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Trail Running Calendar near East San Mateo 2025-2026

Explore the top trail runs near East San Mateo for 2025-2026! We've gathered 48 exciting races in the area. Check out our detailed list below to find your next local race.

November 2025
Nov
29
Sa

Quad Dipsea
Trail Run
Nov
29
Sa

Quarry Turkey Half Marathon
Trail Run 5 km 10 km Half Marathon
December 2025
Dec
5-8
Fr - Mo

The Krampus Cross Country
Trail Run 5 km 10 km 9 mi
Dec
6
Sa

Zombierunner Quarry Lakes
Trail Run 5 km 10 km ... 30 km Marathon
Dec
6
Sa

Calero Trail Run - Winter
Trail Run 5 km 10 km ... Marathon 50 km
Dec
7
Su

Hunter S. Thompson Fear & Loathing
Trail Run 50 km 50 mi
Dec
13
Sa

Summit Rock Half Marathon
Trail Run 5 km 10 km Half Marathon
Dec
13
Sa

Hark the Herald Half Marathon
Trail Run 10 km Half Marathon
Dec
20
Sa

Woodside Ramble
Trail Run 10 km Half Marathon 35 km 50 km
Dec
27
Sa

Brazen New Year's Eve
Trail Run 5 km 10 km Half Marathon
January 2026
Jan
1
Th

Brazen New Year's Day
Trail Run 5 km 10 km Half Marathon
Jan
3
Sa

Hacienda Hills Trail Run - Winter
Trail Run 5 km 10 km ... Marathon 50 km
Jan
18
Su

Crystal Springs (Winter) Trail Run
Trail Run 8 km Half Marathon ... Marathon 50 km
Jan
18
Su

Crystal Springs Trail Run
Trail Run 8 km Half Marathon ... Marathon 50 km
Jan
24
Sa

Pacifica Foothills Trail Run
Trail Run 10 km Half Marathon 30 km
Jan
24-25
Sa - Su

Golden Gate Trail Classic
Trail Run 15 km 25 km 50 km 50 mi
Jan
31
Sa

Coyote Hills Run
Trail Run 5 km 10 km Half Marathon
February 2026
Feb
7
Sa

Mt. Umunhum Trail Conquest - Winter
Trail Run 5 km 7 mi ... Marathon 50 km
Feb
7
Sa

Golden Gate Trail Run
Trail Run 8 km Half Marathon ... Marathon 50 km
Feb
14
Sa

Bay Breeze - San Leandro
Trail Run 5 km 10 km Half Marathon