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Bingo Night At Bowen Yard - December 17, 2025

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December 17, 2025, 6:00 pm
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8:00 pm
Join us for an exciting night of FREE Bingo at Bowen Yard!  Grab your friends, enjoy delicious food from SIX amazing restaurants, and get ready to win great prizes!   Date:Every Wednesday Time: 6 pm Location: Bowen Yard, Downtown Winter Haven Whether you’re playing for fun or competing for fantastic prizes, there’s something for everyone at Bowen Yard!  Don’t miss out on the fun—see Read more...
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Trivia Night at Jensen’s Corner Bar! - December 17, 2025

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December 17, 2025, 6:30 pm
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8:30 pm
🧠✨ Trivia Night at Jensen’s Corner BarThink you’ve got what it takes to be the brainiest in the bar? 🏆 Join us every Wednesday at 6:30 PM for Live Trivia hosted by @TriviosityLive! 🎉 Compete in teams of up to 6🎁 Win awesome gift card prizes🍻 Enjoy drink specials and good vibes It’s free to play, fun to win, and Read more...
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Karaoke at Happenings Sports Pub - December 17, 2025

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December 17, 2025, 7:00 pm
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10:00 pm
#karaokenight Every Wednesday night 7-10pm Come hungry Come thirsty !! There’s a wonderful selection of talent in Winterhaven !! #karaokefun #craftbeerlover #CocktailTime #welovewinterhaven #easilythebestwingsintown Read more...
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The Roast of Christmas

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December 18, 2025, 8:00 pm
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10:00 pm
Price: $20
A Hilariously Twisted Holiday Comedy Show!This year, Christmas is getting roasted — literally! Watch your favorite holiday characters take the stage for a no-holds-barred comedy showdown that spares no one and nothing. From tacky decorations to awkward family dinners, even Santa isn’t safe in this irreverent adults-only celebration of chaos and cheer. If you love a sharp roast and aren’t Read more...
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Forrest Shaw from Netflix Is A Joke!

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December 20, 2025, 8:00 pm
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10:00 pm
Price: $25
Smart, Sharp, and Unapologetically FunnyCatch Forrest Shaw, the marine biologist-turned-comedian with a razor-sharp wit and zero tolerance for stupidity. Known for his cynical humor and brutally honest takes on life, Forrest dives into everything from gambling addiction to health struggles and humanity’s hilarious flaws — all with the precision of a scientist and the timing of a seasoned comic. With Read more...
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Devin Siebold from Bored Teachers

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December 21, 2025, 8:00 pm
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10:00 pm
Price: $25
Join Devin Siebold, an award-winning comedian and former teacher whose intelligent, clean humor connects with audiences of all ages — especially educators. Named iHeart Real Radio’s Comedian of the Year and winner of the Boston World Series of Comedy, Devin blends wit, storytelling, and inspiration into a one-of-a-kind comedy experience. Seen on Laughs on Fox and Live at Zanies, Devin’s Read more...
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Bingo Night At Bowen Yard - December 24, 2025

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December 24, 2025, 6:00 pm
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8:00 pm
Join us for an exciting night of FREE Bingo at Bowen Yard!  Grab your friends, enjoy delicious food from SIX amazing restaurants, and get ready to win great prizes!   Date:Every Wednesday Time: 6 pm Location: Bowen Yard, Downtown Winter Haven Whether you’re playing for fun or competing for fantastic prizes, there’s something for everyone at Bowen Yard!  Don’t miss out on the fun—see Read more...
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Trivia Night at Jensen’s Corner Bar! - December 24, 2025

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December 24, 2025, 6:30 pm
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8:30 pm
🧠✨ Trivia Night at Jensen’s Corner BarThink you’ve got what it takes to be the brainiest in the bar? 🏆 Join us every Wednesday at 6:30 PM for Live Trivia hosted by @TriviosityLive! 🎉 Compete in teams of up to 6🎁 Win awesome gift card prizes🍻 Enjoy drink specials and good vibes It’s free to play, fun to win, and Read more...
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Karaoke at Happenings Sports Pub - December 24, 2025

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December 24, 2025, 7:00 pm
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10:00 pm
#karaokenight Every Wednesday night 7-10pm Come hungry Come thirsty !! There’s a wonderful selection of talent in Winterhaven !! #karaokefun #craftbeerlover #CocktailTime #welovewinterhaven #easilythebestwingsintown Read more...
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Tanyalee Davis from Last Comic Standing - December 26, 2025

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December 26, 2025, 8:00 pm
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December 27, 2025, 10:00 pm
Price: $25
Get ready for a night of bold, fearless, and side-splitting laughter with Tanyalee Davis, the Guinness World Record holder for the shortest comedian! At just 3’3”, this comedy dynamo from Winnipeg, Canada — now based in the U.S. — proves that great things come in small packages. Known for her quick wit, hilarious storytelling, and unapologetically racy humor, Tanyalee has Read more...