Trail Running calendar near Cupertino 2025-2026

The Oakland Tech 5km Fundraiser Race and 1 Mile Fun Run/Walk takes place at Joaquin Miller Park Meadow in Oakland, California. This event features a 5K trail run and a 1-mile fun run/walk, offering participants scenic views with towering trees and a course that is both enjoyable for casual runners a..

The Lake Chabot Trail Run, held in Castro Valley, California, offers a variety of distances including 8K, Half Marathon, 30K, Marathon, 50K, and a free Kid's Run for children six and under. The course begins at the Lake Chabot Regional Park Marina and loops around the scenic Lake Chabot reservoir an..

The Mt. Tam Trail Run, held at Mt. Tamalpais State Park near Stinson Beach, California, offers challenging trail races of 10K, half marathon, 30K, and 50K distances.Starting at Stinson Beach, the course features steep climbs to scenic viewpoints atop Mt. Tam, followed by technical dirt trails and fi..

The Rancho Hills Trail Run - Fall is a challenging trail running event held at the Rancho Cañada del Oro Open Space Preserve in Morgan Hill, California. The race offers a variety of distances ranging from 5K to 50K, including 8-mile, 10-mile, half marathon, 30K, and trail marathon options. The cours..

The Mermaid Trail Run - Woodside will take place in Woodside on Saturday 8 November 2025. You can run between 3 and 6 kilometers.

The Ripon Turkey Trail Run will take place in Ripon on Saturday 15 November 2025. You can run between 5 and 13 miles.

The Golden Gate Trail Classic will take place in San Francisco from Saturday 22 November 2025 to Sunday 23 November 2025. You can run between 15 and 50 miles.

The Zoom Turkey Trot is a Thanksgiving Day running event held at Hellyer County Park in San Jose, California. It offers multiple race distances including 5K, 10K, and a USATF-certified half marathon, with additional age-specific categories and a free 50-yard dash for kids six and under. The courses..

The Quad Dipsea is a challenging 28.4-mile trail race held in Mill Valley, California, featuring approximately 9,000 feet of vertical gain. The course starts at Old Mill Park and includes steep stairs, rugged hills, and scenic sections such as Muir Woods, Dynamite, The Hogsback, Cardiac Hill, Steep..

The Quarry Turkey Half Marathon is a family-friendly Thanksgiving weekend running event held at Quarry Lakes Regional Park in Fremont. The race offers a half marathon, 10K, and 5K distances, all featuring fast, mostly-flat courses on beautiful trails. A special free "Little Turkeys" sprint of about..

The Krampus Cross Country is a festive running event held in San Francisco, California, featuring live and virtual options. Participants can choose from three distances: a 5K, 10K, or the challenging Naughty Nine Miler. The live races start at the Ecology Trail Head at the end of Barnard Avenue, wit..

The Peacock Gap Trail Run, hosted by Inside Trail Racing, takes place at China Camp State Park in San Rafael, California. This scenic event offers three distances: 10K, half marathon, and 30K, featuring twisting single-track trails with views of Mt. Tam, San Pablo Bay, and San Francisco Bay.The cour..

The Calero Trail Run - Winter is a versatile trail running event held at Calero County Park in San Jose, California. It offers a range of distances including a 50K, trail marathon, 25K, half marathon, 15K, 10K, 5K, mile, and a kids run, catering to all levels of runners. The course features scenic s..

The ZombieRunner Quarry Lakes event, held at Quarry Lakes Regional Recreation Area in Fremont, CA, offers a variety of race distances including 5K, 10K, Half Marathon, 30K, Marathon, and age-specific 5K and 10K races, plus a free Kid's Run for children 6 and under. The courses are flat, fast, and sc..

The Hunter S. Thompson Fear & Loathing is a unique ultra running event held annually in San Francisco, CA, since 1985. It offers two distances: a 50K and a 50-mile single-loop course starting and finishing at Twin Peaks, the city's highest viewpoint.The route covers iconic city landmarks and feature..

The Hark the Herald Half Marathon will take place in Belvedere Tiburon on Saturday 13 December 2025. You can run between 10 and 13 miles.

The Summit Rock Half Marathon, held in Saratoga, California, offers runners and walkers a scenic experience through the redwood groves of Sanborn County Park in the Santa Cruz Mountains. Participants can choose from a half marathon, 10K, or 5K distance, all featuring breathtaking single-track trails..

The Woodside Ramble is a scenic trail running event held at Huddart County Park in Woodside, California, featuring distances of 10K, Half Marathon, 35K, and 50K. Set amid the forested slopes and canyons of Huddart and Wunderlich Parks, runners traverse moss-covered redwoods, mixed evergreen forests,..

The Brazen New Year's Eve event, held at Lake Chabot in Castro Valley, California, offers runners and walkers the opportunity to participate in a half marathon, 10K, and 5K trail races. This festive race encourages participants to close out the year with a scenic run on beautiful trails, welcoming a..

Brazen New Year's Day is an annual running event held at Lake Chabot in Castro Valley, California. It offers a scenic and challenging course with three distance options: a half marathon, 10K, and 5K. The race takes place on January 1st, providing a festive and invigorating way to start the new year...