Trail Running calendar near Gilroy 2026-2027

We have found 84 Trailruns within 80 miles of Gilroy. See below where and when you can find the races.

Trail races on July 11, 2026 in Santa Cruz at Harvey West Park, with distances from a 0.25 mile kids run to 50K. The course runs through Coastal Redwoods, meadows and stream canyons and crosses the San Lorenzo River.

A waterfront group run along Baylands Trail in Mountain View organized by Bay Area Run Crew. The listing includes a meetup, warm up, and a social hour with coffee at Shoreline Lake Boathouse.

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.

August 2026

A trail race in the Marin Headlands with 8K, half, 30K and 50K options along coastal single-track and fire roads, marked courses, cupless aid stations, and a 350 runner capacity.

Trail races of 50K and 21K in Castro Valley that start and finish at Lake Chabot Marina. Organized by Scena Performance, the event features community volunteer aid stations, finisher swag, GPX files, and UTMB indexing.

A trail running event on Aug. 8, 2026 in Gilroy, California through redwood groves and peak viewpoints. Distances include a 5K, 10K and half marathon with significant elevation gain, and proceeds support youth scholarships.

Bear Creek on August 8, 2026 offers 5K, 10K and a 13.32-mile half marathon in the Briones Regional Park area, with a virtual Remote Runner option. Entry windows and fees are listed for each race.

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.

A five kilometer trail run along the Lands End Trail in San Francisco with views of the Golden Gate and the Pacific Ocean. The event lists a $10 entry fee, awards finisher ribbons, and requests no headphones or pets on course.

Oakland Cubs Back2School 5K and Fun Run on August 16, 2026 takes place at The Meadow in Oakland and raises funds for the youth running team and its scholarship programs. Distances include a 5K and a fun run.

A community run in Felton that includes a 10K through Henry Cowell Redwoods and a 1 mile kids race, with entry fees covering a pancake breakfast and proceeds supporting local community events.

Trail races of 10K, half marathon and 30K run through redwoods near Felton, CA, on varied single track and fire road with river crossings, marked courses, aid stations, chip timing, and a cupless hydration policy.

A map-based 5K and 10K in San Francisco where teams navigate checkpoints and answer multiple-choice questions, followed by refreshments at the finish.

A two loop 4.15 mile cross country race on the fire roads of the UC Santa Cruz campus, starting and finishing at the meadow above the fire station and included in the Pacific Association USATF Grand Prix series.

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 race on Angel Island offering a Half Marathon (two loops) and a 10K (one loop) with ocean and city views, limited to 400 runners. A chartered ferry from Tiburon is required and ferry fees are included in race pricing.

The inaugural Apple City 5k at Pinto Lake County Park in Watsonville on 30 August 2026 offers a 5k on gentle, scenic trails and a kids 1k around the soccer fields. Half the event funds support the Pajaro Valley Education Foundation.

September 2026

Experience the natural scenery of Mount Diablo State Park through a variety of trail races. Runners can select distances ranging from 4 miles to a 50K with spectacular views of the San Francisco Bay Area.

A trail running event in Tilden Regional Park near Berkeley offering 50K, 35K, half marathon and 10K courses with stocked aid stations, a cupless policy, and a 350-runner field.

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