Trail Running calendar near Downtown San Jose 2025-2026

Join the Women's Headlands Half Marathon on October 4, 2025 for a scenic trail run through the Marin Headlands. New for 2025, the route features singletrack climbs, descents and ocean views and starts and finishes in Mill Valley.

Run scenic single track and fire road loops around San Pablo and Briones Reservoirs at the Reservoir Dogs Trail Run. Choose 10K, Half Marathon or 35K and enjoy small field trail vibes, aid stations and great views.

Event overview The Star City San Bruno Mountain Half Marathon & 5K is set for October 4, 2025 in Brisbane, CA. Distances offered: Half marathon 5K The half marathon is 93% on trail with about 2,400 ft of elevation gain and includes a..

Womens Headlands Half Marathon : October 4, 2025 The Womens Headlands Half Marathon is a women’s trail half marathon in the Marin Headlands. The event uses a new half marathon course that begins and ends at the San Francisco Running Company..

Run by the Sea is an annual running event held at Wilder Ranch State Park in Santa Cruz, California. Scheduled for October 5, 2025, the race offers three distances: a 4K run/walk, a 12K run, and a half marathon. The courses primarily follow..

Explore Tiburon Peninsula trails at Go Wild! Marin in Corte Madera on October 11. Pick a 2 Hr or 4 Hr solo or team map run to find up to 24 checkpoints, then relax with refreshments and socializing.

Event details The Mt. Umunhum Trail Conquest - Fall takes place at Almaden Quicksilver County Park, Hacienda Entrance, 21785 Almaden Rd, San Jose, CA 95120. The event offers multiple trail distances: 50K Trail Marathon 30K Half Marathon 7..

Ruth Anderson Memorial Endurance Run is an ultramarathon held in San Francisco, California, circling Lake Merced. Runners complete a multi-lap course on a 4.475-mile paved bike path, with aid stations at the start/finish and each loop. The..

Test yourself at the Napa Lapa Trail Adventure in Skyline Wilderness Park with 3, 6 and 12 hour solo and relay options. Run a rugged 4.16 mile loop with big climbs, technical singletrack and on course aid as you race for distance.

Event overview The event is three cross-country races held at Miwok Meadows in China Camp State Park, San Rafael, CA. The races are run as a memorial to a Tamalpa Runner who died in 2000. Each race uses the same course as in 2024 and is rou..

Event overview The Diablo Summit Stomp takes place on October 18, 2025, at Castle Rock Park / Mount Diablo State Park in Walnut Creek, California. The event offers four trail distances: 30K Half Marathon 10K 5K Walkers and hikers are allo..

The Running Dead 5K Fun Run in Union City, California, is a Halloween-themed community race at Civic Center/City Hall (34009 Alvarado-Niles Road). It offers a 5K open to adults and a 5K Youth option for younger runners. The course follows t..

The 27th Annual Matt Yeo Memorial Aggie XC Open, presented by the HOKA Aggies, is held at Radke Martinez Regional Shoreline in Martinez, California. The meet features three 4.1-mile cross-country races for Women, Masters Men, and Open Men,..

Join the Quicksilver Trail Challenge at Almaden Quicksilver County Park in San Jose on Oct 25, 2025. Pick a scenic half marathon, 10K, or free kids one mile and explore single track trails with sweeping Mt Umunhum views.

Event overview The Haunted Hills 5K & 10K is a Halloween-themed walking and running event in Redwood City, CA, on October 25, 2025. It is organized as a trick-or-treat style course for adults and families. Participants form teams of 1 t..

Oakland Hills Trail Run in Redwood Regional Park offers 35K, half marathon and 10K on technical, hilly trails through redwoods and EBMUD lands. Chip timed with stocked aid stations and a cupless policy for a true trail experience.

Event details The Almaden Hills Trail Run - Fall takes place on November 1, 2025 in San Jose, California. The event is based at Almaden Quicksilver Park in the Almaden Valley area, with a listed location of 19535 Mockingbird Hill Lane. Regi..

The 39th Golden Gate Park XC Open, held at Lindley Meadow (30th Ave & JFK Dr) in San Francisco's Golden Gate Park, is a 5k cross-country race over grass, dirt, and rolling hills. It features Masters Women 40+ and Masters Men 40+ along with..

Run into Halloween at Hellyer County Park in San Jose featuring distances from a 50 yard kids dash to 5K, 10K, Half Marathon and Marathon. Certified courses, costumes, finisher medals and stocked aid stations make it a fun challenge for all..

The Oakland Tech 5km Fundraiser Race and 1 Mile Fun Run/Walk takes place at Joaquin Miller Park Meadow in Oakland, California. This event features a 5K trail run and a 1-mile fun run/walk, offering participants scenic views with towering tr..