All Events

High Stax Poker hosts Poker Night at Barrel239 every Tuesday night! Check dates for updates. Come hang out for some poker and drinks! The first game starts at 7pm and if enough players attended the 7pm session there will also be a 9pm session. Gift card prizes available for 1st and 2nd place winners for each session! Sign up early Read more...

Live trivia is back and better than ever! Starting in September, Union Taproom will be having a weekly trivia show every Wednesday night and even mixing in a fun new game called Jukebox Bingo once a month. Trivia and Bingo are ALWAYS free to play and the top 3 teams win prizes. Read more...

Gather your friends and join Triviosity at Front Page Brewing EVERY Wednesday evening. Fantastic new beers on tap along with a rotating food truck to fill your bellies. We’ll also have some great prizes to win and fun to be had by all. Space fills up quickly, so come EARLY to grab a table. Check in starts at 6:30 Read more...

Join us every Thursday for nine rounds of BINGO! Prizes for each round range from a free pint to a free Crowler. We might even throw in some Front Page swag along the way. Must be 21 to play. Absolutely free to play, you can join in at any time for as many or as few rounds as you’d like Read more...

CALLING ALL LADIES!  We have an OFF THE HOOK night planned for you! Downtown Winter Haven businesses will be open late for a night of food, drink and shopping specials. Good vibes only while you wear your favorite 70’s outfit for a FAR OUT night out with your girls!  Register below for $10 and pick up your event map on Read more...

Winter Haven’s first and only Whiskey Bar with everything else you may need! Come try the best cocktails in town! See you here! Enjoy 10% off your tab while playing! 1st Place: $20 gift card 2nd Place: $15 gift card 3rd Place: $10 gift card Every Thursday is General Knowledge except the 3rd Thursday of the month, which is a themed Read more...

Every Thursday is Improv Comedy with Swan City Improv at Laugh Out Lounge! Come see the troupe being called “The Best Improv in Central Florida” by the Lakeland Ledger! What is Improv Comedy? Improv is a group of actors and comedians who make up scenes, games, songs, and silly one liners right on the spot based on audience suggestions. (think Read more...

Eat, drink and discover mimosas, waffles, citrus ales and more! Explore downtown Winter Haven and it’s charming restaurants that celebrate Brunch, Drinks, and of course history. This tour is different then our others. It’s only offered on the weekend and samples different foods from different restaurants that celebrate brunch. *Drink package & Merchandise add on’s available. * Food Restrictions: With Read more...