Trail Running calendar near San Leandro 2026-2027

Trail races of 30K, half marathon, and 10K run through Henry Cowell Redwoods State Park with redwood forest, river crossings, ocean breezes, and aid stations every 5 to 6 miles.

An orienteering style 5K and 10K in San Francisco where solo runners or teams of up to five use a custom map to visit up to 30 checkpoints, answer simple multiple choice questions, and enjoy refreshments at the finish.

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..

Trail run in Huddart Park near Woodside, California on August 30, 2026 offering distances from 8K to 50K plus a free kids 50 yard dash. Courses run on single track and dirt roads with aid stations every 5 to 9 miles.

Diablo Trail Run on September 6, 2026 in Clayton CA offers distances from a 4 mile Mitchell Canyon course to a 50K, plus a free kids 50 yard dash for age six and younger. Courses use dirt roads and single track with aid stations every 3 to..

Trail races on September 12, 2026 in Tilden Regional Park and Wildcat Canyon offering 50K, 35K, half marathon and 10K courses with marked trails, aid stations every five to seven miles, and a cupless format requiring reusable cups or bottle..

Rocky Ridge is a trail race in the Las Trampas Wilderness on September 19, 2026. Choose from half marathon, 10K, or 5K distances on hilly courses with scenic views. It is part of the Brazen Ultra Half Series.

A multi distance trail event at Lake Chabot Regional Park in Castro Valley featuring a 100k, a 50 mile, and a marathon. All races are UTMB Index events and the 50 mile is part of the Pacific USATF Grand Prix.

Explore the shaded redwood groves and challenging, flowy singletrack of Sanborn County Park. This trail event on September 27, 2026, offers 10k, half marathon, and 50k distances through the Santa Cruz Mountains.

Scenic coastal races at Wilder Ranch State Park on October 4, 2026. Options include a Half Marathon, a 12K, and a 4K run and walk along mostly flat packed dirt trails.

Run the 39th Ruth Anderson Memorial Endurance Run on October 10, 2026 in San Francisco. Choose 100 km, 50 miles, or 50 km on a scenic paved loop around Lake Merced with chip timing and certified 50K and 50 mile courses.

A multi-distance trail running festival in Healdsburg during harvest, combining the Lake Sonoma 50 with a new 100 mile race, a trail marathon, and relay options on nearby trails.

A trail running event on Mount Diablo in Walnut Creek. Runners can choose from a 30K, half marathon, 10K, or 5K distance on scenic trails. Walkers are welcome, and conditions may include mud and creek crossings.

A Halloween-themed running event at Hellyer County Park offering distances from a kid's 50 yd dash to a certified marathon, with costume prizes, aid stations every 2-4 miles, and cupless hydration policy.

A trail fundraiser in Joaquin Miller Park offering a 5 km trail race and a 1 mile fun run/walk to support Oakland Tech PTSA and the school cross country program; donations are tax-deductible.

Mermaid Trail Run at Huddart Park in Woodside on November 7, 2026 features multiple trail distances, a timed 6 Hour challenge and a youth dash. The course is hilly, parking has a cash fee and a pancake breakfast follows the race.

A multi-distance trail event around Lake Chabot in Castro Valley on November 7, 2026, offering 8K to 50K options plus a free kids' dash, marked trails, regular aid stations, and a cupless policy.

Trail navigation event in Santa Cruz where solo runners or teams use a custom map to find up to 20 checkpoints in 2 or 4 hour formats; a finish area offers refreshments and social time.

A Thanksgiving morning event in San Jose offering 5K, 10K, a USATF certified half marathon, age-group races and a free kids' 50-yard dash. The course is mostly asphalt, aid stations appear every 2 to 4 miles, and the event is cupless.

Start a new Thanksgiving weekend tradition at Quarry Lakes Regional Park. Choose from a fast half marathon, 10K, or 5K on beautiful trails, or let the kids run free in the Little Turkeys sprint. Bring a canned good to support the local food..