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Trail Running Calendar near Oakland 2026-2027

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Explore the top trail runs near Oakland for 2026-2027! We've gathered 69 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A 28.4 mile Mill Valley trail race with about 9,000 feet of climbing, steep stairs and named trail sections on the Dipsea Trail, out and back then repeated to complete the distance.
A Thanksgiving weekend race at Quarry Lakes offering a half marathon, 10K, 5K and a free short Little Turkeys run, plus a food drive and a two-day medal challenge.
December 2026
A seasonal cross country event in San Francisco on 12/6/2026 with live and virtual options. Distances include a 5K, 10K, and a nine mile course; all entrants receive race swag and there is a pre race bib and shirt pickup with Brewfest.
Trail races of 30K, half marathon and 10K at China Camp State Park near San Rafael, with chip timing, cupless aid stations, and bay and Mt. Tam views.
Single-loop urban ultramarathon in San Francisco from Twin Peaks offering 50 mile and 50K options, informal aid stations, and a mile 25 cutoff.
A scenic half marathon and 10K circumnavigating Angel Island, with mandatory ferry access, a 400 participant limit, and panoramic views of San Francisco.
Trail running in Woodside, CA with 10K, half, 35K and 50K courses through redwoods and varied single track terrain.
Trail races on the Lake Chabot trails in Castro Valley on December 31, 2026 offering half marathon, 10K and 5K; hikers and walkers welcome.
January 2027
Lake Chabot trails in Castro Valley host Brazen New Year's Day on January 1, 2027 with half marathon, 10K, 5K plus remote and hiker options.
A trail race in Huddart Park near Woodside CA on January 17, 2027 offering distances from an 8K to a 50K plus a free kids 50 yard dash. Courses run through redwoods, are well marked, and feature stocked aid stations.
Run through the towering redwoods and lush ferns of Huddart Park in Woodside. This trail event offers multiple distances from a five mile race to a 50K ultramarathon plus a free dash for children.
A trail running event that crosses the Golden Gate Bridge into the Marin Headlands. Races include 15K, 25K, 50K and 50 mile options on January 23 to 24, 2027, organized by Spartan Trail.
Mixed-surface races at Coyote Hills Regional Park in Fremont offering half marathon, 10K and 5K with aid stations, GPX files and a half-marathon hiker division.
February 2027
Experience the coastal beauty of the Marin Headlands at the Golden Gate Trail Run. Choose from distances ranging from a 50K trail race to a fun kids dash with views of the Golden Gate Bridge and San Francisco.
Experience the unique Coastal Mountain Habitat and Pacific Coast views at this trail event in Pacifica. With distances from a kids dash to a 50K there are options for many different types of trail runners.
Trail races at Lake Chabot Regional Park near Castro Valley with 50K, 30K, half marathon, 10K and 5K options, organized by Inside Trail Racing.
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
Trail ultraruns of 50 Mile and 50K through Marin Headlands, Muir Woods and Mt. Tamalpais with significant elevation and coastal views.
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.
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