Trail Running calendar near Downtown San Jose 2026-2027

We have found 116 Trailruns within 80 miles of Downtown San Jose. See below where and when you can find the races.

A 13.1-mile point-to-point half marathon on May 9, 2026 through Napa Valley vineyard roads, finishing in Yountville with a Wine Village featuring local wine, food, music, and winery-hosted aid stations.

Celebrate the 24th year of this community event in Los Altos Hills. Run or walk through the Westwind Community Barn and Byrne Preserve on hilly 5K, 10K, or 1 mile courses.

Experience the lush redwood landscapes of Saratoga at Trailquake 2026. Choose between 5K, 10K, or half marathon distances on forested trails with options to run, walk, or join remotely.

Celebrate Mother's Day on May 10th with a family-friendly run or walk. The event, held at Pinto Lake County Park, features a 1K kids run, 5K, and 10K. Your participation benefits Pajaro Valley Shelter Services.

Trail races at Skyline Wilderness Park near Napa offering 50K, 30K, 21K and 10K on routes with Rim Rock climbs and wide valley views. Aid stations are touchless and the event is cupless so runners must bring their own cup or bottle.

A charity trail event at Skyline Ridge Open Space Preserve offering 50K, 30K and 10K options, with elevation profiles and route maps provided; all registration proceeds support UCSF cancer research.

The inaugural Rim Rock 50 Mile Trail Challenge explores Napa's wild trails. Runners will tackle a two-loop course through Skyline Park and the new Suscol Headwaters. This cupless event offers a 50-mile solo or relay option with a 13-hour cu..

Experience 360 degree views of the Bay Area at Wildcat 2026 in El Sobrante. This scenic event features a Half Marathon, 10K, and 5K as well as a remote participation option.

A 13 mile point to point trail race in San Jose across Almaden Quicksilver Park and Sierra Azul Open Space Preserve, with bus transport to the start and a 5.5 hour time limit. Race day registration and bib pick up are available.

Mud Factor Sacramento is a 5K mud and obstacle run at the 300 acre Mahon Ranch in Elk Grove on May 17, 2026. The event includes adult and KIDZ family waves, a festival area with paid spectator access, and required signed waivers.

A trail race at China Camp State Park in San Rafael offering 5K, 10K, and half marathon courses with scenic single track, limited to 275 entrants and staffed aid stations. Registration deadlines determine shirt guarantee and refund credit r..

Experience an obstacle course race through the rolling hills and wooded trails of Toro Park. Choose from 5K and 10K distances or bring the family for kids races at this scenic Northern California venue near Monterey Bay.

Experience trail running at Point Pinole Regional Shoreline Park in San Pablo. Choose between half marathon, 10K, or 5K distances on a historic site once home to TNT factories.

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 running event at Calero County Park on May 30, 2026, featuring single track, hills, aid stations, and a commemorative medal for finishers. Distances range from a Kids Run up to a 50K described as a Western States trai..

Trail races at Toro Park near Salinas on May 31, 2026 offer 10K, half marathon and marathon options on rocky trails and dirt roads. Average temp 16°C and average altitude 520 m; timing uses gun time.

June 2026

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.