Trail Running calendar near Gilroy 2026-2027

We have found 83 Trailruns within 80 miles of Gilroy. See below where and when you can find the races.

Trail distances at Fort Ord National Monument near East Garrison, CA, traverse rolling hills, fields of wildflowers, single-track, sandy hills and fire roads. Courses are newly designed and differ from the winter Fort Ord Trail Runs.

Live and virtual options at Lake Chabot feature 5K, 10K, and a half marathon with multiple aid stations, on-course nutrition, race apparel and a woodallion, post-race beverages, and a brewfest atmosphere.

A 10-mile trail race in Redwood Regional Park with single-track terrain, a timed 0.8 mile hill climb, age-based handicap starts, limited to 250 runners, and a team competition.

A free in-person trail run hosted by Fleet Feet Aptos and Altra near Nisene Marks, with demo shoes available and beer at Other Brother Beer Aptos. The event features a group trail run and is scheduled to last two hours.

July 2026

A community Independence Day event at Sycamore Grove Park featuring a flat 5K on mixed paved and dirt trails and a 400 meter kids run for ages 10 and under. T shirts are included with race fees.

Map based 5K and 10K adventure starting at Ghirardelli Square. Teams of one to five navigate custom maps to tag checkpoints, then gather afterward for snacks and drinks in a rain or shine event.

A multi-distance trail event at Rancho Cañada del Oro Open Space Preserve on July 4, 2026, with routes from 5K to 50K over hilly single track and dirt roads. Two fully stocked aid stations support runners and time limits range from 1 to 9 h..

Experience a scenic trail run through ancient Coastal Redwoods and lush river canyons in Santa Cruz. Choose from multiple distances including a 50K and marathon with several river crossings.

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 trail race in the Marin Headlands with 8K, half, 30K and 50K options along coastal single-track and fire roads, marked courses, cupless aid stations, and a 350 runner capacity.

A loop trail event at Lake Chabot Marina on August 2, 2026 offering a 50K and a half marathon with substantial climbing, community-run aid stations, finisher swag and awards; part of the P-USATF Grand Prix and UTMB index.

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.

A trail event in Lafayette, CA on August 8, 2026 offering a half marathon, 10K, 5K and remote entry, with chip timing, finisher medals, event shirts, hiker-friendly options and a final shaded single track descent.

Experience the trails of Redwood Regional Park in Oakland. Runners can choose from distances ranging from a 50 yard kids dash to a 50K ultramarathon through scenic ridge lines and redwood groves.

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 five kilometer trail run along the Lands End Trail in San Francisco with views of the Golden Gate and the Pacific Ocean. The event lists a $10 entry fee, awards finisher ribbons, and requests no headphones or pets on course.

Oakland Cubs Back2School 5K and Fun Run on August 16, 2026 in The Meadow, Oakland supports a youth running team and its scholarship programs, with a kids fun run and 5K trail race options.

A community 10K and a 1 mile kids race through the redwoods in Felton, California, starting and finishing at Roaring Camp Railroads. The event supports the local business and community association and includes a pancake breakfast.

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 map navigation event in Fillmore and Japantown where solo runners or teams of up to five use a 1:7500 custom map to find checkpoints on 5K or 10K courses, then enjoy snacks and socializing at the finish.

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