Trail Running calendar near San Mateo 2026-2027

A long running 50K and half marathon around Lake Chabot Marina and East Bay parks each August, with community staffed aid stations, downloadable course guides, and post race plant based food.

A trail running event in the redwoods near Gilroy on August 8, 2026, offering 5K, 10K, and half marathon routes with substantial elevation gain. Race fees support scholarships that send local high school runners to a national trail running..

Run among towering redwoods in Oakland on August 15 at the Redwood Summer Trail Run, with distances from a 5 mile to an epic 50K plus a free kids dash. Expect stocked aid stations, finish medals and classic trail vibes.

A single loop 50K ultramarathon in Muir Beach, California on Saturday, August 15, 2026. The course uses notable Marin trails, includes about 6500 feet of elevation gain, and features coastal and Bay Area views.

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.

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..

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.

Trail races through shaded redwood forest on the eastern slopes of the Santa Cruz Mountains with long climbs and flowy singletrack; distances include 50K, half marathon and 10K.

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 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.

Enjoy a scenic but hilly trail run at Huddart Park with distances from 3 mile to half marathon, plus a 6 hour challenge and youth dash. Stay for pancakes after the race and choose a virtual option for 5K, 10K or half marathon.

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.

Celebrate Thanksgiving at the Zoom Turkey Trot in Hellyer County Park, San Jose with family friendly distances from a free kids dash to a USATF certified half marathon. Park entry is included and every finisher earns a medal.

A multi-distance trail event at Quarry Lakes following the Alameda Creek Trail, featuring flat, marked courses and a USATF certified Half Marathon. Aid stations are cupless and placed every 2–5 miles; park entrance is included.

Join the festive Krampus Cross Country in San Francisco with live and virtual options Dec 4 to 7 and the in person race on Dec 6. Pick 5K, 10K or the Naughty Nine Miler and take home a woodallion, tee and beer sampler stein.

The Hunter S. Thompson Fear & Loathing will take place in Midtown Terrace on Sunday 6 December 2026. You can run between 50 and 50 miles.