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

August 2026
Aug
26
We

Rewind Community Run

Trail Run 3 mi
Free untimed 3 mile community trail run in Del Mar on August 26, 2026, limited to 250 participants with a throwback shirt and medal for each finisher.
Aug
28
Fr

Windfall Full Moon Trail Run

Trail Run 5 km 10 km 15 km 30 km
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
Sep
5
Sa

San Diego 9/11 Memorial Stair Climb

Urban Trail
A memorial stair climb in San Diego on September 5, 2026 honoring the 403 emergency responders of 9/11 and raising funds for FirefighterAid.
October 2026
Oct
10
Sa

Carmel Valley Trail Race

Trail Run 5 km 10 km 10 mi
Trail race in Gonzales Canyon at Solana Ranch Park with 10 mile, 10K and 5K courses and a 300 runner field limit.
November 2026
Nov
14
Sa

Roosters Backyard Ultra

Backyard Ultra 7 km
Backyard style running event in the San Diego area with a hard packed trail, a small hill, car camping and dog friendly policies.
Nov
28
Sa

Black Mountain Turkey Burner

Trail Run 5 km 10 km 13 mi
A November trail event at Black Mountain Ranch Park offering a Half Marathon, 10K and 5K on 100% dirt with single track and significant climbing. Field size is limited to 300 and the race is an ERS Championship qualifier.
December 2026
Dec
20
Su

Dirty December Trail Run

Trail Run 10 km Half Marathon Marathon
Holiday trail event in San Diego on Dec 20, 2026 offering marathon, half marathon, 10K and a 6 hour hill climb with costume awards.
February 2027
Feb
20
Sa

Happy Chinese New Year Run

Trail Run 50 mi
A self supported single loop 51 mile trail run around San Diego with about 5000 ft elevation change, no course markings and no organized aid.
Feb
27
Sa

Sycamore Canyon

Trail Run Half Marathon 50 km 100 km
A loop-course trail event in Poway, CA offering 100K (solo or relay), 50K (solo or relay), and a half marathon on February 27, 2027.
March 2027
Mar
27
Sa

Coast to Crest 10K & 5K

Trail Run Walk 5 km 10 km
Flat coastal trail races in Del Mar offering 10K and 5K courses with lagoon views and a downhill finish on hard packed dirt.
May 2027
May
8
Sa

Dingneng Wang

Trail Run Marathon
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.
May
22
Sa

Mission Trails Twilight Runs

Trail Run 5 km 25 km 50 km
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.
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