Trail Running calendar near Gilroy 2026-2027

We have found 59 Trailruns within 80 miles of Gilroy. See below where and when you can find the races.

Races at Coyote Hills Regional Park in Fremont include a half marathon, 10K and 5K along mixed dirt, paved and boardwalk trails by the bay. Courses have minimal climbing and provide marsh and shoreline views.

February 2026

Test your legs on scenic Sierra Azul trails at Mt Umunhum Trail Conquest Winter, with distances from a kids run to 50K and routes that summit Mt Umunhum and Bald Mountain. Finishers earn commemorative medals and aid stations keep you fueled..

Trail races at Fort Ord National Monument offering 10K, 25K and 50K routes with marked trails, aid stations, cupless service, live timing, and awards for finishers.

A 50.7-mile trail ultramarathon at Fort Ord National Monument near Monterey, CA, run as a 35-mile plus 15-mile loop with varied terrain, staffed aid stations, drop-bag access, cupless support, and live timing.

UTMB Index

Run the stunning coastal trails around Rodeo Beach at the Golden Gate Trail Run, with distances from 8K to 50K to suit all levels. Expect rugged singletrack, stocked aid stations, generous finisher medals, and unforgettable views.

Join the JW House Hope Run in Los Gatos for scenic 5K and 10K routes around Vasona Lake, perfect for runners, walkers and strollers. Proceeds support JW House to help keep families together during medical emergencies.

Scenic races at San Leandro Marina on February 14, 2026, with half marathon, 10K, 5K and a remote runner option. The mostly flat bayside course stays close to the water and offers views of San Francisco and the Bay.

Trail races at Lake Chabot on February 21, 2026, from 5K to 50K across dirt trails, fire roads and some pavement, timed with disposable chips. Aid stations are stocked and the event is cupless so runners carry their own bottles or cups.

Trail races from 10K up to 50K plus a free kids 50 yard dash at San Pedro Valley Park in Pacifica on February 21, 2026. Routes run mostly single track with marked ribbons, stocked aid stations and a cupless policy.

Join the Wild Goose Chase at Lime Ridge in Walnut Creek for a map based trail adventure through oaks, quarries, and rock labyrinths. Choose 5K or 10K and navigate an unmarked course to find checkpoints, then enjoy post race treats.

March 2026

Tackle scenic, hilly trails on Angel Island in Tiburon with 5, 10, and 15 mile courses plus a free 50 yard kids run for ages 6 and under. Expect single track climbs, stunning views, ferry access, medals and stocked aid stations.

Skyline Ridge Trail Run and Hike in La Honda CA offers 50K, 21K and 10K routes across scenic ridges and forests, with hikers welcome on the shorter courses. This fundraiser sends 100% of entry fees to Bay Area Ridge Trail; register by Mar 6..

A long distance trail race on March 14, 2026 in the Marin Headlands and Mount Tamalpais offering 50 mile and 50K routes with significant elevation, live timing, aid stations, drop bag support, and cash prizes for top 50 mile finishers.

UTMB Index

Run peaceful redwood trails in Oakland with distances from a kids 50 yard dash to 50K ultras, plus family friendly 5K and marathon options. Enjoy scenic singletrack, stocked aid stations and springtime forest views.

Scenic half marathon in La Honda at Skyline Ridge, with runnable single track and fireroad through woods and hills offering ocean and bay views. Proceeds benefit The Hatuey Project and entry fees are matched to double the gift.

Join Western Pacific 2026 at Quarry Lakes in Fremont for scenic half marathon, 10K and 5K routes along the Western Pacific and Alameda Creek trails. Mostly flat trails welcome runners, walkers and remote runners.

April 2026

Trail runs on Mount Diablo on April 4, 2026 offering 50K, half marathon, 10K and 5K distances with a portion of fees supporting Save Mount Diablo. The half marathon is included in the Brazen Ultra Half Series.

Romancing the Island at Angel Island State Park offers a scenic half marathon or 10K loop with iconic Bay views. Limited to 400 runners, this intimate island race is ferry accessible and unforgettable.

Challenge yourself on scenic Lake Chabot trails April 11, 2026 in Castro Valley with distances from 8K to 50K plus a free kids dash. Looped, well marked courses offer big climbs, frequent aid stations and finisher medals for all.

Trail races in April 2026 at Del Valle Regional Park offering Half Marathon, 10K and 5K distances with electronic chip timing. Finisher medals and t shirts are provided and walkers and hikers are welcome.