Trail Running calendar near Milpitas 2026-2027

Oakland Cubs Back2School 5K and Fun Run on August 16, 2026 in The Meadow, Oakland supports a youth running team and its scholarship programs, with a kids fun run and 5K trail race options.

A community 10K and a 1 mile kids race through the redwoods in Felton, California, starting and finishing at Roaring Camp Railroads. The event supports the local business and community association and includes a pancake breakfast.

Trail races of 10K, half marathon and 30K run through redwoods near Felton, CA, on varied single track and fire road with river crossings, marked courses, aid stations, chip timing, and a cupless hydration policy.

A map navigation event in Fillmore and Japantown where solo runners or teams of up to five use a 1:7500 custom map to find checkpoints on 5K or 10K courses, then enjoy snacks and socializing at the finish.

An annual 13.7 mile out and back on the Dipsea Trail from Stinson Beach to Mill Valley, run as a handicapped race with head starts for most divisions. The 2026 edition is the 56th running.

A two loop 4.15 mile cross country race on the fire roads of the UC Santa Cruz campus, starting and finishing at the meadow above the fire station and included in the Pacific Association USATF Grand Prix series.

A Spartan obstacle weekend at Mahon Ranch near Elk Grove features a Sprint 5 km with 20 obstacles, a Super 10 km with 25 obstacles and kids races, plus team entries, volunteer options and service member discounts.

Trail races at Huddart Park, King's Mountain and Bear Gulch offer measured distances from a 50 yard kids dash to a 50K, with fees listed per distance and registration opening November 11, 2025.

A hilly loop race around Angel Island on August 29, 2026 offering a Half Marathon and a 10K, with ferry access included in entry prices. The field is limited to 400 participants and headphones are prohibited for safety.

A steep 4.75 mile up and down run, hike, or walk on San Anselmo's Bald Hill that finishes downtown with live music and a t shirt. The third annual event benefits local nonprofits and includes town endorsement.

The inaugural Apple City 5k at Pinto Lake County Park in Watsonville on 30 August 2026 offers a 5k on gentle, scenic trails and a kids 1k around the soccer fields. Half the event funds support the Pajaro Valley Education Foundation.

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.

A 6.45 miles trail race in Annadel State Park organized by the Empire Runners Club, held in early September with staggered age and gender starts, limited to 100 runners and awards for the top 13 finishers.

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 offering 50K, 35K, half marathon and 10K with scenic bay views, aid stations every 5–7 miles, cupless stations, and awards for finishers and age groups.

A USATF sanctioned trail event at Stevens Creek Reservoir offering a half marathon, 11K, and a family Lollipop Loop around shaded singletrack and ridge views, with aid stations, limited field sizes, post-race barbecue, and charity support.

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.

Rocky Ridge is a trail running event at Las Trampas Wilderness in San Ramon, California on September 19, 2026. It features a half marathon plus 10K and 5K courses with uphill trail sections and scenic vistas.

An annual September trail running event at Lake Chabot Marina offering 100k, 50 mile and marathon races with UTMB Index status and Pacific USATF Grand Prix inclusion for the 50 mile race.

Trail races at Andrew Molera State Park on September 26, 2026 featuring marathon, half marathon and 5 Mile routes along Old Coast Road with marked aid stations, limited to 300 participants and offering shirts and medals.