Englewood
Trail Running Calendar near Englewood 2026-2027
Explore the top trail runs near Englewood for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
December 2026
Siesta Beach hosts a chip-timed 5K, a 1-mile fun run and a virtual 5K with medals, awards, music and a holiday costume contest.
January 2027
Family and pet friendly trail 5K at Gator in the Rough in Bokeelia with participant medals, guaranteed tech shirts for early registrants, and proceeds supporting the Kiwanis Club.
February 2027
March 2027
A 12 hour last runner standing race at Celery Fields in Sarasota with repeated 1 mile laps, an adjustable 17 minute cutoff, 150 spots and a $75 entry fee.
April 2027
Trail races on the wooded 250 acre grounds of Gator Wilderness Camp School include 5K, 10K and 15K options, a kids dash, and a one day virtual race. Proceeds benefit the school and shirts are guaranteed for early registrants.
October 2027
Annual Trick or Trot in Englewood, Florida features a 5K trail run and a 1 mile Zombie Walk on October 16, 2027, organized by Zoomers Southwest Florida Running and Triathlon Club.