Half Moon Bay
Trail Running Calendar near Half Moon Bay 2026-2027
Explore the top trail runs near Half Moon Bay for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Virtual worldwide challenge and an in-person gathering at the San Francisco Ferry Building on October 24, 2026, fundraising for the Breast Cancer Research Foundation.
A team relay across San Francisco trails covering nearly 13 miles and over 2,000 feet of elevation, with five segments and teams of up to five runners for a $50 entry.
A trail run by Bay Area Run Crew at Stevens Creek Reservoir featuring varied terrain, trail-ready gear recommendations, and a post-run social at Voyager Craft Coffee.
November 2026
A fundraiser in Joaquin Miller Park featuring a 5 km trail race and a 1 mile fun run to support Oakland Tech PTSA and student programs.
Trail races at Huddart Park in Woodside on November 7, 2026, with distances from 3 miles to a half marathon, a looped 6 hour challenge, kids dash and virtual options.
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.
A Thanksgiving Day vegan fundraiser at San Leandro Marina featuring a flat 5K, canicross with dogs, a 1 mile walk, and kids races supporting the Milo Foundation.
Quarry Turkey in Fremont offers a half marathon, 10K, 5K and a virtual race over Thanksgiving weekend, plus a Little Turkeys kids race and a food drive.
December 2026
A San Francisco cross country event on Sunday, December 6, 2026 offering 5K, 10K and a Naughty Nine Miler with live and virtual options and race swag for all.
Urban single-loop ultrarun in San Francisco from Twin Peaks offering 50K and 50 mile options with volunteer-supported aid and a mile 25 cutoff.
A memorial 5K on Baker Beach honoring a longtime DSE member, featuring a mixed surface course with a wooden bridge and parking at the upper lot.
A community fundraiser at Joaquin Miller Park featuring a 5K trail run and a 1 mile kids fun run on 12/06/2026.
Trail races at Sanborn Regional Park on December 12, 2026: 5K, 10K and half marathon through redwoods with chip timing and finisher medals.
Looped trail races on Angel Island with panoramic Bay views; includes a half marathon (two loops) and a 10K, ferries required and the field is limited to 400.
Trail races at Lake Chabot in Castro Valley on December 31, 2026 offering half marathon, 10K and 5K; hikers and walkers welcome.
January 2027
Multi-distance trail races at Lake Chabot across New Year's Eve and New Year's Day, including 5K, 10K, a half marathon and a virtual option.