Things to do in Winter Haven (US)

Jessie's is most popular around 11 PM on Thursdays. It's most quiet on Tuesdays.

Established September 16th, 2002, Jessie's Lounge is the oldest bar in downtown Winter Haven. Featuring a rotating array of nearly 20 draft beers, wine and spirits, pool, darts and ping-pong, as well as live music and entertainment nearly every day of the week; Jessie's is the premiere destination for any and all looking for a good time in Winter Haven.

For more info visit the website or checkout Google Maps.

Office Pub & Lounge is most popular around 12 AM on Fridays. It's most quiet on Sundays.

For more info visit the website or checkout Google Maps.

Barrel 239 is most popular around 11 PM on Saturdays. It's most quiet on Mondays.

A local Winter Haven bar with a specialty in Whisk(e)y. Come check out this towns first Whiskey bar and newest bar in the oldest bar location! We'll have everything from beer, wine, gin, vodka, rum to tequila, but don't miss out on trying our various whiskeys. We've got your liquid sunshine!

For more info visit the website or checkout Google Maps.

Central Tavern is most popular around 10 PM on Saturdays. It's most quiet on Wednesdays.

We want to give every guest the best upscale neighborhood bar experience with full-service liquor, wine, and 20 unique craft beers to choose from on draft. Central Tavern is exceptionally friendly, clean, and safe. Our customers are a regular on day one. We have flat screen TVs with every major sports package. Pool table, Darts and Golden Tee also available! Text "Central273" to 31328 to get a Buy 1 Get 1 same drink offer!

For more info visit the website or checkout Google Maps.

Obscure Wine Company is most popular around 10 PM on Fridays. It's most quiet on Mondays.

Sommelier owned & operated wine shoppe & bar. Bringing quality wines & wine based cocktails to the wonderful community of Winter Haven. OWC is a harmonious blend of wine, energy, & connection.

For more info visit the website or checkout Google Maps.

The Social Cocktail Lounge is most popular around 10 PM on Fridays. It's most quiet on Tuesdays.

Speakeasy style piano bar featuring a full cocktail bar, live entertainment, cigars and full size patio.

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