Trail Running calendar near Monterey 2026-2027

Trail races in Santa Cruz through ancient coastal redwoods and varied terrain, offering distances from a free kids quarter mile up to a 50K. Marked courses, fully stocked aid stations every 6 to 7 miles, and a cupless policy.

One of the oldest 50k races in the US, the Skyline 50k Endurance Run loops through the scenic East Bay Regional Parks. Runners enjoy strong community support from local running groups and a festive finish at Lake Chabot Marina.

Run among redwoods on steep trails with mountain views in Gilroy. Choose from a 5K, 10K, or Half Marathon. Proceeds support scholarships for young runners.

Run through giant redwoods and along coastal-influenced trails at Henry Cowell State Park. Choose from 10K, half marathon, and 30K distances on a course featuring river crossings and scenic ridges. Aid stations are provided approximately ev..

Location and Course The event takes place at Huddart Park in Woodside, California. The trails pass through Huddart Park, King's Mountain, and Bear Gulch, featuring redwoods and ferns. Distances are measured with a surveyor's measuring wheel..

Explore the gentle trails of Pinto Lake County Park at the Apple City 5k. This inaugural event celebrates the agricultural roots of Watsonville's Pajaro Valley. The race supports local students, with half of its proceeds going to the Pajaro..

The Stevens Creek Striders Reservoir Run offers a Half Marathon, 11K, and a family-friendly Lollipop Loop on scenic trails. It's a USATF-sanctioned event with capped participation and post-race BBQ. The run supports local trails and include..

Run on a private cattle ranch at the Tierra Redonda Mountain Trail Run. Choose from a 10k, 20k, 24-hour, or 48-hour race on a dirt loop trail. Enjoy camping, bonfires, and live music at Smith Ranch in Bradley.

The Dick Collins Firetrails carries on a historic ultrarunning tradition at Lake Chabot. Runners can choose from three classic distances: a 100k, a 50 miler, and a marathon. It's a UTMB Index event with firm time limits due to park regulati..

Event Overview The 2026 Big Sur Trail Marathon, Half Marathon & 5 Mile is the 36th annual running of this event. It takes place at Andrew Molera State Park in Big Sur, California. Distances The event offers three distances: Marathon Ha..

Explore the shaded redwood groves and challenging, flowy singletrack of Sanborn County Park. This trail event on September 27, 2026, offers 10k, half marathon, and 50k distances through the Santa Cruz Mountains.

Run by the Sea returns for its tenth year at Wilder Ranch State Park. This coastal run on flat dirt trails offers a half marathon, a 12K, and a 4K run/walk. The event supports local youth and trail stewardship programs.

A Halloween-themed running event at Hellyer County Park offering distances from a kid's 50 yd dash to a certified marathon, with costume prizes, aid stations every 2-4 miles, and cupless hydration policy.

Mermaid Trail Run at Huddart Park in Woodside on November 7, 2026 features multiple trail distances, a timed 6 Hour challenge and a youth dash. The course is hilly, parking has a cash fee and a pancake breakfast follows the race.

This trail run takes place at Lake Chabot Regional Park in Castro Valley, featuring distances from 8K to 50K. The cupless event is known for its clearly marked loops around the popular reservoir. All finishers get a custom medal, with aid s..

A Thanksgiving morning event in San Jose offering 5K, 10K, a USATF certified half marathon, age-group races and a free kids' 50-yard dash. The course is mostly asphalt, aid stations appear every 2 to 4 miles, and the event is cupless.

Event Details The Quarry Turkey 2026 is scheduled for Saturday, November 28, 2026. It is held at the Quarry Lakes Regional Recreation Area on Isherwood Way in Fremont, California. Distances The event offers several race distances: Half Mar..

This event takes runners on flat, fast courses through the scenic Quarry Lakes park and along the Alameda Creek Trail. It features multiple distances including a certified half marathon, plus special youth and free kids' races. All finisher..

The Calero Trail Run (Winter) takes place on the trails of Calero County Park in San Jose. Runners can choose from a wide range of distances, from a 1-mile run to a 50K ultramarathon. The courses feature hills, single-track, and panoramic v..

Run through the redwoods and pines of Sanborn County Park. Choose from a half marathon, 10K, or 5K on scenic single-track trails. Walkers are welcome and all finishers get a medal.