Fort Myers

Winter Festivals

This page lists winter festivals for families in the Lee County and Charlotte County, Florida area.
Kids Lee County and Charlotte County: Winter Festivals - Fun 4 Fort Myers Kids
Listings
1/30-2/08 - Charlotte County Fair

It's that time again, for the great Charlotte County Get-Together. Join us for all the great fair fo ...

January 30 – February 8, 2026
Hours: see website
see website
2333 El Jobean Rd, Port Charlotte, FL, 33948
2/14 - Cracker Fair - Englewood

The Cracker Fair is the culmination of Lemon Bay Fest, a week of celebrating Englewood's history pro ...

February 14, 2026
Hours: 10:00 am - 4:00 pm
Free
325 W Dearborn St, Englewood, FL, 34223
2/27-3/01 - Englewood Seafood and Music Festival

If relaxing, having fun, enjoying good food, and listening to great live music over the weekend soun ...

February 27 - March 1, 2026
Hours: Friday evening 4pm - 10pm, Saturday 11am - 10pm and Sun...
Free General Admission
401 N Indiana Ave, Englewood, FL, 34223
2/27-3/01 Port Charlotte Greek Fest

Feel like you’re visiting Greece and enjoy being Greek for the day! Food, dancing, grape stomping, a ...

February 27-28 & March 1, 2026
Hours: Friday and Saturday 11am-8pm. Sunday 12pm-6pm
$5 donation, Children 15 and under Free
24411 Rampart Blvd, Port Charlotte, FL, 33980
2/28 - Burrowing Owl Festival

Celebrate Cape Coral’s official bird at this full-day outdoor festival hosted by Cape Coral Friends ...

Saturday, February 28
Hours: 10 AM – 4 PM
Admission for 12+ is a $5 requested donation and childr...
5505 Rose Garden Rd, Cape Coral, FL, 33914