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
Second annual Mission Trails Twilight Runs feature 50K and 25K loop races plus a 5K out-and-back, starting near sunset at Mission Trails and limited to 300 runners.
June 2027
A vineyard trail run at Orfila Winery with 3, 6 and 9 mile routes on packed dirt and wine tastings for runners over 21.
July 2027
A multi-distance timed loop event at Montgomery Waller Park with a 1.22 mile mixed-terrain loop and options from a social run to 24-hour racing.