Milpitas
Trail Running Calendar near Milpitas 2026-2027
Explore the top trail runs near Milpitas for 2026-2027! We've gathered 43 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Historic Bay Area trail event offering 100K, 50 mile and marathon courses, all UTMB indexed with the 50 mile in the Pacific USATF Grand Prix.
Trail races at Sanborn County Park on Sep 27, 2026 through shaded redwood forest with steep climbs and flowy singletrack.
October 2026
21st Annual Garin Park XC Challenge at Garin Regional Park is a USATF Pacific Association cross country meet with about 5K courses featuring hills, scenic views, and a half mile flat finish.
A trail race at Almaden Quicksilver County Park with distances from 5K to 50K. Courses are out-and-back, marked with colored ribbons, include aid stations and toilets, and the longer races reach Bald Mountain and Mt. Umunhum.
Trail races at Almaden Quicksilver County Park offering a half marathon, 10K and kids 1 mile with historic mining views and local conservation support.
Annual Pumpkin Run in Half Moon Bay on October 18, 2026 with 5K, 10K, half marathon and a kids fun run along the Pacific Coastal Trail benefiting Senior Coastsiders.
November 2026
Trail races at Huddart Park with multiple distances, cupless aid stations, chip timing, post-race pancake breakfast, and awards for female finishers.
Experience a scenic trail run around the Lake Chabot reservoir and hills. With distances from a 50 yard kids dash to a 50K ultramarathon there is an option for everyone at this Castro Valley event.
A November trail event at Rancho Cañada del Oro offering distances from 5K to 50K, with steep climbs, single track and two main aid stations. Runners should carry water and be aware of exposed terrain and rattlesnakes.
A Thanksgiving Day 5K and 1 mile event at San Leandro Marina with canicross teams, kids races, and proceeds benefiting animal welfare; the course is flat with mixed surfaces and free parking is available.
A Thanksgiving weekend race at Quarry Lakes Regional Recreation Area offering a mostly flat half marathon, 10K, 5K and a short kids run plus a food drive.
December 2026
Trail races through Sanborn County Park redwoods on December 12, 2026 offering 5K, 10K and half marathon options with chip timing and finisher medals.
New Year's Eve at Lake Chabot in Castro Valley offers trail races on December 31, 2026, with a half marathon, 10K and 5K; walkers and hikers are welcome and free photos are provided.