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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 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Trail race through Gonzales Canyon offering 10 Mile, 10K, and 5K routes on dirt trails and featuring the steep Puke Hill climb.
Score-O on the UCSD campus in La Jolla with a 1:5000 map, epunch rentals, a one hour course time limit, and a 100 participant entry limit.
November 2026
Roosters Backyard Ultra on November 14, 2026 near San Diego features a smooth hard packed trail with one gentle hill; dog friendly and car camping available.
Trail races on dirt at Black Mountain Ranch Park in San Diego on November 28, 2026, offering Half, 10K and 5K courses with significant elevation and a 300 runner limit.
December 2026
A volunteer organized fun run and walk on Del Mar beach offering 3K and 5K routes while supporting veterans and regional land conservation.
Trail running at Sycamore Canyon with marathon, half marathon, 10K and hill climb options, notable elevation gains, required self-sufficiency, and costume prizes.
February 2027
A self supported 51 mile trail loop in San Diego on February 20, 2027 with no aid or course marking and navigation required.
Loop trail event at Goodman Ranch Sycamore Canyon Preserve offering 100K, 50K and Half Marathon options with solo and relay entries.
March 2027
Coast to Crest in Del Mar offers 5K and 10K out and back trail races on mostly flat hard packed dirt with lagoon views and a downhill finish.
May 2027
Self supported marathon in San Diego on May 8, 2027, run on an unmarked counter clockwise course with restrooms at Torrey Pine North around mile 16.
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 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.
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