Jessies lounge

We are inspired by our community, friends and guests. At Jessie‰Ûªs Live in Winter Haven, Florida, we welcome everyone to hang out, have a drink and enjoy local & nationally known live music and acts. Our place, is your place and you will always make new friends as our guest.

Author: winterhavenfoodtours

Owner/CEO/Tour Guide

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Phone: (863) 298-9815

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The Jam with No Name at Jessie’s Lounge - August 19, 2026

New

1.15 miles

No Reviews

August 19, 2026, 7:00 pm

11:59 pm

Every Wednesday at 7 PM, The Jam with No Name—hosted by Frankie—welcomes musicians of all skill levels to perform at Jessie’s Lounge in Downtown Winter Haven. Bring an instrument, share your talent, or come enjoy live music and drinks. Official event details: https://jessieslive.com/events Author: winterhavenfoodtours Owner/CEO/Tour Guide Related Read more...

Peace Train Karaoke at Jessie’s Lounge - August 20, 2026

New

1.15 miles

No Reviews

August 20, 2026, 9:00 pm

11:59 pm

Join Peace Train Karaoke every Thursday at 9 PM at Jessie’s Lounge in Downtown Winter Haven. Sing your favorite songs, enjoy the music, and explore the bar’s drink selection. Official event details: https://jessieslive.com/events Author: winterhavenfoodtours Owner/CEO/Tour Guide Related Read more...