Trail Running calendar near Monterey 2026-2027

We have found 38 Trailruns within 80 miles of Monterey. See below where and when you can find the races.

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.

Redtail Ridge at Lake Chabot on February 21, 2026 features 5K to 50K trail races on mixed dirt trails, fire roads and some paved sections. The event is chip timed, cupless, and limited to 500 runners.

Montara Mountain Trail Run in Pacifica on Feb 21, 2026 offers distances from a 10K to a 50K plus a free kids 50 yd dash, marked courses, aid stations every 6 to 7 miles, and a cupless hydration policy.

March 2026

Trail event near La Honda, CA offering 10K, half marathon and 50K routes across Skyline, Russian Ridge and Monte Bello preserves, with varied surfaces, multiple aid stations and specified cutoffs.

A half marathon on March 22, 2026 in La Honda, California, the Horseshoe Lake course runs through Skyline Ridge Open Space Preserve with ocean and bay views. The trail mix and 2230' ascent support The Hatuey Project with entry fees matched..

A mostly flat event at Quarry Lakes in Fremont on March 28, 2026 offering half marathon, 10K and 5K distances. Routes follow dirt fire trails with gravel sections and a short paved segment along the Alameda Creek Trail.

April 2026

Multiple marked trail distances circle Lake Chabot reservoir in Castro Valley, from a free 50 yard kids dash to a 50K. Aid stations occur every 4 to 5 miles and the event operates cupless, so bring a personal cup or soft flask.

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.

Trail race at Skyline Ridge Open Space Preserve on April 18, 2026 offering distances from a kids 50 yard dash to a 50K. Routes run mostly on the Bay Area Ridge Trail with marked aid stations and a cupless hydration policy.

A trail running event in San Carlos on April 18, 2026 offering 1K kids, 5K, 10K and a new 15K with substantial climbing through Big Canyon Eaton and Pulgas Ridge. Festival atmosphere at Crestview Park with timed results and awards.

Trail races through Huddart County Park and Purisima Creek Redwoods on April 18, 2026, offering 10K, half, 35K and 50K courses with chip timing and marked aid stations. The event is limited to 450 runners and is a cupless format.

May 2026

A one-day trail running fundraiser on May 9, 2026 in Palo Corona Regional Park with five course options from a 1-mile fun run to a 35k+ route that includes Mitteldorf Preserve.

Trail races on May 9, 2026 at Almaden Quicksilver County Park near San Jose, offering 50K and 100K on scenic single-track and fire roads. The 100K is a Western States qualifier and half the proceeds support local non-profits.

A community running event in Los Altos Hills featuring hilly 5K and 10K courses plus a 1 Mile Fun Run, with the route starting at Westwind Community Barn and passing through Byrne Preserve and local pathways.

Trailquake stages a half marathon, 10K and 5K on the redwood and pine trails of Sanborn Regional Park in Saratoga, California. Finishers receive custom medals and shirts and volunteer photographers provide free race photos.

Celebrate Mother's Day with a scenic 1K kids fun run plus 5K and 10K at Pinto Lake County Park. Enjoy trails and family fun while supporting Pajaro Valley Shelter Services and local families experiencing homelessness.

A charity trail event in Los Gatos supporting UCSF cancer research, offering 50K, 30K and 10K routes at Skyline Ridge Open Space Preserve on May 16, 2026.

This community event features a 5K and 10K run/walk through Coyote Point Park, followed by a free Wellness Fair. Registration includes a T-shirt, and participants are welcome with strollers and dogs. The day focuses on health and mental wel..

The Toro Park Trail Run offers 10K, half marathon, and marathon distances on the rocky trails and dirt roads of California's Toro Park. The summer event features rolling golden hills and oak trees. It is held as part of a Spartan festival w..

June 2026

A trail event in Castro Valley on June 7, 2026 offering a chip timed half marathon and 5K with on-course water, first aid support, guaranteed t-shirts for early registrants, and age division awards.