Trail Running calendar near San Jose 2026-2027

We have found 83 Trailruns within 80 miles of San Jose. See below where and when you can find the races.

Event Overview The 2026 Big Sur Trail Marathon, Half Marathon & 5 Mile is the 36th annual running of this event. It takes place at Andrew Molera State Park in Big Sur, California. Distances The event offers three distances: Marathon Ha..

Explore the shaded redwood groves and challenging, flowy singletrack of Sanborn County Park. This trail event on September 27, 2026, offers 10k, half marathon, and 50k distances through the Santa Cruz Mountains.

October 2026

Scenic coastal races at Wilder Ranch State Park on October 4, 2026. Options include a Half Marathon, a 12K, and a 4K run and walk along mostly flat packed dirt trails.

Run the 39th Ruth Anderson Memorial Endurance Run on October 10, 2026 in San Francisco. Choose 100 km, 50 miles, or 50 km on a scenic paved loop around Lake Merced with chip timing and certified 50K and 50 mile courses.

Event Overview The Diablo Summit Stomp is a trail race held on October 17, 2026, in Walnut Creek. The event offers several distances run on dirt trails. Distances and Courses Participants can choose from one of four courses: 30K Half Marat..

A Halloween-themed running event at Hellyer County Park offering distances from a kid's 50 yd dash to a certified marathon, with costume prizes, aid stations every 2-4 miles, and cupless hydration policy.

November 2026

A trail fundraiser in Joaquin Miller Park offering a 5 km trail race and a 1 mile fun run/walk to support Oakland Tech PTSA and the school cross country program; donations are tax-deductible.

Mermaid Trail Run at Huddart Park in Woodside on November 7, 2026 features multiple trail distances, a timed 6 Hour challenge and a youth dash. The course is hilly, parking has a cash fee and a pancake breakfast follows the race.

A multi-distance trail event around Lake Chabot in Castro Valley on November 7, 2026, offering 8K to 50K options plus a free kids' dash, marked trails, regular aid stations, and a cupless policy.

This November trail run takes on the iconic slopes of Mt. Tamalpais, starting at Stinson Beach. Runners can choose from four distances, from a 10K to a 50K ultramarathon, all featuring significant climbs and views. The event includes chip t..

Trail navigation event in Santa Cruz where solo runners or teams use a custom map to find up to 20 checkpoints in 2 or 4 hour formats; a finish area offers refreshments and social time.

A Thanksgiving morning event in San Jose offering 5K, 10K, a USATF certified half marathon, age-group races and a free kids' 50-yard dash. The course is mostly asphalt, aid stations appear every 2 to 4 miles, and the event is cupless.

Event Details The Quarry Turkey 2026 is scheduled for Saturday, November 28, 2026. It is held at the Quarry Lakes Regional Recreation Area on Isherwood Way in Fremont, California. Distances The event offers several race distances: Half Mar..

December 2026

A San Francisco trail event offering live and virtual options across three distances. Participants receive a handcrafted woodallion, a Krampus lifestyle tee, and a Krampus beer sampler stein, with pre race pickup and a BREWFEST.

A multi-distance trail event at Quarry Lakes Regional Recreation Area in Fremont featuring 5K, 10K, youth races, and a USATF-certified half marathon along Alameda Creek Trail with crushed-rock surfaces, cupless aid stations, and awards for..

The Calero Trail Run (Winter) takes place on the trails of Calero County Park in San Jose. Runners can choose from a wide range of distances, from a 1-mile run to a 50K ultramarathon. The courses feature hills, single-track, and panoramic v..

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.

Ring in the new year with a trail run at Lake Chabot. Choose from a half marathon, 10K, or 5K on New Year's Eve. For a special challenge, run both days to earn the Mega-Medal.

January 2027

Start the new year on the scenic trails of Lake Chabot in Castro Valley. This event offers a 5K, 10K, or half marathon for runners and walkers. It’s part of a festive New Year's running series.