Trail Running calendar near Milpitas 2026-2027

Experience a technical trail race through the redwood groves of Joaquin Miller and Redwood Regional parks. Choose from multiple distances ranging from an 8K to a 50K ultra marathon on accurately measured courses.

Experience a scenic run through Coyote Point Recreation Area with a 5K or 10K event supporting mental health. Enjoy a free community wellness fair featuring local health vendors and family friendly activities.

A multi-distance trail event at Calero County Park in San Jose on May 30, 2026, featuring single track, dirt paths and hilly terrain up to 50K, with aid stations, free parking and drop bag support for the 50K.

Toro Park Trail Run in Salinas presents scenic trail routes through rolling golden hills and oak stands. Distances include a 10K, a half marathon and a 50K and the weekend also features Spartan obstacle races.

Global Running Fest at Sports Basement Berkeley on May 31 features free road, trail, and kids runs, brand shoe demos, live music and raffles with over $5,000 in prizes. Beer sales benefit the youth program Running for a Better Oakland.

A community run and expo in San Francisco on June 6, 2026 featuring group runs of 3.2 miles and 4.5 miles, vendor booths, a pancake breakfast, and a raffle with prizes.

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 a fixed-time event at Crissy Field with stunning views of the Golden Gate Bridge. Run or walk as many laps as you choose in three six or twelve hour blocks as an individual or part of a team.

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.

Annual 5 km and 10 km run and walk in Hunting Hollow at Henry W. Coe State Park, on a relatively flat dirt road through valleys with late spring wildflowers and possible wildlife sightings. Proceeds support Pine Ridge Association projects a..

A multi-distance trail event at Fort Ord National Monument on June 20, 2026, with 50K, 35K, half marathon and 10K courses on varied single-track and fire roads. Chip timing, cupless aid stations, and a 350-runner capacity.

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.

A 10 mile trail race in Oakland that starts at Chabot Space and Sciences Center, featuring hilly single track and the Woodmonster climb. The event uses reverse handicap starts by age, includes a team competition, and a hill climb prize.

A community running day at Sycamore Grove Park on July 3, 2026, with a flat 5K on mixed trails and an untimed 400m kids run for ages 12 and under; parking is at Independence Park.

A map-based mystery run from Ghirardelli Square through classic San Francisco neighborhoods, with team navigation, chip-tagged checkpoints, 5K and 10K options, age and gender divisions, and post-event snacks and socializing.

Multiple trail distances from 5K to 50K on very hilly single track and dirt roads at Rancho Cañada del Oro. The course features scenic foothill views, two aid stations, enforced cutoffs, and finishers receive a medal.

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.

Experience the rugged beauty of Mt. Tamalpais and Muir Woods in this coastal trail event starting from Stinson Beach. Choose between 10K, Half Marathon, or 30K routes featuring steep climbs and breathtaking Pacific views.