Trail Running calendar near Gilroy 2026-2027

We have found 96 Trailruns within 80 miles of Gilroy. See below where and when you can find the races.

A trail race at Lake Del Valle Regional Park in Livermore, California, offering a half marathon, 10K, and 5K in April 2026. The half is part of the Brazen Ultra Half Series and walkers and hikers are welcome.

Experience the coastal beauty of the Bay Area Ridge Trail with distances ranging from a 50 yard dash to a 50K ultramarathon. Runners enjoy expansive views of the Pacific Ocean and the Santa Cruz Mountains.

Experience a technical trail race through the scenic parks of San Carlos. Choose from four distances including a 15K long course and a dedicated kids run to support local trail maintenance.

Trail races in Huddart County Park and Purisima Creek Redwoods on April 18, 2026 offering 10K, half, 35K and 50K across technical single-track and fire roads, with chip timing, cupless aid stations, and significant elevation gain.

Trail races in the Sierra Azul Open Space Preserve near Mt. Umunhum, offering distances from 5K to 50K on out and back routes. Courses are marked with pink ribbons and supported by staffed aid stations with drop bag service for longer event..

A community trail run in the Presidio of San Francisco on April 19, 2026 offering a 1.5 mile family run, 5K and 10K courses with bay views. Proceeds support YMCA youth, workforce and food pantry programs and awards are given by category.

May 2026

Held May 3, 2025 at Almaden Quicksilver County Park, this trail event offers distances from a kids run to 50K on dirt roads and single track, with marked courses, multiple aid stations, drop bag service at the Hacienda and free parking.

Experience the scenery of Tilden Regional Park at the Grizzly Peak Trail Run. Choose from various distances including a 50K and marathon starting from the shores of Lake Anza in Berkeley.

Experience the diverse landscapes of Monterey County with courses ranging from a family friendly 1 mile run to a 35K trail race through the Palo Corona Backcountry. Enjoy exclusive access to protected lands and coastal vistas.

Test your endurance at Almaden Quicksilver County Park with 50 km or 100 km trail races. These USATF sanctioned events offer significant elevation gain and the 100 km distance serves as a Western States 100 qualifier.

Celebrate the 24th year of this community event in Los Altos Hills. Run or walk through the Westwind Community Barn and Byrne Preserve on hilly 5K, 10K, or 1 mile courses.

Trailquake is a trail race in Saratoga, California on May 10, 2026 offering 5K, 10K and a half marathon through redwoods and pines. Hikers and walkers are welcome and the half marathon is part of the Brazen Ultra Half Series.

Celebrate Mother's Day on May 10th with a family-friendly run or walk. The event, held at Pinto Lake County Park, features a 1K kids run, 5K, and 10K. Your participation benefits Pajaro Valley Shelter Services.

A charity trail event at Skyline Ridge Open Space Preserve offering 50K, 30K and 10K options, with elevation profiles and route maps provided; all registration proceeds support UCSF cancer research.

Experience 360 degree views of the Bay Area at Wildcat 2026 in El Sobrante. This scenic event features a Half Marathon, 10K, and 5K as well as a remote participation option.

A point to point half marathon on May 17, 2025, descending from Mt Umunhum to the Hacienda Entrance in Almaden Quicksilver County Park. The route is about 13.4 miles with aid stations, toilet facilities, marked trails, and a 5.5 hour time l..

A Spartan obstacle weekend at Toro Park near Salinas on May 30 and 31 2026, featuring a Sprint 5 km with 20 obstacles and a Super 10 km with 25 obstacles. The course runs through wooded trails, rolling hills and coastal views.

A trail running event at Point Pinole on May 30, 2026, offering a half marathon, 10K and 5K. The original Brazen Racing event welcomes runners and walkers and includes bib pickup, posted results, free photos and volunteer roles.

Experience a technical trail race through the redwood groves of Joaquin Miller and Redwood Regional parks. Choose from multiple distances ranging from an 8K to a 50K ultra marathon on accurately measured courses.

Experience a scenic run through Coyote Point Recreation Area with a 5K or 10K event supporting mental health. Enjoy a free community wellness fair featuring local health vendors and family friendly activities.

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