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Friday, June 12, 2026
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Live Music Lineup This Weekend in Winter Haven

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Looking for live music around Winter Haven this weekend? Several local venues are hosting performances featuring rock, country, and party favorites from talented area musicians.

At Tanners Lakeside, the weekend kicks off May 29, with Josh Blevins performing from 7 to 10 p.m. On May 30, Smokepoint takes the stage from 7 to 10 p.m. The music continues May 31, with Twizted performing an afternoon show from 2 to 6 p.m.

Over at Cypresswood Pub, Vandal Eyes will perform May 29, from 6 to 9 p.m.

Flyer for Cypresswood Pub with colorful floral borders, showing dinner specials, hours, live music schedule, soups, dinners, desserts, and kids menu.

Fans of Joey Foley can catch him performing with The Trio on May 29, at the Winter Haven VFW from 7 to 10 p.m.

Brian Buck,  piano May 29 at Bowen Yard 5:30-8.

The acoustic duo, Deep Well Project, will be at the freshly revamped Flightline Cafe and Catering at Winter Haven Airport on Saturday, May 30th, from 6pm-9pm. 

Poster announcing Deep Well Project fundraiser on May 30, 6–9 PM at Winter Haven Airport, 2073 US Hwy 92, with plane, guitar and microphone icons.

With multiple performances happening throughout the weekend, music fans will have plenty of opportunities to enjoy live entertainment 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.

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