Explore Winter Haven

Happening Next in Winter Haven

Name: Pigs & Planes Hotdog & Chili Cookoff 2026
Start: 2026-08-22
End: 2026-08-22
Location: Winter Haven Airport

Upcoming Comedy Events

Jerry Wayne Longmire from The Reckon Yard Podcast!

19 3rd St NW 18 Sep 2026

FITNESS USD 30

Chad Zumock from HULU!

19 3rd St NW 5 Jun 2026

COMEDY USD 20

Mitch Fatel from Comedy Central!

19 3rd St NW 12 Jun 2026

COMEDY USD 30

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Upcoming Live Music Events

Winter Haven Saturday Markets

469 W Central Ave, Winter Haven, FL, United States, Florida 33881 14 Mar 2026

MUSIC

Hot Rod's & Happy Days

700 N Lake Howard Dr, Winter Haven, FL 33881-3102, United States 13 Jun 2026

MUSIC

Shawn Mullins with special guest Cat Ridgeway

297 5th St NW, Winter Haven, FL, United States, Florida 33881 12 Jun 2026

MUSIC

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Upcoming Food & Drinks Events

First Friday Winter Haven

Downtown Winter Haven Historic District 1 May 2026

FIRST-FRIDAY

Wine Chocolate and Cheese Downtown WH

Downtown Winter Haven Historic District 13 Nov 2026

2026 Juneteenth Celebration

Winter Haven Recreational And Cultural Center 20 Jun 2026

JUNETEENTH

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Upcoming Festivals Events

Rockin' Freedom Fest

Martin Luther King Park 3 Jul 2026

MUSIC

12th Annual Haven Holiday Market

469 W Central Ave, Winter Haven, FL 33880, United States 21 Nov 2026

HOLIDAY

Dougie Almeida from FOX!

19 3rd St NW 10 Jul 2026

COMEDY USD 20

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Upcoming Pop-Ups Events

Pop-Up at Grove Roots Brewing Co.

Grove Roots Brewing Co. 2 Jun 2026

Local creator Pop-UP

Downtown Winter Haven 6 Jun 2026

POP-UPS

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

303 3rd St. NW, Winter Haven, FL 34759 6 Jun 2026

ENTERTAINMENT

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Trending Events in Winter Haven

Oktoberfest Downtown WH

Downtown Winter Haven Historic District 9 Oct 2026

MUSIC

Community Job Fair - Ridgepoint Church, Winter Haven, FL

100 Hatfield Road Winter Haven, FL 33880 United States 9 Jun 2026

JOB-FAIRS

It's a Twizted 4th of July!

The Twisted Prop Bar & Grille 4 Jul 2026

FOURTH-OF-JULY

Happy 4th July weekend

Tanners Lakeside 5 Jul 2026

Bear Clarke Webb from Open Bar Comedy!

19 3rd St NW 26 Jun 2026

COMEDY USD 20

The Great American Beer & Wine Tasting

Downtown Winter Haven Historic District 11 Jun 2026

FOOD-DRINKS

Lisa Curry from Comedy Central!

19 3rd St NW 17 Jul 2026

COMEDY USD 25

Alvin Kuai from Amazon Prime!

19 3rd St NW 24 Jul 2026

FITNESS USD 20

JB Ball from Comedy Central!

19 3rd St NW 19 Jun 2026

FITNESS USD 20

Maurice Benard in Winter Haven, FL

Ritz Theatre 17 Jul 2026

ART

BRUNCH ON 1ST “Brunch & Day Party”

KULTURE ON 1ST 7 Jun 2026

FITNESS USD 0 TO 173

EPIC SUMMER Kids Week 2026

225 Avenue B NW, Winter Haven, FL, United States, Florida 33881 22 Jun 2026

KIDS

Summer Camp Week 8 - July 20th - 24th: Circus Grand Spectacular

2830 Recker Highway, Winter Haven, FL, United States, Florida 33880 20 Jul 2026

SUMMER-CAMPS

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

2830 Recker Highway, Winter Haven, FL, United States, Florida 33880 3 Aug 2026

SUMMER-CAMPS

Pigs & Planes Hotdog & Chili Cookoff 2026

Winter Haven Airport 22 Aug 2026

MUSIC

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