San Jose

Trail Running Calendar near San Jose 2026-2027

Explore the top trail runs near San Jose for 2026-2027! We've gathered 44 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

July 2027

San Lorenzo River Trail Run

Santa Cruz | 26 mi from San Jose

Trail Run 2 mi 6 mi ... 26 mi 50 km

Trail races in Santa Cruz through ancient coastal redwoods, meadows and ridges, with distances from a kids 0.25 mile run up to 50K.

Trail races in Santa Cruz through ancient coastal redwoods, meadows and ridges, with distances from a kids 0.25 mile run up to 50K.

Jolly10K & 5K Fun Run

Los Gatos | 8 mi from San Jose

Road Race Trail Run 3 mi 6 mi

Community 10K and 5K in Los Gatos with mountain trails, informational booths and CPR training focused on addiction and fentanyl awareness.

Community 10K and 5K in Los Gatos with mountain trails, informational booths and CPR training focused on addiction and fentanyl awareness.

August 2027

Skyline 50k Endurance Run

Castro Valley | 26 mi from San Jose

Trail Run Half Marathon 50 km

A scenic trail event from Lake Chabot Marina offering a 50K loop and a half marathon with staffed aid stations and a plant based finish festival.

A scenic trail event from Lake Chabot Marina offering a 50K loop and a half marathon with staffed aid stations and a plant based finish festival.

Race Thru the Redwoods

Felton | 22 mi from San Jose

Trail Run 10 km

A community running event in Felton, California with a 10K through Henry Cowell Redwoods and a one mile kids race plus a pancake breakfast.

A community running event in Felton, California with a 10K through Henry Cowell Redwoods and a one mile kids race plus a pancake breakfast.