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Trail Running Calendar near Downtown San Jose 2025-2026

Explore the top trail runs near Downtown San Jose for 2025-2026! We've gathered 57 exciting races in the area. Check out our detailed list below to find your next local race.

May 2025
May - Jun
31-1
Sa - Su

San Jose Half Marathon

8 km 13 mi
June 2025
Jun
1
Sunday

Lake Chabot Trail Challenge

Trail Run 5 km 13 mi
Jun
5
Thursday

Cupertino Splash and Dash

Aquathlon
Jun
7
Saturday

Mt Umunhum Ultras

Trail Run 5 km 10 km ... 50 km 52 mi
Jun
14
Saturday

Skyline Ridge Trail Run

Trail Run
Jun
21
Saturday

Silicon Valley PRIDE 5K

5 km
Jun
27-30
Fr - Mo

The Rock The Loch Half Marathon

Trail Run 5 km 10 km 13 mi
Jun
28
Saturday

Wolfpack Super Sprint Aquathlon Race

Aquathlon
July 2025
Jul
4
Friday

Santa Cruz Firecracker

5 km 10 km
Jul
5
Saturday

Rancho Hills Trail Run - Summer

Trail Run 5 km 10 km ... 26 mi 50 km
Jul
12
Saturday

San Lorenzo River Trail Run

Trail Run 4 mi 10 km ... 26 mi 50 km
Jul
19
Saturday

Bad Bass - Castro Valley

5 km 10 km 13 mi
Jul
19
Saturday

Jolly10K

4 mi 10 km
Jul
26
Saturday

Calero Hills Trail Fest

Trail Run 5 km 10 km ... 30 km 26 mi
August 2025
Aug
2
Saturday

Guadalupe River Find-Your-Way 10K

10 km
Aug
3
Sunday

Skyline 50k Endurance Run

Trail Run 21 km 50 km
Aug
7
Thursday

Cupertino Splash and Dash

Aquathlon
Aug
9
Saturday

Mount Madonna Challenge

Trail Run 5 km 10 km 13 mi
Aug
10
Sunday

Tri Santa Cruz

Triathlon
Aug
15
Friday

Beer City Slam

5 km 10 km 13 mi
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