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Trail Running Calendar near Chula Vista 2026-2027

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Explore the top trail runs near Chula Vista for 2026-2027! We've gathered 16 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Free untimed community run in Del Mar on groomed trails with a 3 mile out and back course, a throwback shirt and medal for participants, limited to 200 and registration opens August 3.
A night trail run on private ranch trails in Alpine, California, under reflective course markers. Multiple loop distances are offered, headlamps are required, camping is available and aid stations will be illuminated.
September 2026
A memorial stair climb in San Diego honoring the 403 emergency responders of 9/11 while raising funds for FirefighterAid at 1 Park Blvd.
Sprint orienteering along San Diego’s Embarcadero and Seaport Village with beginner, intermediate, and advanced timed courses and electronic punching.
October 2026
Trail race in Gonzales Canyon Open Space offering 10 Mile, 10K and 5K courses, including the steep "Puke Hill"; field limited to 300 runners on October 10, 2026.
November 2026
Roosters Backyard Ultra in San Diego on November 14, 2026 is a backyard-style running event on a smooth hard packed trail with a single gentle hill; dog friendly with car camping.
Trail races at Black Mountain Ranch Park on November 28, 2026: Half Marathon, 10K and 5K on dirt hill climbing courses with a 300 runner limit.
December 2026
A volunteer run fun run and walk on Del Mar beach on December 5th 2026 offering 3K and 5K routes and raising funds for Semper Fi & America’s Fund and San Dieguito River Park.
Trail event in San Diego on Dec 20, 2026 offering marathon, half marathon, 10K and a new 6 hour hill climb on a 2.5 mile loop with costume and hill awards.
February 2027
A self supported single loop trail event in San Diego on February 20, 2027, covering about 51 miles with no aid stations or course markings.
Trail running event on February 27, 2027, at Goodman Ranch Sycamore Canyon Preserve near Poway, CA, offering 100K, 50K, and half marathon options with solo and relay formats.
March 2027
A flat out and back trail race in Del Mar with 10K and 5K routes, wide lagoon views and a downhill finish on March 27, 2027.
May 2027
A self supported marathon in San Diego on May 8, 2027 at Canyonside Park Driveway with no course support and optional unofficial timing.
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.
July 2027
A loop endurance event at Montgomery Waller Park with a 1.22 mile mixed-surface loop, multiple timed race formats, a half marathon option, and a social run.
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