Jessie's
$$ • Lounges, Dive Bar, Bars Book a table: 7:00 PM 7:15 PM 7:30 PM MoreAbout Jessie's
Jessie's Reviews
170 ratings
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Great time at the open jam🙌 good atmosphere and great drinks!
A staple to the local music sceen as well as being the established coolest place around. Jessie for president.
Love this place. Friendly staff. Great live music c
Hours
| Monday | Closed |
| Tuesday | 4PM - 2AM |
| Wednesday | 4PM - 2AM |
| Thursday | 4PM - 2AM |
| Friday | 4PM - 2AM |
| Saturday | 4PM - 2AM |
| Sunday | Closed |
Jessie's in Winter Haven is a must-visit spot with a great crowd, friendly bartenders, and live music. The sister bar, Jensen's, offers a different but equally enjoyable vibe. The karaoke nights are a hit, providing a laid-back atmosphere, eclectic music, and unique art displays that enhance the environment. The patio out back offers extra space for lounging and chatting. Known for the best local and traveling music acts, along with the friendliest staff, Jessie's and Jensen's are essential stops for a fun night out in Winter Haven. Open Jam night, hosted every Wednesday by Frankie, is a popular event that draws in a lively crowd, creating a vibrant scene reminiscent of Nashville. The drinks are good, and the bartenders are always ready to help guests find the perfect drink for the evening.