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Thursday, April 30, 2026
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Live Music Around Winter Haven This Week

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Live Music Around Winter Haven This Week 🎶

If you’re looking for live entertainment in Winter Haven over the next several days, local venues are bringing a solid mix of acoustic sets, bands, karaoke, and high-energy performances. Here’s what’s happening:

Cypresswood Pub
The stage at Cypresswood Pub will feature a variety of sounds throughout the week:

  • Thursday: Acoustic Roots; Luke Love from 6–9 p.m.
  • Friday: Almost There Band takes over from 6–9 p.m.
  • Saturday: Enjoy “Sensational Vibes” with Yolonda from 6–9 p.m.
Promotional flyer for Cypresswood Pub with Happy Hour 4–7, dinner specials, live music schedule Thu–Sat, soups and dinner prices, April 29–May 1, and a kids’ menu.

Tanner’s Lakeside
At Tanner’s Lakeside, the weekend lineup offers something for everyone:

  • Friday: Karaoke night—step up and sing your favorites
  • Saturday: Strictly Business performs from 7–10 p.m.
  • Sunday: Sgt. Shredder rocks the stage from 2–6 p.m.

Twisted Prop Bar & Grill
Close out the weekend at Twisted Prop Bar & Grill with a live set from B. Haven on Sunday from 2–5:30 p.m.

With multiple venues offering live performances, it’s a great week to get out, support local artists, and enjoy the music scene around Winter Haven.


Want Your Music Featured?
Musicians performing in the Winter Haven area who would like their shows included in a future roundup can submit their schedules to [email protected]. Be sure to include “LIVE MUSIC” in the subject line to be featured in an upcoming edition of the Winter Haven Daily music listings.

Guitarist silhouette on a neon-lit stage with a bold 'Live Music' script across the center; white circular logo in the bottom right.
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