Entertainment events in Winter Haven

Check out happening entertainment events all around Winter Haven, FL

I LOVE ROCK N ROLL

 Sat, 27 Dec at 08:00 pm Caribbean Bay Bar

Open Mic Renegades

 Sat, 29 Mar SoCe Market Free

A Night of Magic and Sophisticated Buffoonery - Cody’s Comedy Cabaret

 Sat, 10 Jan at 07:00 pm Theatre Winter Haven - The GhostLight Lounge USD 17 to 45

Kevin Farley: Yes THAT Farley!

 Fri, 06 Feb at 08:00 pm 19 3rd St NW USD 30

Tanyalee Davis from Last Comic Standing!

 Fri, 26 Dec at 08:00 pm 19 3rd St NW USD 24

Devin Siebold from Bored Teachers!

 Sun, 21 Dec at 08:00 pm 19 3rd St NW USD 24

Renard Hirsch from Nateland Presents!

 Fri, 09 Jan at 08:00 pm 19 3rd St NW USD 20

KARAOKE NIGHT AT KULTURE ON 1ST

 Thu, 25 Sep KULTURE ON 1ST Free

Winter Haven SantaCon 2025

 Sat, 20 Dec at 06:00 pm Downtown Winter Haven Historic District

Forrest Shaw from Netflix is a Joke!

 Sat, 20 Dec at 08:00 pm 19 3rd St NW USD 24

An Evening With Burning Leafs

 Sat, 20 Dec at 05:00 pm 301 3rd St NW USD 31 to 48

Josh Blevins Live at Tanners Lakeside

 Sat, 13 Dec at 07:00 pm 1006 S Lake Howard Dr, Winter Haven, FL, United States, Florida 33880

Ric Diez from K*ll Tony!

 Fri, 12 Dec 19 3rd St NW USD 24

Plaid Tidings - SecondStage

 Thu, 11 Dec at 07:00 pm 210 Cypress Gardens Blvd SW, Winter Haven, FL, United States, Florida 33880

It's A Twizted Party!

 Sun, 04 Jan at 03:00 pm Caribbean Bay

Cordero Music Presents Youth Music Night

 Fri, 23 Jan at 05:30 pm Bowen Yard Free

Derek Luna from WSOC!

 Fri, 02 Jan at 08:00 pm 19 3rd St NW USD 20

April Macie from Netflix!

 Fri, 20 Feb at 08:00 pm 19 3rd St NW USD 30

Grinchmas at Gourmet Goodies 2025

 Fri, 12 Dec at 04:00 pm 68 4th St NW, Winter Haven, FL, United States, Florida 33881

The Roast of Christmas!

 Thu, 18 Dec at 08:00 pm 19 3rd St NW USD 19

Rob Little: MAXIM Comedian of the Year!

 Fri, 16 Jan at 08:00 pm 19 3rd St NW USD 25

Smokepoint Returns to Tanners Lakeside

 Sat, 27 Dec at 07:00 pm Tanners Lakeside

Rob Smiles & Friends!

 Thu, 08 Jan at 08:00 pm 19 3rd St NW USD 8 to 15

Magic - Avatar: The Last Airbender Commander BINGO Party

 Thu, 11 Dec at 06:00 pm 6260 Cypress Gardens Blvd., Winter Haven, FL, United States, Florida 33884

Patrick Garrity: The Never Ending Tour!

 Fri, 23 Jan at 08:00 pm 19 3rd St NW USD 20

99 in the Shade at Somewhere Sports Bar and Grill!

Fri, 12 Dec at 07:00 pm Somewhere Sports Bar and Grill

Daniel Burns Band Last Show of 2025 @ The Twisted Prop Bar & Grille

 Fri, 19 Dec at 06:00 pm The Twisted Prop Bar & Grille

An Evening with Burning Leafs

Sat, 20 Dec at 05:00 pm Winterhaven,Fl.

Got Ur 6 Band “Toys 4 Our Town” Toy Drive

Fri, 12 Dec at 07:00 pm Winter Haven Moose Lodge 1023 & Chapter 1152

Joe Matarese & Friends!

 Thu, 15 Jan at 08:00 pm 19 3rd St NW USD 20

Shades of HUNKS at The Ritz Theatre (Winter Haven, FL) 01/23/26

 Fri, 23 Jan at 07:00 pm Historic Ritz Theatre, Inc USD 19 to 73

Work Sucks: A Comedy Showcase!

 Thu, 11 Dec at 08:00 pm 19 3rd St NW USD 10 to 19

First Friday Winter Haven

 Fri, 02 Jan at 05:00 pm Downtown Winter Haven Historic District

Winter Haven Saturday Markets

 Sat, 13 Dec at 09:00 am 469 W Central Ave, Winter Haven, FL, United States, Florida 33881

Joe Pug

 Sun, 01 Feb at 06:00 pm 297 5th St NW, Winter Haven, FL, United States, Florida 33881

The Got Ur 6 Band Rocks Old Man Franks (Toys 4 Our Town) Toy Drive

Fri, 19 Dec at 07:00 pm Old Man Frank's

Nick Giasullo from Snap Battles!

 Fri, 23 Jan at 08:00 pm 19 3rd St NW USD 20

Smokepoint Returns to Tanners Lakeside

 Sat, 10 Jan at 07:00 pm Tanners Lakeside

Monsters Wrestling Orlando – Men’s Championship Tournament at Tanners Lakeside

 Fri, 16 Jan at 06:00 pm 1006 S Lake Howard Dr, Winter Haven, FL, United States, Florida 33880

KatNip

 Fri, 12 Dec at 08:00 pm Jessie's Lounge USD 13

Kai7en @ The Caribbean Bay ~ Sunday~ December 21 ~ 3:00 pm

 Sun, 21 Dec at 03:00 pm The Caribbean Bay Bar

Youth Music Night!!!

 Sat, 27 Dec at 05:00 pm Central Park Downtown Winter Haven

The Unteachables Comedy Tour!

 Fri, 27 Mar at 07:30 pm 19 3rd St NW USD 25

💃Style, 🍲Snacks and 🥷Steals - 🪩Holiday Party! 🎄🎅

 Sat, 13 Dec at 04:00 pm 3601 Cypress Gardens Rd, ste J, Winter Haven, FL 33884-2417, United States

Karen Peck & New River in Winter Haven

 Sun, 25 Jan at 03:00 pm First Church Of God

New Year's Eve with Jimmie JJ Walker!

 Wed, 31 Dec at 08:00 pm 19 3rd St NW USD 41

Light Up The Night 5k Winter Haven

 Fri, 20 Feb at 07:00 pm 250 Magnolia Avenue Southwest Winter Haven, Florida

Toys 4 Tots Customer Appreciation Party

 Thu, 11 Dec at 05:00 pm 5535 Cypress Gardens Blvd, Winter Haven, FL

Eric and Mike Podcast: Live Show!

 Thu, 22 Jan at 08:00 pm 19 3rd St NW USD 5 to 10

The Inspirations in Winter Haven

 Sat, 28 Feb at 06:00 pm Westwood Missionary Baptist Church

B.Haven Live at the Twisted Prop

 Sun, 14 Dec at 02:00 pm The Twisted Prop Bar & Grille

FREE Toys for Kids! Posada Navideña at Tu Plaza Market🎄

 Thu, 18 Dec at 05:00 pm 200 Post Ave SW, Winter Haven, FL

Larry Venturino: Comedy, Magic, Ventriloquism!

 Thu, 29 Jan at 08:00 pm 19 3rd St NW USD 20

Tanners Lakeside Annual Toy Drive

 Sun, 14 Dec at 12:00 pm 1006 S Lake Howard Dr, Winter Haven, FL, United States, Florida 33880

Tommie Wofford Solo Concert

 Tue, 16 Dec at 07:00 pm Theatre Winter Haven USD 18

The Black Market, A Melanin Cultural Festival

 Sat, 07 Feb at 11:00 am Martin Luther King Jr Park Free

WINTER HAVEN FL VOLLEYBALL BOYS/GIRLS MEGA COLLEGE PROSPECT CAMP MARCH 28TH

 Sat, 28 Mar at 01:00 pm Winter Haven High School USD 82

Choir Christmas Cantata

 Sun, 21 Dec at 09:00 am 301 6th St NE Winter Haven, FL 33881

The Blackwood Brothers Quartet in Winter Haven

 Wed, 04 Feb at 07:00 pm Westwood Bible Baptist Church - 3210 Avenue G NW

65th Annual Pancake Bash

 Sat, 24 Jan at 07:00 am St. John's United Methodist

Winter Haven Public Safety Awards Ceremony Presented by AdventHealth

 Thu, 05 Mar at 06:00 pm 500 3rd St NW Free

WINTER HAVEN FL BASKETBALL BOYS/GIRLS MEGA COLLEGE PROSPECT CAMP MARCH 28TH

 Sat, 28 Mar at 08:00 am Winter Haven High School USD 82

Winter Haven's Secret Society: Mystery Hunt

 Fri, 15 Aug at 05:00 pm 330 Avenue A NW USD 10 to 20

Central Florida Food Truck Rally (Day 1s of the Rally Special)

 Sat, 07 Mar at 04:00 pm Boys & Girls Clubs of Polk County, George Jenkins Memorial Unit USD 13

Jeep Meet by the Water

 Sat, 10 Jan at 10:00 am Tanners Lakeside

Majesty of Rock, the Ultimate Tribute to Journey & Styx returns to the Historic Ritz, Winter Haven

 Tue, 06 Jan at 06:30 pm Ritz Theater 263 W Central Ave, Winter Haven, FL

Winter Haven M**der Mystery: Catch the Killer!

 Sat, 12 Jul at 10:00 am 451 3rd St NW USD 10 to 20

LETZ GET TWIZTED

Sat, 27 Dec at 08:00 pm Carribbean Bay Bar

DIRTY LICKS rocks THE BAY! Let's Go!

 Sat, 20 Dec at 08:00 pm Carribbean Bay Bar

TWIZTED at THe BaY

 Sat, 27 Dec at 08:00 pm Caribbean Bay Bar

The Art of Comedy and Public Speaking!

 Mon, 12 Jan at 07:00 pm 19 3rd St NW

It's A Twizted Party!

 Sun, 21 Dec at 02:00 pm Tanners Lakeside

Awesome Scavenger Hunt! - Winter Haven scavenger hunt

 Fri, 10 Jan at 08:00 am Lake Silver Drive USD 15

Chester Monte's M**der Mystery - Winter Haven

 Thu, 30 Oct at 08:00 am Chester Monte's Murder Mystery - Winter Haven USD 24 to 64

After Christmas Party with Southern Stars!

 Sun, 28 Dec at 03:00 pm Carribbean Bay Bar