Trail Running calendar near San Jose 2026-2027

A community fundraising race in Oakland that supports the Oakland Cubs youth running team and its scholarship programs. The event features a Kids Fun Run and 5K trail runs at 3594 Sanborn Dr on August 16, 2026.

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.

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.

The Double Dipsea is a longstanding annual 13.7 mile trail race from Stinson Beach to Mill Valley and back, run on mostly single track with many stairs and handicapped starts that create frequent passing among runners.

A 4.15 miles, two loop cross country race on the fire roads of the upper UC Santa Cruz campus on August 23, 2026. The event is part of the Pacific Association USATF Grand Prix series and has limited nearby parking.

Obstacle race weekend at Mahon Ranch near Elk Grove on Aug 29-30, 2026 with Sprint, Super and Kids races, team entry 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.

Island loop races at Angel Island State Park with sweeping bay views; a 10K single loop and a Half Marathon that does two loops, limited to 400 participants and requiring ferry transport.

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.

Multi-distance trail event at Mount Diablo offering races from 4 miles to a 50K plus a free kids dash. Mountainous routes have significant elevation gain, marked courses, staffed aid stations, and a cupless hydration policy.

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 running at Tilden Regional Park in Berkeley with 50K, 35K, half marathon, and 10K options; aid stations appear every 5 to 7 miles and the event is cupless so participants carry their own bottle or reusable cup.

Trail races at Stevens Creek Reservoir in Cupertino on September 12, 2026 include a half marathon, an 11K, and a charity 2.5 mile Lollipop Loop. Courses use shaded single track and ridge views with aid stations and a post race BBQ.

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.

Trail running event in Las Trampas Wilderness on September 19, 2026, offering a half marathon, 10K and 5K with hilly trail terrain and scenic vistas. Remote participation options and a parks campership fundraiser are included.

A trail 5K at San Pedro Valley Park on September 20, 2026, with a kids run and member picnic. The course features an uphill switchback first mile, scenic mid-mile views, and a flat fast final mile.

A multi-distance trail event at Lake Chabot Regional Park offering a Bay Ridge 100k, Firetrails 50 mile, and Golden Hills Marathon with UTMB Index status, published time limits, and finisher awards.

Trail marathon, half marathon and 5 mile at Andrew Molera State Park on September 26, 2026. The route follows Old Coast Rd with marked aid stations, a 6.5 hour cutoff and a 300 participant limit.

An ultramarathon and hike at Skyline Wilderness Park featuring a 3.3 mile loop with 550 plus feet of climbing and flexible 1 to 10 loop options. On-site awards, a raffle and a silent wine auction support the Pheo Para Alliance.