Winter Haven Festivals Events

Forrest Shaw from Netflix is a Joke!

19 3rd St NW 20 Dec 2025

Christmas Festival at The Ranch

5615 Recker Highway Winter Haven 25 Dec 2025

Rob Little: MAXIM Comedian of the Year!

19 3rd St NW 16 Jan 2026

Cordero Music Presents Youth Music Night

Bowen Yard 28 Feb 2026

Free Pup Swag Bag at Pet Fest 2025!

7115 De Castro Rd 13 Dec 2025

First Friday Winter Haven

Downtown Winter Haven Historic District 2 Jan 2026

Joe Pug

297 5th St NW, Winter Haven, FL, United States, Florida 33881 1 Feb 2026

The Unteachables Comedy Tour!

19 3rd St NW 27 Mar 2026

Community Christmas Festival

6950 Eloise Loop Road, Winter Haven, FL 13 Dec 2025

Grand Citrus Social

Central Park, Downtown Winter Haven 31 Jan 2026

Larry Venturino: Comedy, Magic, Ventriloquism!

19 3rd St NW 29 Jan 2026

12th Annual 863 Art Fest

469 W Central Ave, Winter Haven, FL, United States, Florida 33881 18 Apr 2026

The Black Market, A Melanin Cultural Festival

Martin Luther King Jr Park 7 Feb 2026