Trail Running calendar near Monterey 2026-2027

We have found 57 Trailruns within 80 miles of Monterey. See below where and when you can find the races.

A waterfront group run along Baylands Trail in Mountain View organized by Bay Area Run Crew. The listing includes a meetup, warm up, and a social hour with coffee at Shoreline Lake Boathouse.

Trail running at Calero County Park with multiple distances across single track and dirt paths, significant climbs, aid stations and free parking at the park.

August 2026

A historic 50k loop from and back to Lake Chabot Marina in Castro Valley with strong aid station support, a half marathon option, plant-based post-race food, and race swag including a shirt, socks, and medal.

A trail running event on Aug. 8, 2026 in Gilroy, California through redwood groves and peak viewpoints. Distances include a 5K, 10K and half marathon with significant elevation gain, and proceeds support youth scholarships.

Trail races on hilly mixed dirt and single track at Almaden Quicksilver Park with distances from 5K to 50K, aid stations, drop bag service for longer races, and mandatory course markings and cutoffs.

A community run in Felton that includes a 10K through Henry Cowell Redwoods and a 1 mile kids race, with entry fees covering a pancake breakfast and proceeds supporting local community events.

Trail races of 10K, half marathon and 30K run through redwoods near Felton, CA, on varied single track and fire road with river crossings, marked courses, aid stations, chip timing, and a cupless hydration policy.

A two loop 4.15 mile cross country race on the fire roads of the UC Santa Cruz campus, starting and finishing at the meadow above the fire station and included in the Pacific Association USATF Grand Prix series.

Trail races at Huddart Park, King's Mountain and Bear Gulch offer measured distances from a 50 yard kids dash to a 50K, with fees listed per distance and registration opening November 11, 2025.

The inaugural Apple City 5k at Pinto Lake County Park in Watsonville on 30 August 2026 offers a 5k on gentle, scenic trails and a kids 1k around the soccer fields. Half the event funds support the Pajaro Valley Education Foundation.

September 2026

Trail trail races at Stevens Creek Reservoir in Cupertino on September 12, 2026 include a Half Marathon, 11K and a 2.5 mile Lollipop Loop. The USATF sanctioned event is hand timed, capped for the longer distances, and supports wildfire reli..

A trail running event at Calero County Park offering distances from a kids run to a 50K across single-track and dirt roads, with named aid stations, drop bag support, bib color assignments, and time limits for longer races.

A Last One Standing event in Bradley, California on September 18, 2026 where runners repeat a 4.18 mile loop each hour and must finish each loop within the hour to continue. The final runner to complete a loop is declared the winner.

Multi-day trail running at Smith Ranch in Bradley, CA, featuring 5 km, 10 km, 20 km, 24-hour and 48-hour formats on a 10 km dirt single-track loop with aid stations roughly every 3 miles; primitive onsite camping and nightly bonfires.

Dick Collins Firetrails in Castro Valley on September 26, 2026 features a Bay Ridge 100k, a Firetrails 50 mile and the Golden Hills Marathon with UTMB Index status and organizer specified time limits.

Trail running options at Andrew Molera State Park on September 26, 2026 include a marathon, half marathon and 5 mile course along Old Coast Road with marked trails, aid stations, a 6.5 hour marathon cut off and participant t shirts.

Trail running in shaded redwood forest at Sanborn County Park on September 27 2026, with 10K, half marathon and 50K options; steep singletrack, shuttle parking, chip timing and specific mandatory gear for the 50K.

October 2026

Run by the Sea at Wilder Ranch State Park on October 4, 2026 offers a Half Marathon, 12K and 4K run/walk along mostly flat packed dirt trails with coastal bluff and Monterey Bay views. Organized by the Santa Cruz Track Club; proceeds benefi..

A trail race at Almaden Quicksilver County Park with distances from 5K to 50K. Courses are out-and-back, marked with colored ribbons, include aid stations and toilets, and the longer races reach Bald Mountain and Mt. Umunhum.

Trail races in Almaden Quicksilver County Park near San Jose include a Half Marathon, a 10K and a free one-mile kids race, with routes on single-track trails and fire roads through historic mining terrain and oak woodlands.

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