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Trail Running Calendar near Half Moon Bay 2026-2027

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Explore the top trail runs near Half Moon Bay for 2026-2027! We've gathered 50 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Experience the trails of Redwood Regional Park in Oakland. Runners can choose from distances ranging from a 50 yard kids dash to a 50K ultramarathon through scenic ridge lines and redwood groves.
A 5K trail race along the Lands End Trail in San Francisco with coastal views, finisher ribbons for all and awards for the top five overall runners.
A map based 5K and 10K navigation event in Fillmore and Japantown, San Francisco, with team options, checkpoint questions, and post event refreshments.
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.
Limited field trail races on Angel Island with a 10K single loop and a half marathon that completes two loops, with ferry included in registration.
September 2026
Trail races at Tilden Regional Park in Berkeley with distances from 10K to 50K, cupless aid stations about every 5–7 miles, and a 350-runner capacity.
A trail race at Stevens Creek County Park in Cupertino offering a Half Marathon, 11K, and a charity 2.5-mile Lollipop Loop with aid stations and post-race barbecue.
A 40th edition cross country meet in Golden Gate Park with an approximately 4 mile two loop course over grass, dirt, and rolling hills.
A family friendly 5K run in San Francisco with a scenic course from Mountain Lake Park to the USS San Francisco Memorial and post-race festivities.
Trail 5K with a steep first mile and flat fast finish, plus a kids run and member picnic at San Pedro Valley Park on September 20, 2026.
Trail event in Castro Valley featuring a 100k, 50 mile, and marathon with UTMB index status and firm time limits due to park permits.
Community-supported Belmont Water Dog Run in Belmont, CA features 5K, 10K, kids' mile, a pet-friendly Fido Mile, and a virtual option on September 26, 2026.
Trail running in shaded redwood forest at Sanborn County Park on September 27 2026, with 10K, half marathon and 50K options; steep singletrack, shuttle parking, chip timing and specific mandatory gear for the 50K.
October 2026
Experience a trail half marathon on San Bruno Mountain featuring 2,400 feet of elevation gain and stunning views. Enjoy a scenic route with 93 percent trail coverage followed by a post race meal and finishers medal.
Test your endurance at Lake Merced in San Francisco with a scenic 4.5 mile loop course. Choose between a standard run or tackle ultra marathon distances including the 50K and 50 mile events.
A multi-distance in-person and virtual run along the Coastal Trail in Half Moon Bay that raises funds for Senior Coastsiders' programs for older adults.
Oakland Hills Trail Run features 10K, half marathon and 35K courses through Redwood Regional Park with technical trails, marked routes, aid stations and chip timing. The event is cupless and limited to 330 runners.
An October fundraiser offering a global virtual challenge plus an in-person event at San Francisco’s Ferry Building. Multiple distances from 5K to 50K are available; some courses are unmarked and maps are provided. Proceeds support the Breast Cancer..
November 2026
Support student programs and the Oakland Tech Cross Country team at Joaquin Miller Park. Choose between a five kilometer trail race or a one mile fun run through the redwood trees.
Trail trail event at Huddart Park in Woodside offering distances from a 1 mile kids dash to a Sirena 6 hour individual and relay challenge.
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