San Jose
Trail Running Calendar near San Jose 2026-2027
Explore the top trail runs near San Jose for 2026-2027! We've gathered 50 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail races at Huddart Park with multiple distances, cupless aid stations, chip timing, post-race pancake breakfast, and awards for female finishers.
Trail and running events around Lake Chabot reservoir in Castro Valley, with distances from a 50 yard kids dash up to a 50K.
Map-based trail scramble in Harvey West Park on Nov 14, 2026 where teams of 1 to 5 collect points in 2 hour or 4 hour formats.
A community cross country fun run on the Gunn 2.2 mile course in Palo Alto with a new kids half lapper race and limited pre race and race day registration.
December 2026
Trail races at Sanborn Regional Park on December 12, 2026: 5K, 10K and half marathon through redwoods with chip timing and finisher medals.
Trail races at Lake Chabot in Castro Valley on New Year's Eve and New Year's Day with 5K, 13K, half marathon, 10K and a remote option.
January 2027
Trail focused 5K, 10K, half marathon and virtual option at Lake Chabot on January 1, 2027 with varied surfaces and rolling hills.
Multi-distance trail event at Almaden Quicksilver County Park on January 2, 2027, with dirt-road courses, aid stations, drop-bag service, and published time cutoffs.
Mixed-surface runs at Coyote Hills Regional Park with 5K, 10K and half marathon options, stocked aid stations and GPX course files available.
February 2027
Trail races from 5K to 50K through eucalyptus forests and lakeside trails at Lake Chabot Regional Park near Castro Valley, CA.
March 2027
Point to point half marathon from the Hacienda Entrance up to Mt Umunhum with 4,767 feet of ascent, marked aid stations, drop bag service and shuttle transport back to the start.