Trail Running calendar near Monterey County 2025-2026

The Calero Hills Trail Fest, held at Calero County Park in San Jose, CA, offers a variety of trail running distances including a marathon, 30K, half marathon, 10 miler, 10K, and 5K. The courses feature challenging ascents and descents through scenic old oak groves, single track trails, and dirt path..

The Skyline 50K Endurance Run, held annually in August at Lake Chabot Marina in Castro Valley, California, is one of the longest-running 50K races in the state and among the oldest in the U.S. The course features a large loop through the scenic East Bay Regional Parks, reaching Skyline Gate. Known f..

The Mount Madonna Challenge, held in Gilroy, California, is a historic trail running event featuring a half marathon, 10K, and 5K races. Known for its challenging elevation gains—2,828 feet for the half marathon, 1,532 feet for the 10K, and 843 feet for the 5K—the race courses offer a rigorous test..

The Almaden Hills Trail Run - Summer is a challenging trail running event held at Almaden Quicksilver Park in the scenic Almaden Valley, San Jose, California. The course features a mix of 60% dirt roads and 40% single-track trails, with significant elevation gains offering stunning views and country..

The Santa Cruz Trail Run, hosted by Inside Trail Racing, takes place at Henry Cowell Redwoods State Park in Felton, California. Scheduled for August 23, 2025, the event offers three distances: 10K, Half Marathon, and 30K, featuring challenging courses through giant redwoods, twisting single-track tr..

Run-De-Vous is an ultramarathon event held at Harvey Bear Ranch Park in San Martin, California. The race features multiple distance options including 100 miles, 100 kilometers, 50 miles, 50K, a marathon, and a 4-person 50-mile relay. The course is a fast 2-mile loop set against scenic hills and dist..

The SPASM Crystal Springs Trail Run takes place in Woodside, California, at Huddart Park, offering runners a scenic experience through towering redwoods, lush ferns, and trails in Huddart Park, King's Mountain, and Bear Gulch. The event features multiple distances: 8K, Half Marathon, 35K, Marathon,..

The Stevens Creek Striders Reservoir Run, held in Cupertino, CA, offers a scenic trail running experience with distances of a half marathon (13.2 miles), 11K, and a 2.5-mile Lollipop Loop charity run/walk. The course features shaded single-track trails and open vistas, including challenging steep as..

The South Hills Single Track Trail Run - Summer, held at Calero County Park in San Jose, CA, offers a variety of distances including 50K, trail marathon, 16-mile, half marathon, 9-mile, 10K, 5K, mile, and a kids run. The course features challenging single track trails, hills, dirt paths, oak trees,..

The Mt. Umunhum Marathon, Race to the Top and Down, is a challenging trail running event held in Almaden Quicksilver County Park, San Jose, California. This marathon features a rugged course that begins at the Hacienda Entrance and ascends to the summit of Mt.Umunhum, one of the prominent peaks in t..

The Dick Collins Firetrails will take place in Castro Valley from Saturday 27 September 2025 to Sunday 28 September 2025. You can run between 42 and 100 kilometers.

The Spartan Trail - San Jose Trail Challenge takes place at Sanborn County Park in Saratoga, California, nestled on the eastern slopes of the Santa Cruz Mountains. This scenic event offers challenging trail runs with distances of 10K, 21K (half marathon), and 50K. Participants navigate steep climbs..

The Big Sur Trail Marathon, Half Marathon, and 5 Mile race take place annually at Andrew Molera State Park in Big Sur, California. Now in its 35th year, this event offers challenging courses along the scenic Old Coast Road, featuring stunning views of the California coastline and hilly terrain. The..

The Pacifica Summit Run is a trail running event held at San Pedro Valley State Park in Pacifica, California. It features two race distances: a 10K and a half marathon. Runners experience scenic views from the tallest mountain on the upper San Francisco Peninsula, including stunning postcard vistas..

The Trailblazer Race in Mountain View, CA, is an annual family-friendly event featuring 10K and 5K runs, plus a 3-mile walk along the scenic Stevens Creek Trail and Shoreline Park. The courses are fast, flat, and stroller-friendly, offering beautiful views of wildlife, salt ponds, and surrounding mo..

Run by the Sea is an annual running event held at Wilder Ranch State Park in Santa Cruz, California. Scheduled for October 5, 2025, the race offers three distances: a 4K run/walk, a 12K run, and a half marathon. The courses primarily feature flat, packed dirt trails that wind along the scenic coasta..

The Mt. Umunhum Trail Conquest-Fall is a trail running event held at Almaden Quicksilver County Park in San Jose, California. The race offers multiple distances including a 5K, 7 Mile, Half Marathon, 30K, Trail Marathon, and 50K.The longer courses venture into the scenic Sierra Azul Open Space Prese..

The Quicksilver Trail Challenge, hosted by the Quicksilver Running Club in San Jose, California, is an annual trail running event held in late summer or early fall at Almaden Quicksilver County Park. It features a half marathon, a 10K race, and a free one-mile kids' fun run. The courses traverse sce..

The Haunted Hills 10K in Redwood City is a unique nighttime running event featuring a spooky, fun atmosphere perfect for adults and families. Participants run in teams of 1 to 5, equipped with headlamps or flashlights, as they navigate through wickedly decorated neighborhoods. The course includes 36..

The Almaden Hills Trail Run - Fall takes place in Almaden Quicksilver Park, located in the scenic Almaden Valley near San Jose, CA. The event offers a variety of distances including 50K, trail marathon, 30K, half marathon, 10K, 8-mile, and 5K races. The course features a challenging mix of terrain,..