Oakland
Trail Running Calendar near Oakland 2026-2027
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.
October 2026
Multi-day event at McNear’s Beach Park in San Rafael featuring an Olympic triathlon, relay, a kids triathlon, a trail half marathon, and a combined challenge.
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.
A 12.4 mile loop from Mitchell Canyon to the Mount Diablo summit and back with about 4,000 feet of climbing and a five hour cutoff.
Trail races of 5K, 10K, half marathon and 35K around San Pablo Reservoir on EBMUD trails, with chip timing, stocked aid stations, a cupless policy, and a 300-runner capacity.
Trail cross-country races at China Camp State Park over an approximately 4.25 mile course, part of the PA-USATF series with limited on-site parking.
Trail races on Mount Diablo near Walnut Creek on October 17, 2026 offering 30K, Half Marathon, 10K and 5K with possible mud and creek crossings.
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.
A women's trail half marathon in the Marin Headlands on October 24, 2026 featuring a new 13.6 mile course, 2,156 feet of climbing and coastal views of the Pacific and Golden Gate Bridge.
A cross-country meet at Radke Martinez Regional Shoreline on October 24, 2026 with three 4.1 mi races over grass, dirt, and path terrain.
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
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.
Experience a scenic trail run around the Lake Chabot reservoir and hills. With distances from a 50 yard kids dash to a 50K ultramarathon there is an option for everyone at this Castro Valley event.
Trail races from 10K to 50K around Mt Tamalpais, held at Stinson Beach with technical trails, significant climb, cupless aid stations, and chip timing.
A Thanksgiving Day 5K and 1 mile event at San Leandro Marina with canicross teams, kids races, and proceeds benefiting animal welfare; the course is flat with mixed surfaces and free parking is available.