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

October 2026
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
Rye Preserve in Parrish FL hosts a community 5K run/walk plus free kids fun runs, yoga, vendors and donations from registration fees to Foundation for Dreams.
Nov
22
Su

The Legacy Trail Ultra

Trail Run 60 km
Free 60K out and back ultramarathon on the Legacy Trail in Sarasota, FL, organized by the Manasota Track Club with a 10-hour cutoff and limited aid stations.
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
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
Jan
17
Su

Fiorelli Wine Run 5K

Trail Run 5 km
A timed 5K at Fiorelli Winery & Vineyard in Bradenton featuring chip timing, a finisher medal that doubles as a wine stopper, and wine pours included with registration.
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
Trail event in Venice FL offering 50k, 25k, 5k and youth 5k on mixed single and dual track trails, organized by RunFluent.
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 12 hour trail endurance event at Celery Fields where runners repeat one mile laps with a 17 minute cutoff in a last runner standing format.
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.
September 2027
Sep
11
Sa

Bennett Park at Dark

Trail Run 2 mi 4 mi
Nighttime neon runs at Bennett Park in Bradenton with 2 mile and 4 mile cross-country courses, neon lights, DJ, vendor village, and a required headlamp.
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