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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 65 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail races at Almaden Quicksilver County Park offering a half marathon, 10K and kids 1 mile with historic mining views and local conservation support.
Scenic coastal 5K, 10K, half marathon and kids run in Half Moon Bay that raises funds for Senior Coastsiders; every participant receives a pumpkin.
Trail races at Redwood Regional Park offering 35K, half and 10K options on technical dirt trails with marked courses, chip timing, cupless aid stations, and limited field size.
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.
Trail races in Almaden Quicksilver Park from 5K to 50K over hilly dirt roads and single-track, with two staffed aid stations, drop-bag service for longer distances, and a finisher medal for all participants.
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.
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.
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.
Thanksgiving Day 5K and canicross fundraiser at San Leandro Marina with races for adults and kids, vegan refreshments, and animal welfare fundraising.
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 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.
San Jose trail event on Dec 5 2026 offering distances from a kids run to a 50K, with marked courses, aid stations and medals for finishers.
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.
Youth focused event in Oakland with a 1 mile kids fun run and a 5K trail run at Joaquin Miller Park, with limited parking and packet pickup before the race.
Trail races through Sanborn County Park redwoods on December 12, 2026 offering 5K, 10K and half marathon options with chip timing and finisher medals.
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