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Trail Running Calendar near Cortez 2026-2027

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Explore the top trail runs near Cortez 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
5
Sa

Pinellas Trail Challenge

Trail Run 46 mi
Out and back ultramarathon on the Pinellas Trail in St. Petersburg covering just over 46 miles on September 5, 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
Oct
24
Sa

Gopher Weedon Trail Run

Trail Run 8 km
The 14th Annual Gopher Weedon 8K Trail Run on October 24, 2026 follows 8 kilometers of dirt and boardwalk trails through Weedon Island Preserve, with professional timing, refreshments and proceeds benefiting Friends of Weedon Island.
November 2026
Nov
22
Su

The Legacy Trail Ultra

Trail Run 60 km
Free 60K ultramarathon on the Legacy Trail in Sarasota, FL, fourth annual, out and back course 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
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.
Dec
12
Sa

Run for the Manatees

Trail Run 5 km
A sold out 5K and virtual 5K at the Florida Conservation and Technology Center in Apollo Beach supporting manatee conservation, with proceeds donated to the Florida Fish and Wildlife Conservation Commission.
January 2027
Jan
23
Sa

Scrub Jay Races

Trail Run 5 km 10 km
Trail and road races at Oscar Scherer State Park include a 5K and a technical 10K plus virtual 5K and 10K options. Registration includes a finisher medal and a race shirt while supplies last.
Jan
30
Sa

Coo-Wah-Chobee 50k

Trail Run 5 km 25 km 50 km
Coo Wah Chobee in Venice FL on January 30 2027 offers a single loop 50k 25k 5k and a Youth 5k on mixed single and dual track trails.
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.
April 2027
Apr
11
Su

Kraken

Trail Run 5 km 10 km
A Sarasota running event on April 11, 2027 offering 5K, 10K, 1-mile and virtual options with post-race refreshments and age-group awards.
June 2027
Jun
12
Sa

GCP Flag Day 5K

Trail Run 3 mi
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