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Trail Running Calendar near Redwood City 2026-2027

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Explore the top trail runs near Redwood City for 2026-2027! We've gathered 62 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

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 with multiple distances, cupless aid stations, chip timing, post-race pancake breakfast, and awards for female finishers.
Trail and running events around Lake Chabot reservoir in Castro Valley, with distances from a 50 yard kids dash up to a 50K.
Experience a flat and fast trail race through the scenic Quarry Lakes Regional Recreation Area in Fremont. Choose from a USATF certified half marathon, 10K, or 5K while enjoying views along the Alameda Creek Trail.
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.
A community cross country fun run on the Gunn 2.2 mile course in Palo Alto with a new kids half lapper race and limited pre race and race day registration.
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
Trail races from a kids run to a 50K at Calero County Park in San Jose with varied single track, multiple aid stations, free parking, and drop bag support for the 50K.
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.
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.
Scenic island race at Angel Island with a half marathon and a 10K, limited field, ferry access required, and medals for all half finishers.
Trail races in Woodside, CA on December 19, 2026 offering 10K, Half, 35K and 50K on redwood single-track with aid stations and chip timing.
Trail races at Lake Chabot in Castro Valley on New Year's Eve and New Year's Day with 5K, 13K, half marathon, 10K and a remote option.
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.
Multi-distance trail event at Almaden Quicksilver County Park on January 2, 2027, with dirt-road courses, aid stations, drop-bag service, and published time cutoffs.
Multiple trail races on 01/17/2027 at Huddart Park, from a 50 yard kids dash to 50K, set among redwoods, ferns and trails at King's Mountain and Bear Gulch.
Trail races in San Francisco and the Marin Headlands, featuring distances from 15K to 50 miles and a course that crosses the Golden Gate Bridge.
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