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Trail Running Calendar near San Carlos 2026-2027

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Explore the top trail runs near San Carlos for 2026-2027! We've gathered 67 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
May
29
Sa

Beer City Half San Jose

Road Race Trail Run 5 km 10 km Half Marathon
Run the scenic creek trails of San Jose and enjoy a post race craft beer festival featuring local brewers, a beer mile, and finisher medals at Almaden Lake Park.
June 2027
Jun
5
Sa

Cinderella Trail Run

Trail Run 8 km 13 mi ... 26 mi 50 km
Trail races from 50 yards to 50K through redwood forests in Joaquin Miller and Redwood Regional parks, finishing on the technical Cinderella trail.
Jun
6
Su

Lake Chabot Trail Challenge

Trail Run 3 mi 13 mi
Jun
12-13
Sa - Su

Bay Area 100

Trail Run UTMB 100M 100 mi
Experience a 100 mile point to point journey through the East Bay with 18,000 feet of vertical gain and breathtaking views from the Golden Gate to Mt. Diablo.
July 2027
Jul
17
Sa

Jolly10K & 5K Fun Run

Road Race Trail Run 3 mi 6 mi
Community 10K and 5K in Los Gatos with mountain trails, informational booths and CPR training focused on addiction and fentanyl awareness.
August 2027
Aug
1
Su

Skyline 50k Endurance Run

Trail Run Half Marathon 50 km
A scenic trail event from Lake Chabot Marina offering a 50K loop and a half marathon with staffed aid stations and a plant based finish festival.
Aug
14
Sa

Redwood (Summer) Trail Run

Trail Run 2 mi 5 mi ... 26 mi 50 km
Trail races at Redwood Regional Park near Chabot Space & Science Center offering distances from a 50 yards kids dash to 50K with measured course distances.
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