Cupertino
Trail Running Calendar near Cupertino 2026-2027
Explore the top trail runs near Cupertino for 2026-2027! We've gathered 45 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2027
A trail 50K and 21K at Lake Chabot Marina in Castro Valley on August 1, 2027, organized by Scena Performance with community volunteer support.
A community running event in Felton, California with a 10K through Henry Cowell Redwoods and a one mile kids race plus a pancake breakfast.
September 2027
A September trail event at Lake Chabot offering Marathon, 50 Mile and 100K courses with UTMB qualification and a Bay Area 100 pathway.
November 2027
Trail races at Rancho Cañada del Oro on November 13, 2027, offering 5K to 50K over very hilly single track with aid stations and limited parking.