Entertainment events in Winter Haven

Check out happening entertainment events all around Winter Haven, FL

April Macie from Netflix!

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

Open Mic Renegades

 Sat, 29 Mar SoCe Market Free

Peter Antoniou: Psychic Comedian!

 Thu, 05 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

Mark Christopher & Friends!

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

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

Eric and Mike Podcast: Live Show!

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

Kevin Farley: Yes THAT Farley!

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

The Black Market, A Melanin Cultural Festival

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

Joe Pug

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

Peter Antoniou: Added Show!

 Thu, 05 Feb at 05:00 pm 19 3rd St NW USD 30

The Unteachables Comedy Tour!

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

Battle of the Decades: Dueling Piano Show

 Wed, 04 Mar at 06:00 pm Ritz Theatre

Alex Giampapa & Friends!

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

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

 Tue, 14 Apr at 07:00 pm Ritz Theatre

Karen Peck & New River in Winter Haven

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

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

VOICES 2026 "Music For a Cause"

 Sat, 07 Mar at 07:00 pm The Ritz

65th Annual Pancake Bash

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

GAL-entine's Comedy Weekend!

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

Jake Klark from Comic Strip LIVE!

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

Nick Giasullo from Snap Battles!

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

The Blackwood Brothers Quartet in Winter Haven

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

The Inspirations in Winter Haven

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

Phil Johnson from SiriusXM!

 Fri, 20 Feb 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

99 in the Shade @ Smoke off the Water!

Sat, 07 Feb at 02:00 pm Smoke OFF the Water

Smokepoint Returns to Tanners Lakeside

 Sat, 28 Mar at 07:00 pm Tanners Lakeside

The King's Brass Concert

 Fri, 23 Jan at 07:00 pm 2140 Crystal Beach Road, 33880

Love is SWEET Valentine Cookie Decorating Party

 Sat, 07 Feb at 02:00 pm 115 Okaloosa Dr Winter Haven, FL 33884

Latin Night @ Maritime

 Sat, 31 Jan at 08:30 pm Maritime - Winter Haven

Woman’s Tea Party

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

First Friday Winter Haven

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

Patrick Garrity: The Never Ending Tour!

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

Nathan Alan & Friends!

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

Winter Haven Saturday Markets

 Sat, 24 Jan at 09:00 am 469 W Central Ave, Winter Haven, FL, United States, Florida 33881

Dwight Icenhower’s VIP Weekend 2026

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

Live and Loud at the Ritz

 Fri, 06 Feb at 06:00 pm The Ritz

DATE NIGHT IN RED 2.0

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

SmartMouth Live

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

Emo Phillips from UHF!

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

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

Winter Haven Public Safety Awards Ceremony Presented by AdventHealth

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

Eric and Mike's Podcast: Live Show!

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

GOT UR 6 BAND Rocks With The BOUTLAWS

 Sat, 31 Jan at 02:00 pm Tanners Lakeside

The Art of Comedy and Public Speaking!

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

Magic - Lorwyn Eclipsed Commander Bingo Party

 Thu, 05 Feb at 06:00 pm 6260 Cypress Gardens Blvd., Winter Haven, FL, United States, Florida 33884

Daniel Burns Band @ Twisted Prop

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

Cordero Music Presents Youth Music Night

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

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

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

Straight Up Boutlaw 2 Homecoming Ronald McDonald House Fundraiser at Tanners Lakeside

 Sat, 31 Jan at 01:00 pm 1006 S Lake Howard Dr, Winter Haven, FL, United States, Florida 33880

Are You Ready To Get Twizted?

 Sat, 02 May at 03:00 pm Caribbean Bay

Smokepoint Returns to Tanners Lakeside

 Sat, 30 May at 07:00 pm Tanners Lakeside

LEGOLAND GalactiCoaster Opening Day 🚀

 Fri, 27 Feb at 10:00 am Legoland Florida

Sweetheart Showcase

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

Larry Venturino: Comedy, Magic, Ventriloquism!

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

Twizted Unleashed

 Sat, 07 Mar at 08:00 pm Caribbean Bay

WHHS FFA 1st Annual Spring Bass Classic

 Sun, 22 Feb at 05:00 am Tanners Lakeside

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

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

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