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Trail Running Calendar near Fruitville 2026-2027

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Explore the top trail runs near Fruitville for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
13
Su

Bennett Park at Dark

Trail Run 2 mi 4 mi
A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.
October 2026
Oct
10
Sa

AME Dolphin Dash 5K - Bradenton Beach

Road Race Trail Run 5 km
A community beach event in Bradenton Beach featuring a timed 5K, an untimed 1,000 m fun run, and a virtual 5K, benefiting Anna Maria Elementary School PTO.
Oct
17
Sa

Trick or Trot 5K - Englewood

Trail Run 5 km
Join this witch and zombie themed trail run or walk through Ann & Chuck Dever Regional Park to support local student scholarships.
Oct
24
Sa

The Ainger Creek Trailblazer 5K

Trail Run 5 km
Community 5K trail run in Englewood on October 24, 2026 benefiting Dollars for Mammograms and the Englewood YMCA, with a kids fun run, awards, and post-race activities.
November 2026
Nov
21
Sa

RUN Manatee - Rye Preserve 5K Run/Walk

Road Race Trail Run 5 km
Final RUN Manatee event at Rye Preserve in Parrish, FL featuring a 5 km trail run, a 0.25 km fun run, yoga, vendors and charity support.
Nov
22
Su

The Legacy Trail Ultra

Trail Run 60 km
A free 60K out-and-back ultramarathon on Sarasota's Legacy Trail on November 22, 2026, organized by the Manasota Track Club with a ten-hour cutoff.
Nov
28
Sa

Trail Hog Half Marathon

Trail Run 5 km 10 km 13 mi
Trail Hog in Venice FL on November 28, 2026 features a 13.1 miles, 10K, 5K and virtual run with race shirts, refreshments, music and age group awards.
December 2026
Dec
12
Sa

Sandy Claws Beach Run

Trail Run 5 km
The 50th Annual Sandy Claws Beach Run at Siesta Beach features a chip-timed 5K, a 1-mile fun run and a virtual 5K, with finisher medals, age-group awards, music, food and a holiday costume contest.
January 2027
Jan
23
Sa

Scrub Jay Races

Trail Run 5 km 10 km
Trail and virtual races at Oscar Scherer State Park on January 23, 2027, featuring a 5K, a technical Scramble 10K, finisher medals and post-race refreshments.
Jan
30
Sa

Coo-Wah-Chobee 50k

Trail Run 5 km 25 km 50 km
Experience the single loop trails of Carlton Preserve in Venice Florida with 50k 25k and 5k race options featuring mixed single and dual track terrain.
February 2027
Feb
6
Sa

Gopherdillo Trail Run

Trail Run 5 km 10 km
A trail event at Lake Manatee State Park on February 6, 2027 with 5K and 10K courses through dirt paths, sand and pine corridors. The race features chip timing, finisher medals, post race snacks and age group awards.
Feb
21
Su

Sasquatch - Venice

Trail Run 5 km 10 km 15 km
Trail races of 15K, 10K and 5K take place in Venice, FL, with a virtual option; race entry includes a shirt, post-race refreshments, and age group awards.
March 2027
Mar
13
Sa

The Mile - Sarasota

Backyard Ultra 50 mi
A last-runner-standing 12-hour challenge at Celery Fields where runners repeat one-mile laps with a 17-minute cutoff; 150 spots, $75 entry.
June 2027
Jun
12
Sa

GCP Flag Day 5K

Trail Run 3 mi
In person 5K at Robinson Preserve on June 12, 2027 with a virtual option; entry includes a shirt, snacks and age group awards.
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