Gilroy
Trail Running Calendar near Gilroy 2026-2027
Explore the top trail runs near Gilroy for 2026-2027! We've gathered 24 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A two loop 4.15 mile cross country race on the fire roads of the UC Santa Cruz campus, starting and finishing at the meadow above the fire station and included in the Pacific Association USATF Grand Prix series.
The inaugural Apple City 5k at Pinto Lake County Park in Watsonville on 30 August 2026 offers a 5k on gentle, scenic trails and a kids 1k around the soccer fields. Half the event funds support the Pajaro Valley Education Foundation.
September 2026
A trail running event at Calero County Park offering distances from a kids run to a 50K across single-track and dirt roads, with named aid stations, drop bag support, bib color assignments, and time limits for longer races.
October 2026
Run by the Sea at Wilder Ranch State Park on October 4, 2026 offers a Half Marathon, 12K and 4K run/walk along mostly flat packed dirt trails with coastal bluff and Monterey Bay views. Organized by the Santa Cruz Track Club; proceeds benefit local gr..
November 2026
A map-based 2- or 4-hour team scramble through Santa Cruz redwoods and meadows with timed checkpoints and on-site timing chips.
December 2026
Trail running at Calero County Park near San Jose on Dec 5, 2026, offering distances from a kids run to a 50K with marked courses and aid stations.
February 2027
March 2027
A multi-distance trail event on March 22, 2025 at Calero County Park in San Jose offering runs from a kids race to a 50K, single track and dirt-road courses, multiple aid stations, and per-distance time limits.
April 2027
A spring trail race at Pueblo Day Use Area in Santa Teresa County Park on April 5, 2025 offering 5K, 10K, 10 Mile and a half marathon across marked, hilly trails with aid stations and a four hour half marathon limit.