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Walking Events Calendar near San Mateo 2026-2027

Monthly updates for San Mateo

Get new walking events (and updates) in your inbox every month.

Explore the top walking events near San Mateo for 2026-2027! We've gathered 75 great walks in the area. Check out our detailed list below to find your next local walk.

December 2026
Dec
13-20
Su

Santa Run Silicon Valley

Road Race Walk
Dec
19
Sa

Woodside Ramble

Trail Run Walk
Dec
31
Th

Brazen New Year's Eve

Trail Run Walk 5 km 10 km Half Marathon
January 2027
Jan
1
Fr

Brazen New Year's Day

Trail Run Walk Half Marathon
Jan
2
Sa

Kiwanis Resolution 10K Run/Walk

Road Race Walk 5 km 10 km
Jan
30
Sa

Coyote Hills Run

Trail Run Walk Half Marathon
February 2027
Feb
13
Sa

Bay Breeze

Road Race Walk 5 km 10 km Half Marathon
Feb
20
Sa

Victory

Road Race Walk
April 2027
Apr
3
Sa

Diablo Trails Challenge

Trail Run Walk
Apr
3
Sa

Marina Double - Brisbane

Road Race Walk 5 km
May 2027
May
29
Sa

Beer City Half San Jose

Road Race Trail Run Walk
June 2027
Jun
20
Su

Presidio Half Marathon

Road Race Walk 5 km 10 km
Jun
26
Sa

Stars and Strides 10K Run/Walk

Road Race Walk 5 km 10 km
July 2027
Jul
4
Su

Alameda Parade R.A.C.E.

Road Race Walk 3 mi
October 2027
Oct
9
Sa

Ashland Cherryland 5K Fun Run

Road Race Walk 5 km
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