San Diego
Trail Running Calendar near San Diego 2026-2027
Explore the top trail runs near San Diego for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A self supported marathon in San Diego on May 8, 2027 held in memory of a runner; no official timing or aid stations and participants are on their own.
Twilight trail races at Mission Trails Regional Park offering 25K and 50K options with technical single track, significant elevation gain, and sections run after sunset.
June 2027
Vineyard trail event at Orfila Winery with 3, 6, and 9 mile options, three wine tastings for those 21 plus, food trucks, and limited entry of 300 runners.