Winter Haven Live Music Events

Light Up The Night 5k Winter Haven

250 Magnolia Avenue Southwest Winter Haven, Florida 20 Feb 2026

Winter Haven Saturday Markets

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

Battle of the Decades: Dueling Piano Show

Ritz Theatre 4 Mar 2026

Dwight Icenhower’s VIP Weekend 2026

Nora Mayo Hall 13 Mar 2026

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

Boys & Girls Clubs of Polk County, George Jenkins Memorial Unit 7 Mar 2026

The Blackwood Brothers Quartet in Winter Haven

Westwood Bible Baptist Church - 3210 Avenue G NW 4 Feb 2026

Smokepoint Returns to Tanners Lakeside

Tanners Lakeside 28 Mar 2026

Bikers Bash at Old Man Franks !!

Old Man Frank's 21 Mar 2026

First Friday Winter Haven

Downtown Winter Haven Historic District 6 Feb 2026

Mary Gauthier with Jaimee Harris Gram Parsons Derry Down

297 5th St NW, Winter Haven, FL, United States, Florida 33881 30 Jan 2026

Live and Loud at the Ritz

The Ritz 6 Feb 2026

Joshua James 🎶 @ The Social Cocktail Lounge 🍸

The Social Cocktail Lounge 31 Jan 2026

SmartMouth Live

263 W Central Ave, Winter Haven, FL, United States, Florida 33880 11 Apr 2026

Daniel Burns Band @ Twisted Prop

The Twisted Prop Bar & Grille 21 Feb 2026

Buzz Factor at Caribbean Bay

Caribbean Bay Bar Inc. 1004 Lake Howard Dr. 21 Feb 2026

Daniel Pepin live at The Social Cocktail Lounge

The Social Cocktail Lounge 14 Mar 2026

Beer City Boys return to hometown Winter Haven, Twisted Prop.

The Twisted Prop Bar & Grille 25 Feb 2026

Buzz Factor at Caribbean Bay

Caribbean Bay Bar Inc. 1004 Lake Howard Dr. 4 Apr 2026

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

1006 S Lake Howard Dr, Winter Haven, FL, United States, Florida 33880 31 Jan 2026

The Morrison Sisters in Winter Haven

Westwood Missionary Baptist Church 8 Feb 2026

Cordero Music Presents Youth Music Night

Bowen Yard 28 Feb 2026

Twisted Prop is Ready To Rock!

The Twisted Prop Bar & Grille 4 Apr 2026

Sweetheart Showcase

El Shaddai Community Church 14 Feb 2026

Smokepoint Returns to Tanners Lakeside

Tanners Lakeside 30 May 2026

Daniel Pepn live at The Social Cocktail Lounge

The Social Cocktail Lounge 21 Feb 2026

WHHS FFA 1st Annual Spring Bass Classic

Tanners Lakeside 22 Feb 2026

The Morrison Sisters in Winter Haven

Westwood Missionary Baptist Church 8 Feb 2026

American Legion 348 - Matt Simpson Live!

American Legion 348 13 Feb 2026

Bobby James @ Twisted Prop

Twisted Prop 2 May 2026