Trail Running Calendar near Punta Gorda 2026-2027

October 2026

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

7

Sa

Buddy the Bull Stampede

Arcadia | 23 mi from Punta Gorda

Trail Run Multisport The Stampede Challenge 5 15 km

November 7, 2026 at Eirene Ranch in Arcadia, FL featuring a 5K trail run, a 15K mountain bike race, and a combined Stampede Challenge.

Nov

26

Th

FGCU XC Gobbler 5K

Fort Myers | 22 mi from Punta Gorda

Trail Run 5 km

A community 5K, 1-mile run, and kids' Tot Trot at FGCU Alico Arena in Fort Myers supporting the FGCU Cross Country program.

Nov

28

Sa

Trail Hog Half Marathon

Venice | 28 mi from Punta Gorda

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.

January 2027

Jan

30

Sa

Coo-Wah-Chobee 50k

Venice | 28 mi from Punta Gorda

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.

Jan

30

Sa

Pine Island Calusa Trail 5K Run

Bokeelia | 16 mi from Punta Gorda

Trail Run 5 km

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

Feb

21

Su

Sasquatch - Venice

Venice | 28 mi from Punta Gorda

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.