Trail Running calendar near Redwood City 2026-2027

Experience a scenic 5K or 10K run or walk through the flat dirt trails and green hills of Henry W. Coe State Park in Gilroy.

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.

Experience the scenic trails of Lake Chabot Regional Park with a variety of distances including a 5k, 10k, and half marathon. Enjoy a lively atmosphere with a post-race brewfest and handcrafted finisher awards.

Celebrate the classic vibes of San Francisco with a themed navigation run starting at Ghirardelli Square. Use a custom map to find checkpoints as an individual or in a team of five.

Experience a scenic trail run through ancient Coastal Redwoods and lush river canyons in Santa Cruz. Choose from multiple distances including a 50K and marathon with several river crossings.

Experience the technical trails of Mt. Tamalpais and Muir Woods on this scenic coastal run. Choose from 10K, Half Marathon, or 30K distances featuring redwood forests and Pacific Ocean views.

Test your limits at Point Pinole Regional Shoreline with three 6 or 12 hour endurance runs on a scenic coastal loop. Enjoy a party atmosphere with an all day picnic and options for individual or team participation.

Experience the coastal beauty of the Marin Headlands with trail races ranging from 8K to 50K. Run past historic landmarks and enjoy panoramic views of the Golden Gate Bridge and the Pacific Ocean.

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.

Experience a trail run through redwood trees and mountain peaks at the Mt. Madonna Challenge. Choose between steep 5K, 10K, and Half Marathon courses while supporting local youth running scholarships.

Join the Bear Creek 2026 trail run in Lafayette for a Half Marathon, 10K, or 5K featuring scenic views and shaded single-track trails. Runners and walkers alike will enjoy this professionally timed event with custom medals and shirts.

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..

Experience the trails of Redwood Regional Park in Oakland. Runners can choose from distances ranging from a 50 yard kids dash to a 50K ultramarathon through scenic ridge lines and redwood groves.

Experience a scenic trail run through the giant redwoods of Henry Cowell Redwoods State Park featuring river crossings and coastal breezes across 10K, Half Marathon, and 30K distances.

Navigate through historic San Francisco neighborhoods and parks in this unique 5K or 10K challenge. Use a custom map to find checkpoints and solve riddles individually or in teams of up to five people.

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..

Experience obstacle course racing at Mahon Ranch with 5K and 10K distances featuring signature Spartan obstacles. Join a weekend of trail running and river crossings in the scenic Northern California farmland near Sacramento.

Experience a scenic trail run around Angel Island State Park with views of the San Francisco skyline and Golden Gate Bridge. Choose between 10K and half marathon distances on this hilly island loop trail.

Explore the scenic trails of Huddart Park and Bear Gulch at this multi distance trail event. Runners can choose from distances ranging from 8K to 50K through redwood forests and lush ferns.

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..