Trail Running calendar near San Mateo 2026-2027

We have found 122 Trailruns within 80 miles of San Mateo. See below where and when you can find the races.

A multi-distance trail event in Almaden Quicksilver Park near San Jose on August 15, 2026. Courses mix dirt roads and single track through hilly, scenic countryside, with maps and route details provided by the organizer.

Trail races of 10K, half marathon and 30K through Henry Cowell Redwoods State Park with single track, sand ridge and river crossings. Aid stations are spaced every five to six miles and the event is cupless.

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.

A scenic loop trail race around Angel Island with a single-loop 10K and a half marathon that runs the loop twice; ferry transport is required and included in race pricing, and the field is limited to 400 participants.

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..

September 2026

Experience the natural scenery of Mount Diablo State Park through a variety of trail races. Runners can select distances ranging from 4 miles to a 50K with spectacular views of the San Francisco Bay Area.

Experience the trails of China Camp State Park with a selection of distances including a 5K 10K and Half Marathon. Participants enjoy a post race festival with beer steins custom medals and local snacks.

Trail races at Tilden Regional Park in Berkeley on September 12, 2026, offering 50K, 35K, half marathon and 10K with stocked aid stations and a cupless policy. Capacity is limited to 350 runners and the 50K has a time limit.

Trail races at Stevens Creek Reservoir include a Half Marathon, an 11K and a 2.5 mile charity Lollipop Loop with shaded single track, ridge views, aid stations and a capped field for longer distances.

A trail running event at Calero County Park offering distances from a kids run to a 50K across single-track and dirt roads, with named aid stations, drop bag support, bib color assignments, and time limits for longer races.

Experience the rugged beauty of Las Trampas Wilderness at Rocky Ridge 2026. Choose from 5K, 10K, or Half Marathon distances featuring significant hills and expansive vistas in San Ramon.

Three trail races at Lake Chabot Regional Park on September 26, 2026 span marathon to 100k distances. The Firetrails 50 returns to the original out-and-back course and the event carries UTMB indexing and a Pacific USATF Grand Prix designati..

Experience the 36th annual Big Sur Trail Marathon at Andrew Molera State Park. Run along the historic Old Coast Road with ocean views across marathon, half marathon, and five mile distances.

JP's Backyard Ultra/Hike is a final edition event in Napa's Skyline Wilderness Park. Participants run or hike a 3.3-mile loop, choosing their own distance up to 33 miles. This free event is a fundraiser, with a suggested donation supporting..

Trail running in shaded redwood forest at Sanborn County Park on September 27 2026, with 10K, half marathon and 50K options; steep singletrack, shuttle parking, chip timing and specific mandatory gear for the 50K.

October 2026

Experience a trail half marathon on San Bruno Mountain featuring 2,400 feet of elevation gain and stunning views. Enjoy a scenic route with 93 percent trail coverage followed by a post race meal and finishers medal.

Experience the coastal bluffs of Santa Cruz at Wilder Ranch State Park. This event offers trail races on flat packed dirt with scenic views of Monterey Bay to support local youth and trail programs.