Trail Running calendar near Downtown San Jose 2025-2026

We have found 71 Trailruns within 80 miles of Downtown San Jose. See below where and when you can find the races.

Mermaid Trail Run - Woodside takes place at Huddart Park in Woodside, CA. The event offers multiple distances: 3, 6, and 9 miles, a Half Marathon, a 6 Hour Challenge for individuals or two-person relays, a Virtual Run, and a Mermaid Dash fo..

Challenge yourself at the Rancho Hills Trail Run in Rancho Cañada del Oro Preserve, Morgan Hill, on November 8 2025 with distances from 5K to 50K. Expect steep climbs, oak shaded creek sections, panoramic views, aid stations and a finisher..

Mt. Tam Trail Run : November 2025 The Mt. Tam Trail Run is an inside-trail racing event held at Stinson Beach and Mt. Tamalpais State Park in Marin County, California. The event offers multiple trail distances and has a total capacity of 50..

Explore scenic trails around Lake Chabot Marina in Castro Valley with distances from 8K to 50K and a kids dash for little runners. Pre registered runners get T shirts and all finishers receive custom medals and stocked aid stations.

The Ripon Turkey Trail Run is a community-focused running event held in Ripon, California, at Mavis Stouffer Park along the Stanislaus River Trail. Scheduled for November 15, 2025, the race offers three distance options: 5K, 10K, and a half..

The Golden Gate Trail Classic will take place in San Francisco from Saturday 22 November 2025 to Sunday 23 November 2025. You can run between 15 and 50 miles.

The Zoom Turkey Trot is a Thanksgiving Day running event held at Hellyer County Park in San Jose, California. It offers multiple race distances including 5K, 10K, and a USATF-certified half marathon, with additional age-specific categories..

Run Quarry Turkey at Quarry Lakes for fast, mostly flat trails with distances from 5K to half marathon plus a free Little Turkeys kids run. Family friendly, costume friendly, free photos and donations support Alameda County Food Bank.

Quad Dipsea : November 29, 2025 The Quad Dipsea is a trail ultramarathon held in Mill Valley, California. It is the 42nd running and covers 28.4 miles with about 9,000 feet of total ascent. The course is an out-and-back from Old Mill Park t..

UTMB Index
December 2025

The Krampus Cross Country is a festive running event held in San Francisco, California, featuring live and virtual options. Participants can choose from three distances: a 5K, 10K, or the challenging Naughty Nine Miler. The live races start..

Event overview ZombieRunner Quarry Lakes takes place on Saturday, December 6, 2025, in Fremont, CA at Quarry Lakes Regional Recreation Area (Ensenada Pavilion). The event includes multiple distance options: 5K 10K Half Marathon 30K Maratho..

Event details The Calero Trail Run - Winter is set for Saturday, December 6, 2025, at Calero County Park in San Jose, California. The event offers multiple trail distances: 50K Trail Marathon 25K Half Marathon 15K 10K 5K Mile Kids Run Rac..

Challenge scenic, technical trails at the Peacock Gap Trail Run in San Rafael, CA, with 10K, half marathon and 30K options across rolling hills and coastal views. Chip timed event with custom medals, hearty aid and a welcoming trail communi..

Event overview The Hunter S. Thompson Fear & Loathing is an annual urban ultrarun in San Francisco, held as the 41st running on December 7, 2025. The event is presented by Haight Ashbury Ultra Society, Zombie Runners, and Fat Ass Runner..

Event details The Hark the Herald race returns for its 37th annual running on Saturday, December 13, 2025, at Angel Island State Park near Belvedere Tiburon, CA. The event is limited to 400 participants. Distances offered: Half Marathon -..

Run scenic single track trails through redwood and pine groves at Summit Rock in Sanborn Regional Park near Saratoga, CA. Choose 5K, 10K or half marathon, enjoy park peak views, walk if needed, and take home a custom finisher medal.

Run the Woodside Ramble on December 20, 2025 at Huddart County Park, choosing from 10K up to 50K on scenic, marked trails with full aid stations and chip timing. Limited to 400 runners for an intimate, challenging race day.

Ring out the year with Almost New Year's Eve at scenic Lake Chabot in Castro Valley on 12/27/25. Trail routes for runners, walkers and hikers include 5K, 10K and half marathon distances with free post race photos.

January 2026

Brazen New Year's Day 2026 takes place at Lake Chabot in Castro Valley, California. Runners can choose from a half marathon, 10K, or 5K on Lake Chabot’s scenic trails. The course loops around the lake and is described as scenic and invigora..

Event overview The Hacienda Hills Trail Run - Winter takes place on Saturday, January 3, 2026, outside San Jose, California at Almaden Quicksilver County Park, Hacienda Entrance. The event offers multiple trail running distances with increa..