Cupertino
Trail Running Calendar near Cupertino 2026-2027
Explore the top trail runs near Cupertino for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
Badger Cove is a running event in Livermore, CA on April 17, 2027 offering a half marathon, 10K, 5K and a hiker division. Registration opens January 1 and closes February 2 with fees varying by event.
A trail event at Lake Chabot Regional Park offering distances from a 50‑yard kids dash to a 50K ultramarathon. The looped course circles the Lake Chabot reservoir and surrounding hills with measured distances.
No Foolin' Foot Race in San Carlos on April 24, 2027 offers 15K, 10K, 5K and a 1K kids trail course across Big Canyon, Eaton and Pulgas Ridge, with proceeds supporting local open space trail maintenance.
May 2027
Beer City Half San Jose on May 29, 2027 at Almaden Lake Park pairs trail and park running with a beer festival. Events include a half marathon, 10k, 5k, a 1 mile Beer Stroll, the Beat the Beast beer mile, and beer tastings.