Trail Running calendar near San Mateo 2026-2027

Celebrate the first day of 2027 by running or hiking along the scenic trails of Lake Chabot. Choose between a half marathon, 10K, or 5K while supporting the East Bay Regional Parks Campership Program.

A winter trail event at Almaden Quicksilver County Park offering distances from a kids run to a 50K, marked dirt-road courses, aid stations with toilets, drop-bag service for longer races, and measurable elevation gain.

Join a community run and walk along the scenic trails of the Tuolumne River Regional Parkway in Modesto. Support the Sole Support Sponsorship Program while completing a 5K course alongside friends and family.

Explore the redwood trails of Huddart Park across distances from 8K to 50K. The routes offer varied terrain and significant elevation gain, with full aid station support. All finishers receive a custom medal in this cupless event.

Run through the towering redwoods and lush ferns of Huddart Park in Woodside. This trail event offers multiple distances from a five mile race to a 50K ultramarathon plus a free dash for children.

A trail running event in San Francisco on January 23-24, 2027, offering 15K, 25K, 50K and 50 mile options on soft, hilly trails. The course travels through the Marin Headlands and crosses the Golden Gate Bridge with coastal views.

Experience a scenic run or walk through Fremont with minimal climbing. Choose from 5K, 10K, or Half Marathon distances featuring diverse terrain from wood boardwalks to dirt paths along the bay.

Experience the coastal beauty of the Marin Headlands at the Golden Gate Trail Run. Choose from distances ranging from a 50K trail race to a fun kids dash with views of the Golden Gate Bridge and San Francisco.

Mt. Umunhum Trail Conquest (Winter) is a multi-distance trail event at Almaden Quicksilver County Park offering races from a kids run to a 50K with marked out-and-back courses, multiple aid stations, and summit sections to Bald Mountain or..

Experience a scenic and flat run along the San Francisco Bay shoreline starting from San Leandro Marina Park. This event offers half marathon, 10K, and 5K distances for both runners and walkers.

Experience the heights of San Pedro Valley Park with coastal views and various distances from 10K to 50K. This cupless trail race features significant elevation gain through rare coastal mountain habitats in Pacifica.

A trail running event at Sanborn County Park near Saratoga offering Kids, 1 Mile, 4 Mile, 8 Mile and Half Marathon distances on steep, mostly single track trails through mixed evergreen forest with multiple aid stations.

Experience a trail run across the forest and hills of Angel Island with views of San Francisco and the Golden Gate. Choose from multiple race distances including a youth dash and enjoy a picnic at Ayala Cove.

Point to point half marathon from Almaden Quicksilver County Park to the top of Mt. Umunhum, gaining about 4,767 feet. The course has aid stations and toilets, marked sections and a six hour time limit.

A multi-distance trail event on March 22, 2025 at Calero County Park in San Jose offering runs from a kids race to a 50K, single track and dirt-road courses, multiple aid stations, and per-distance time limits.

A spring trail race at Pueblo Day Use Area in Santa Teresa County Park on April 5, 2025 offering 5K, 10K, 10 Mile and a half marathon across marked, hilly trails with aid stations and a four hour half marathon limit.