Entertainment events in Winter Haven

Check out happening entertainment events all around Winter Haven, FL

Oktoberfest Downtown WH

 Fri, 09 Oct at 06:00 pm Downtown Winter Haven Historic District

First Friday Winter Haven

 Fri, 01 May Downtown Winter Haven Historic District

Ryan Joseph from K*ll Tony!

 Fri, 22 May at 08:00 pm 19 3rd St NW USD 20

Mitch Fatel from Comedy Central!

 Fri, 12 Jun at 08:00 pm 19 3rd St NW USD 30

Winter Haven Saturday Markets

 Sat, 14 Mar 469 W Central Ave, Winter Haven, FL, United States, Florida 33881

JB Ball from Comedy Central!

 Fri, 19 Jun at 08:00 pm 19 3rd St NW USD 20

2026 Juneteenth Celebration

 Sat, 20 Jun at 11:00 am Winter Haven Recreational And Cultural Center

Alvin Kuai from Amazon Prime!

 Fri, 24 Jul at 08:00 pm 19 3rd St NW USD 20

Shawn Mullins with special guest Cat Ridgeway

 Fri, 12 Jun at 07:00 pm 297 5th St NW, Winter Haven, FL, United States, Florida 33881

Summer Camp Week 10 - Minecraft - August 3rd - 7th.

 Mon, 03 Aug at 07:30 am 2830 Recker Highway, Winter Haven, FL, United States, Florida 33880

Pigs & Planes Hotdog & Chili Cookoff 2026

 Sat, 22 Aug at 10:00 am Winter Haven Airport

United We Stand-Up: Celebrating Free Speech and Bad Decisions!

 Fri, 03 Jul at 08:00 pm 19 3rd St NW USD 20

Smile City Comedy Show!

 Thu, 25 Jun at 08:00 pm 19 3rd St NW USD 15

All Spanish Show with Kel Perez!

 Sun, 26 Jul at 08:00 pm 19 3rd St NW USD 30

Conspiracy Theory Rocks Caribbean Bay for Sunday Funday!

Sun, 07 Jun at 03:00 pm Caribbean Bay

Absar Siddiqui & Friends!

 Thu, 28 May at 08:00 pm 19 3rd St NW USD 15

Live and Loud at the Ritz

 Fri, 01 May The Ritz

Summer Camp Week 1 - Tides & Treasures June 1st -5th

Mon, 01 Jun at 07:30 am 2830 Recker Highway, Winter Haven, FL, United States, Florida 33880

Summer Camp Week 5 - Red, White & Blue - June 29th - July 3rd

 Mon, 29 Jun at 07:30 am 2830 Recker Highway, Winter Haven, FL, United States, Florida 33880

Lando Gonzalez & Friends!

 Thu, 21 May at 08:00 pm 19 3rd St NW USD 15

Summer Camp Week 9 - Dragon Tales & Tiaras - July 27th - 31st

 Mon, 27 Jul at 07:30 pm 2830 Recker Highway, Winter Haven, FL, United States, Florida 33880

Buzz Factor at Caribbean Bay

 Sat, 11 Jul at 02:00 pm Caribbean Bay Bar Inc. 1004 Lake Howard Dr.

B. Haven Live at the VFW 4289 in Winter Haven

 Sat, 30 May at 06:00 pm VFW of Winter Haven 2441 Seventh St SW Winter Haven, FL 33880

Smokepoint Returns to Tanners Lakeside

 Sat, 30 May at 07:00 pm Tanners Lakeside

Drive-In Dreams - 50' Party

 Sat, 30 May at 07:00 pm Cypresswood Golf & Country Club

Storm Riders - Ritz Theater Winter Haven FL

 Tue, 26 May at 06:30 pm Ritz Theatre

Open Mic Renegades

 Sat, 28 Mar Kokomo's Cafe USD 20

Shameless Namedroppers LIVE at Kimber's

 Tue, 19 May at 03:00 pm Kimber's Bar & Grill

Welcome Summer- $30 Fill-a-Bag and Movie Night

 Sat, 06 Jun at 04:00 pm 303 3rd St. NW, Winter Haven, FL 34759

TOOL UP! Body & Voice for Film Actors Workshop

 Sun, 14 Jun at 01:00 pm 600 Overlook Dr, Winter Haven, FL 33884-1625, United States

Party It Up At The Bay

 Sun, 12 Jul at 03:00 pm Caribbean Bay

Come Together

 Fri, 04 Sep at 08:00 pm Caribbean Bay