mile trail race from Stinson Beach to Mill Valley and back, run on mostly single track with many stairs and handicapped starts that create frequent passing among runners.

A 4.15 miles, two loop cross country race on the fire roads of the upper UC Santa Cruz campus on August 23, 2026. The event is part of the Pacific Association USATF Grand Prix series and has limited nearby parking.

Obstacle race weekend at Mahon Ranch near Elk Grove on Aug 29-30, 2026 with Sprint, Super and Kids races, team entry options, and service member discounts.

Trail races at Huddart Park, King's Mountain and Bear Gulch offer measured distances from a 50 yard kids dash to a 50K, with fees listed per distance and registration opening November 11, 2025.

A scenic loop trail race around Angel Island with a single-loop 10K and a half marathon that runs the loop twice; ferry transport is required and included in race pricing, and the field is limited to 400 participants.

Explore the gentle trails of Pinto Lake County Park at the Apple City 5k. This inaugural event celebrates the agricultural roots of Watsonville's Pajaro Valley. The race supports local students, with half of its proceeds going to the Pajaro..

Multi-distance trail event at Mount Diablo offering races from 4 miles to a 50K plus a free kids dash. Mountainous routes have significant elevation gain, marked courses, staffed aid stations, and a cupless hydration policy.

A 6.45 miles trail race in Annadel State Park organized by the Empire Runners Club, held in early September with staggered age and gender starts, limited to 100 runners and awards for the top 13 finishers.