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Trail Running Calendar near San Mateo 2026-2027

Monthly updates for San Mateo

Get new running races (and updates) in your inbox every month.

Explore the top trail runs near San Mateo for 2026-2027! We've gathered 48 exciting races in the area. Check out our detailed list below to find your next local race.

January 2026
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 6 mi 13 mi 19 mi
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 ... 26 mi 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
Feb
21
Sa

Redtail Ridge

Trail Run 5 km 10 km ... 30 km 50 km
Feb
21
Sa

Montara Mountain Trail Run

Trail Run 10 km 13 mi ... 26 mi 50 km
Feb
21
Sa

Wild Goose Chase Lime Ridge 10K

Trail Run 5 km 10 km
March 2026
Mar
1
Su

Zoom Angel Island

Trail Run 5 mi 10 mi 15 mi
Mar
7
Sa

Skyline Ridge Trail Run

Trail Run 10 km Half Marathon 50 km
Mar
14
Sa

Marin Ultra Challenge

Trail Run 31 mi 50 mi
Mar
21
Sa

Redwood (Spring) Trail Run

Trail Run 5 km 5 mi ... Marathon 50 km
Mar
22
Su

Horseshoe Lake Half Marathon

Trail Run 13 mi
Mar
28
Sa

Western Pacific Marathon

Trail Run 5 km 10 km Half Marathon
April 2026
Apr
4
Sa

Golden Gate Headlands Marathon

Trail Run 6 mi 13 mi 26 mi
Apr
4
Sa

Diablo Trails Challenge

Trail Run 5 km 10 km Half Marathon 50 km
Apr
11
Sa

Romancing the Island Half Marathon

Trail Run 10 km Half Marathon