Trail Running calendar near Los Gatos 2025-2026

The Rock the Loch Half Marathon is a running event taking place from June 27 to June 30, 2025, at Lake Chabot Regional Park in Castro Valley, CA. Participants can choose to run in person or virtually, with options for a half marathon, 10K, and 5K distances. The event promises a scenic trail run, com..

The Bay 2 Bankers 10K is an exciting running event set in San Francisco, featuring a unique mystery theme that celebrates the city's classic vibes. Participants will start near the iconic Ferry Building and navigate through various neighborhoods using a custom map. Teams of 1 to 5 will answer multip..

The Rancho Hills Trail Run - Summer is an exciting running event set in the scenic Rancho Cañada del Oro Open Space Preserve in Morgan Hill, CA. Participants can choose from various distances, including a 50K, Trail Marathon, 30K, Half Marathon, 10 Mile, 8 Miler, 10K, and 5K. This challenging race f..

The Muir Woods Mountain Challenge, formerly known as Table Rock, is an exciting trail running event held in Stinson Beach, California. Participants can choose from three distances: 10K, Half Marathon, and 30K, each featuring challenging terrain and stunning views of the Pacific Ocean and surrounding..

The Dirty Dozen Run, organized by Brazen Racing, is a unique endurance event taking place at Point Pinole Regional Shoreline. Scheduled for July 12, 2025, participants can choose to run for 12, 6, or 3 hours, either solo or in teams of two or three. The race features a scenic 3.37-mile loop primaril..

The San Lorenzo River Trail Run is an exciting running event set in Santa Cruz, California, featuring multiple race distances including a 10K, Half Marathon, 30K, Marathon, and 50K, along with a free Kid's Run for children aged 6 and under. Participants will experience a scenic course that winds thr..

The Calero Hills Trail Fest is an exciting trail running event held at Calero County Park in San Jose, CA. Participants can choose from various distances, including a marathon, 30K, half marathon, 10 miler, 10K, and 5K. The course features challenging ascents and descents through scenic landscapes,..

The Rodeo Valley Trail Run, taking place in the scenic Marin Headlands, offers a variety of race distances including 8K, Half Marathon, 30K, and 50K. Participants will enjoy breathtaking views of the Pacific Ocean, San Francisco, and the Golden Gate Bridge while navigating challenging terrain that f..

The Skyline 50K Endurance Run is one of California's oldest and most celebrated 50K races, taking place annually in August at Lake Chabot Marina in Castro Valley. This event is designed for both novice and experienced ultrarunners, featuring a scenic course that loops through the East Bay Regional P..

The Mount Madonna Challenge is an annual running event held in Gilroy, California, featuring a half marathon, 10K, and 5K races. Established in 1975, the event promotes trail running and supports local high school athletes through scholarships. The South Valley Running Club initially managed the rac..

Bear Creek Run is a trail running event taking place in Lafayette, California, on August 9, 2025. Participants can choose from three race distances: a half marathon, 10K, and 5K, all set in a scenic, hilly course through Briones Regional Park. The event welcomes hikers and walkers, ensuring an inclu..

The Almaden Hills Trail Run is a summer event taking place in Almaden Quicksilver Park, San Jose, CA. Participants can choose from various distances, including 5K, 10K, 8 Mile, Half Marathon, 30K, Trail Marathon, and 50K. The course features a mix of 60% dirt roads and 40% single track, offering cha..

The Redwood (Summer) Trail Run is an exciting running event taking place in Oakland, California, featuring a variety of race distances including a 5-mile run, Half Marathon, 30K, Marathon, and 50K, along with a free Kid's Run for children aged 6 and under. The course winds through the scenic Redwood..

The Tamalpa Headlands 50K is a challenging ultramarathon set in the stunning Marin County, California, featuring iconic trails such as Coastal, Miwok, and Dipsea. Established in 1998 and presented by the Tamalpa Runners, this single-loop race offers approximately 6,500 feet of elevation gain, combin..

The Double Dipsea is a challenging 13.7-mile trail run that takes place annually, starting at Stinson Beach, California. First held in 1970, this race is known for its unique handicapped start format, where slower runners begin first, creating a dynamic environment of constant passing on narrow trai..

The Santa Cruz Trail Run, scheduled for August 23, 2025, takes place in the scenic Henry Cowell Redwoods State Park, featuring a stunning landscape dominated by giant redwoods. Participants can choose from three race distances: 10K, Half Marathon, and 30K. The course includes a mix of single-track t..

The SPASM Crystal Springs Trail Run is an exciting running event taking place in Huddart Park, Woodside, CA. Scheduled for August 31, 2025, it features multiple race distances including an 8K, Half Marathon, 35K, Marathon, and 50K, along with a free Kid's Run for children aged 6 and under. Participa..

The Stevens Creek Striders Reservoir Run offers a scenic trail running experience in Cupertino, CA, featuring a Half Marathon, 11K, and a Lollipop Loop charity run. Participants can enjoy the beautiful trails of Stevens Creek County Park, with varying elevations and challenging terrains suitable for..

The Diablo Trail Run, scheduled for September 7, 2025, in Clayton, California, offers a variety of race distances including a 4-mile, 10-mile, half marathon, marathon, and 50K, along with a free Kid's Run for children aged 6 and under. The event takes place in the scenic Mount Diablo State Park, fea..

The South Hills Single Track Trail Run - Summer is an exciting trail running event held at Calero County Park in San Jose, CA. Participants can choose from various distances, including a 50K, Trail Marathon, Half Marathon, and shorter races down to a Kids Run. The course features beautiful single tr..