Entertainment events in Winter Haven

Check out happening entertainment events all around Winter Haven, FL

LEGOLAND GalactiCoaster Opening Day 🚀

 Fri, 27 Feb at 10:00 am Legoland Florida

First Friday Winter Haven

 Fri, 06 Mar at 05:00 pm Downtown Winter Haven Historic District

April Macie from Netflix!

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

Light Up The Night 5k Winter Haven

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

Winter Haven Saturday Markets

 Sat, 14 Feb at 09:00 am 469 W Central Ave, Winter Haven, FL, United States, Florida 33881

Mark Christopher & Friends!

 Thu, 12 Feb at 08:00 pm 19 3rd St NW USD 15

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

 Sat, 02 May at 10:30 am 469 W Central Ave USD 29 to 162

Battle of the Decades: Dueling Piano Show

 Wed, 04 Mar at 06:00 pm Ritz Theatre

Dwight Icenhower’s VIP Weekend 2026

 Fri, 13 Mar at 07:00 pm Nora Mayo Hall

WHHS FFA 1st Annual Spring Bass Classic

 Sun, 22 Feb at 05:00 am Tanners Lakeside

The Unteachables Comedy Tour!

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

VOICES 2026 "Music For a Cause"

 Sat, 07 Mar at 07:00 pm The Ritz

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

 Sat, 11 Apr at 07:00 pm Theatre Winter Haven

Mitch Fatel from Comedy Central!

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

Alex Giampapa & Friends!

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

David Jolly from K*ll Tony!

 Fri, 01 May at 08:00 pm 19 3rd St NW USD 25

Dean Napolitano from...EVERYTHING!

 Fri, 13 Mar at 08:00 pm 19 3rd St NW USD 20

Rock of ABBA at The Historic Ritz Theater Winter Haven, Fl

 Tue, 14 Apr at 07:00 pm Ritz Theatre

GAL-entine's Comedy Weekend!

 Fri, 13 Feb at 08:00 pm 19 3rd St NW USD 20

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

Phil Johnson from SiriusXM!

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

Emo Phillips from UHF!

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

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

The Inspirations in Winter Haven

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

The Bruce Tribute: Tribute to Bruce Springsteen & The E Street Band

Tue, 03 Mar at 07:00 pm The Ritz 263 W Central Ave., Winter Haven,, FL

Jake Klark from Comic Strip LIVE!

 Fri, 06 Mar at 08:00 pm 19 3rd St NW USD 20

Joe Latham from BBC and MTV!

 Fri, 27 Feb at 08:00 pm 19 3rd St NW USD 20

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

 Fri, 13 Feb at 05:00 pm Courtyard Marriott Winter Haven USD 10

Bikers Bash at Old Man Franks !!

 Sat, 21 Mar at 02:00 pm Old Man Frank's

Nathan Alan & Friends!

 Thu, 05 Mar at 08:00 pm 19 3rd St NW USD 8 to 15

KARAOKE NIGHT AT KULTURE ON 1ST

 Thu, 03 Jul at 08:00 pm KULTURE ON 1ST Free

Smokepoint Returns to Tanners Lakeside

 Sat, 28 Mar at 07:00 pm Tanners Lakeside

Daniel Burns Band @ Twisted Prop

 Sat, 21 Feb at 06:00 pm The Twisted Prop Bar & Grille

DATE NIGHT IN RED 2.0

 Sat, 14 Feb at 06:00 pm 250 S Lake Silver Dr USD 53

Smokepoint Returns to Tanners Lakeside

 Sat, 30 May at 07:00 pm Tanners Lakeside

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

Eric and Mike's Podcast: Live Show!

 Thu, 26 Feb at 08:00 pm 19 3rd St NW USD 10

Winter Haven Public Safety Awards Ceremony Presented by AdventHealth

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

Connecting Conversations about Cinema over Coffee - CWFF at Starbucks

 Thu, 12 Feb at 04:30 pm 5709 Cypress Gardens Blvd Free

The Art of Comedy and Public Speaking!

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

Donald Evans & Friends!

 Thu, 12 Mar at 08:00 pm 19 3rd St NW USD 8 to 15

FREE Bingo at Bowen Yard

 Wed, 11 Feb at 06:00 pm 308 Fourth St SW, Winter Haven, FL, United States, Florida 33880

Sweetheart Showcase

 Sat, 14 Feb at 06:00 pm El Shaddai Community Church USD 88 to 214

Got Ur 6 Rockin The Tiki at Tanners 🔥

 Fri, 20 Feb at 06:00 pm Tanners Lakeside

The Bucket List!

 Thu, 26 Feb at 08:00 pm 19 3rd St NW USD 5 to 10

Polk State Music Jazz Night Concert

 Thu, 16 Apr at 07:00 pm 999 Ave. H NE, Winter Haven, FL, United States, Florida 33881

Real Estate Agents Only: FREE CE Credits - Managing the Home Inspection

 Thu, 05 Mar at 10:00 am RE/MAX Heritage Professionals

Twizted Unleashed

 Sat, 07 Mar at 08:00 pm Caribbean Bay

The Bucket List!

 Thu, 26 Mar at 08:00 pm 19 3rd St NW USD 5 to 10

Work Sucks: A Comedy Showcase!

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

Are You Ready To Get Twizted?

 Sat, 02 May at 03:00 pm Caribbean Bay

Winter Haven's Secret Society: Mystery Hunt

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

Ain't No Party like a Cbay Party!!

 Sun, 12 Jul at 03:00 pm Caribbean Bay

SmartMouth Live

 Sat, 11 Apr at 09:00 pm 263 W Central Ave, Winter Haven, FL, United States, Florida 33880

Micah Madore Live at Old Man Franks

 Sun, 22 Feb at 05:30 pm 1005 S Lake Howard Dr, Winter Haven, FL, United States, Florida 33880

Open Mic Renegades

 Sat, 28 Mar Kokomo's Cafe USD 20

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

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

Woman’s Tea Party

Sat, 14 Mar at 05:00 pm 3600 Ave M NW, Winter Haven, FL

Winter Haven Jazz Jam

Sat, 28 Feb at 12:00 pm American Legion Post 8 Winter Haven, Florida