Winter Haven Festivals Events

Festivals Happening Next in Winter Haven, FL

31st Annual Heritage Day Festival: Legacy, Community Engagement, Unity

 469 W Central Ave 2 May 2026
FESTIVALS USD 29 TO 162

12th Annual 863 Art Fest

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

The Unteachables Comedy Tour!

 19 3rd St NW 27 Mar 2026
COMEDY USD 25

Mitch Fatel from Comedy Central!

 19 3rd St NW 12 Jun 2026
COMEDY USD 30

Alex Giampapa & Friends!

 19 3rd St NW 19 Feb 2026
COMEDY USD 15

Phil Johnson from SiriusXM!

 19 3rd St NW 20 Feb 2026
ENTERTAINMENT USD 20

Jake Klark from Comic Strip LIVE!

 19 3rd St NW 6 Mar 2026
COMEDY USD 20

Connected Waters Film Fest- Winter Haven & Auburndale Hall of Fame Edition

 Courtyard Marriott Winter Haven 13 Feb 2026
SPORTS USD 10

Pokemon Day 2026 Celebration

 6260 Cypress Gardens Blvd., Winter Haven, FL, United States, Florida 33884 1 Mar 2026
POKEMON

St. Sophia Greek Festival 2026

 1030 Bradbury Rd, Winter Haven, FL, United States, Florida 33880 13 Feb 2026
FESTIVALS

Cordero Music Presents Youth Music Night

 Bowen Yard 28 Feb 2026
FREE

RoyFest 2026 w Running Reckless at CBay from 4-5pm

 Caribbean Bay Bar 1 Mar 2026

“The Sabbatt of IMBOLC at the Circle of Friendship”.

2750 US-17 N, Winter Haven, FL, United States, Florida 33881 20 Feb 2026