Trail Running calendar near Los Gatos 2026-2027

The Pena Passage offers trail races through the scenic Lagoon Valley Park. Choose from a challenging 30K with technical trails or shorter 5K and 10K routes. The event includes aid stations and a partnership supporting mental health awarenes..

Explore the golden summer trails of Fort Ord National Monument. This trail run offers four distances across rolling hills and diverse terrain. It's a cupless event with aid stations stocked with fuel and drink.

Live and virtual 5K, 10K and half marathon at Lake Chabot Regional Park in Castro Valley, June 26 to 29, 2026. Courses mix paved and trail sections with aid stations; live participants receive a shirt, handcrafted woodallion and beer sample..

The 14th Bay 2 Bankers offers a unique team adventure through San Francisco. Navigate a 5K or 10K course from Ghirardelli Square using a custom map. Teams of up to five can enjoy post-run refreshments.

Trail races in Santa Cruz through ancient coastal redwoods and varied terrain, offering distances from a free kids quarter mile up to a 50K. Marked courses, fully stocked aid stations every 6 to 7 miles, and a cupless policy.

Event Overview The Muir Woods Mountain Challenge is a trail running event offering three distances: a 10K, a half marathon, and a 30K. It takes place at Mount Tamalpais State Park in Stinson Beach, California. Course Details The course begi..

The Rodeo Valley Trail Run is held in the Marin Headlands near Sausalito, California. The start is near historic Fort Cronkhite and Rodeo Beach. The courses use trails and fire roads in the Golden Gate National Recreation Area, featuring co..

One of the oldest 50k races in the US, the Skyline 50k Endurance Run loops through the scenic East Bay Regional Parks. Runners enjoy strong community support from local running groups and a festive finish at Lake Chabot Marina.

Run among redwoods on steep trails with mountain views in Gilroy. Choose from a 5K, 10K, or Half Marathon. Proceeds support scholarships for young runners.

Bear Creek is a trail running event in Lafayette's Briones Regional Park with half marathon, 10K, and 5K distances. The courses feature hills, scenic views, and a rewarding final downhill mile. All finishers receive a custom medal and shirt..

A classic 50K trail ultramarathon in Marin County's stunning Headlands, featuring iconic trails and challenging terrain. The single-loop course offers spectacular coastal views and finishes at Santos Meadow. It's part of the USATFPA Grand P..

Run through giant redwoods and along coastal-influenced trails at Henry Cowell State Park. Choose from 10K, half marathon, and 30K distances on a course featuring river crossings and scenic ridges. Aid stations are provided approximately ev..

An orienteering style 5K and 10K in San Francisco where solo runners or teams of up to five use a custom map to visit up to 30 checkpoints, answer simple multiple choice questions, and enjoy refreshments at the finish.

Tackle the legendary Double Dipsea, a 13.7-mile out-and-back on the historic Dipsea Trail from Stinson Beach. This unique race features a handicapped start, putting all runners on a single-track course of constant passing. Experience the hi..

Location and Course The event takes place at Huddart Park in Woodside, California. The trails pass through Huddart Park, King's Mountain, and Bear Gulch, featuring redwoods and ferns. Distances are measured with a surveyor's measuring wheel..

Explore the gentle trails of Pinto Lake County Park at the Apple City 5k. This inaugural event celebrates the agricultural roots of Watsonville's Pajaro Valley. The race supports local students, with half of its proceeds going to the Pajaro..

Diablo Trail Run on September 6, 2026 in Clayton CA offers distances from a 4 mile Mitchell Canyon course to a 50K, plus a free kids 50 yard dash for age six and younger. Courses use dirt roads and single track with aid stations every 3 to..

The Berkeley Trail Adventure offers four distances on the scenic trails of Tilden Regional Park. Runners can expect shaded paths, open views, and fully stocked aid stations. It's a cupless event where all finishers receive a medal.

The Stevens Creek Striders Reservoir Run offers a Half Marathon, 11K, and a family-friendly Lollipop Loop on scenic trails. It's a USATF-sanctioned event with capped participation and post-race BBQ. The run supports local trails and include..

The Rocky Ridge 2026 offers a challenging half marathon trail run in the Las Trampas Wilderness, plus 10K and 5K options. It's the finale for the Ultra Half Marathon Series and supports the East Bay Regional Parks Campership Program. Partic..