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Trail Running Calendar near San Mateo 2026-2027

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Explore the top trail runs near San Mateo for 2026-2027! We've gathered 76 exciting races in the area. Check out our detailed list below to find your next local race.

Trail Running Calendar United States
August 2026
Aug
29
Sa

Crystal Springs Trail Run

Trail Run 2 mi 6 mi ... 26 mi 31 mi
Aug
29
Sa

Angel Island Half Marathon & 10K

Trail Run 10 km Half Marathon
Aug
30
Su

DSE 60th Anniversary 5K

Road Race Trail Run 5 km
September 2026
Sep
12
Sa

Berkeley Trail Adventure

Trail Run 10 km Half Marathon 35 km 50 km
Sep
12
Sa

Stevens Creek Striders Reservoir Run

Trail Run 3 mi 7 mi 13 mi
Monthly updates for San Mateo

Get new running races (and updates) in your inbox every month.
Sep
12
Sa

Beer City Half Bishop Ranch

Road Race Trail Run 5 km 10 km 13 mi
Sep
12
Sa

South Hills Single Track Trail Run - Summer

Trail Run 5 km 10 km ... Marathon 50 km
Sep
13
Su

Golden Gate Park XC Open

Trail Run 4 mi
Sep
19
Sa

Rocky Ridge

Trail Run 5 km 10 km Half Marathon
Sep
20
Su

Jog in the Fog 5K

Road Race Trail Run 3 mi
Sep
20
Su

San Pedro Park Trail 5K

Trail Run 5 km
Sep
26
Sa

Dick Collins Firetrails

Trail Run 26 mi 50 mi 100 km
Sep
26
Sa

Belmont Water Dog Run

Road Race Trail Run 5 km 10 km
Sep
27
Su

Spartan Trail - San Jose Trail Challenge

Trail Run 10 km Half Marathon 50 km
October 2026
Oct
3
Sa

Star City San Bruno Mountain Half Marathon

Trail Run 13 mi
Oct
3
Sa

Garin Park XC Challenge

Trail Run 5 km
Oct
10
Sa

Ruth Anderson Memorial Endurance Run

Trail Run 5 mi 50 km 50 mi
Oct
10
Sa

Reservoir Dogs Trail Run - Orinda, CA

Trail Run 5 km 10 km Half Marathon 35 km
Oct
17
Sa

Diablo Summit Stomp

Trail Run 5 km 10 km Half Marathon 30 km
Oct
17
Sa

Quicksilver Trail Challenge

Trail Run 10 km 13 mi
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