Trail Running calendar near Milpitas 2026-2027

We have found 101 Trailruns within 80 miles of Milpitas. See below where and when you can find the races.

Montara Mountain Trail Run on February 20, 2027 in San Pedro Valley Park offers distances from a free 50 yard kids dash to a 50K, with marked trails, cupless aid stations every 6 to 7 miles, and substantial elevation gain on many courses.

Trail races in Sanborn County Park on mostly single track, technical forest trails with multiple distances, significant elevation gain, marked courses, and full aid at key points.

Experience a trail run across the forest and hills of Angel Island with views of San Francisco and the Golden Gate. Choose from multiple race distances including a youth dash and enjoy a picnic at Ayala Cove.

March 2027

A point to point half marathon to the summit area of Mt. Umunhum on March 8, 2025, covering about 13.35 miles with 4,767 feet of ascent, marked mainly by pink ribbons and supported by aid stations with toilets.

A three day trail running weekend in Marin County offering a point to point 100K plus single loop 50K and 28K that summit Loma Alta and Big Rock Ridge.

A multi-distance trail event on March 22, 2025 at Calero County Park in San Jose offering runs from a kids race to a 50K, single track and dirt-road courses, multiple aid stations, and per-distance time limits.

Multiple trail distances run through Redwood Regional Park on March 20, 2027 at Chabot Space & Science Center. Routes use East Ridge, West Ridge, Stream and Bridle trails and distances were measured with a Rolatape surveyor's wheel.

A running event at Quarry Lakes Regional Recreation Area in Fremont on March 27, 2027, offering a mostly-flat course on the Western Pacific Trail with Half Marathon, 10K, 5K and a remote runner option.

April 2027

A spring trail race at Pueblo Day Use Area in Santa Teresa County Park on April 5, 2025 offering 5K, 10K, 10 Mile and a half marathon across marked, hilly trails with aid stations and a four hour half marathon limit.

A multi-distance Spartan obstacle race weekend at Stanislaus County Parks on Apr 3-4, 2027, featuring Sprint, Super, Beast, Ultra and kids races across technical trails, grasslands and hills with signature obstacles and team options.

A trail running event at 1700 Castle Rock Road in Walnut Creek on April 3, 2027 offering 50K, half marathon, 10K and 5K options plus a hiker half and remote runner choice. Part of entry fees support Save Mount Diablo.

A trail event at Skyline Ridge Open Space Preserve offering distances from a 50 yard kids dash to a 50K race. Routes run largely on the Bay Area Ridge Trail with ocean and Santa Cruz Mountains views.

A trail event at Lake Chabot Regional Park offering distances from a 50‑yard kids dash to a 50K ultramarathon. The looped course circles the Lake Chabot reservoir and surrounding hills with measured distances.

No Foolin' Foot Race in San Carlos on April 24, 2027 offers 15K, 10K, 5K and a 1K kids trail course across Big Canyon, Eaton and Pulgas Ridge, with proceeds supporting local open space trail maintenance.

May 2027

A timed half marathon through eight Napa Valley wine estates finishing in Yountville. The event includes a finish line Wine Village with live music and complimentary wine tastings.

Trail runs at Skyline Wilderness Park on May 15, 2027, offering 10K to 50K courses with substantial climbing, spaced aid stations, a cupless policy, and new trails through Napa Open Space.

A Napa Valley trail ultramarathon using Skyline Wilderness Park and Suscol Headwaters trails, offered as a solo ~50-mile challenge and a one-loop ~25-mile option, with cupless aid stations, drop bags, and specific crew and pacer rules.

A 5K mud and obstacle run at Mahon Ranch in Elk Grove on May 16, 2027, with adult and KIDZ family waves, required signed waivers and photo ID for adults, spectator festival access, and on-site event photography.

Run for Amma is a charity trail event at Skyline Ridge Open Space Preserve in Los Gatos offering 50K, 30K and 10K courses, with all registration proceeds donated to a UCSF cancer research lab.

A weekend of Spartan obstacle course racing at Toro Park near Salinas, CA, with Sprint and Super distances, kids races, trail events, team registration, and spectator access.

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