Trail Running calendar near Monterey 2025-2026

We have found 36 Trailruns within 80 miles of Monterey. See below where and when you can find the races.

Event details The Mt. Umunhum Trail Conquest - Fall takes place at Almaden Quicksilver County Park, Hacienda Entrance, 21785 Almaden Rd, San Jose, CA 95120. The event offers multiple trail distances: 50K Trail Marathon 30K Half Marathon 7..

The Running Dead 5K Fun Run in Union City, California, is a Halloween-themed community race at Civic Center/City Hall (34009 Alvarado-Niles Road). It offers a 5K open to adults and a 5K Youth option for younger runners. The course follows t..

Join the Quicksilver Trail Challenge at Almaden Quicksilver County Park in San Jose on Oct 25, 2025. Pick a scenic half marathon, 10K, or free kids one mile and explore single track trails with sweeping Mt Umunhum views.

Event overview The Haunted Hills 5K & 10K is a Halloween-themed walking and running event in Redwood City, CA, on October 25, 2025. It is organized as a trick-or-treat style course for adults and families. Participants form teams of 1 t..

November 2025

Event details The Almaden Hills Trail Run - Fall takes place on November 1, 2025 in San Jose, California. The event is based at Almaden Quicksilver Park in the Almaden Valley area, with a listed location of 19535 Mockingbird Hill Lane. Regi..

Run into Halloween at Hellyer County Park in San Jose featuring distances from a 50 yard kids dash to 5K, 10K, Half Marathon and Marathon. Certified courses, costumes, finisher medals and stocked aid stations make it a fun challenge for all..

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..

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.

Last One Standing at Smith Ranch is an elimination loop race where runners run a 4.18 mile loop each hour and must finish and be in the start corral to continue. Compete for a western buckle amid campfire vibes.

Tierra Redonda Mountain Trail Run : November 14-16, 2025 The Tierra Redonda Mountain Trail Run takes place at Smith Ranch in Bradley, California. The event offers multiple race formats over the weekend: 48 hour, 24 hour, 20 km, 10 km, and 5..

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.

December 2025

Choose your distance from a 5K to a marathon along flat, scenic trails at Quarry Lakes in Fremont. Pre register for a shirt, enjoy chip timing and aid stations, and celebrate with a custom finisher medal plus a free kids dash.

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..

Run under towering redwoods in the Santa Cruz Mountains on scenic single track trails with options for a half marathon, 10K, or 5K. Walkers and hikers are welcome, all finishers receive custom medals and results are professionally timed.

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

Kick off 2026 with Brazen New Year's Day at Lake Chabot in Castro Valley, featuring trail half, 10K, 5K and remote options. Scenic lakeside trails, rewarding climbs and festive vibes make it a memorable start to the year.

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..