All Live Music & Nightlife in Winter Haven

Concerts, live music, karaoke, trivia, comedy, and evening entertainment.

{"hide_search_input":"","hide_near_input":"","show":"","filters_pos":"","input_size":"","bar_flex_wrap":"","bar_flex_wrap_md":"","bar_flex_wrap_lg":"","input_border":"","input_border_opacity":"","input_rounded_size":"","btn_bg":"","btn_rounded_size":"","btn_rounded_size_md":"","btn_rounded_size_lg":"","bg":"","mt":"","mr":"","mb":3,"ml":"","pt":"","pr":"","pb":"","pl":"","border":"","rounded":"","rounded_size":"","rounded_size_md":"","rounded_size_lg":"","shadow":"","css_class":""}
dj trinidad 768x768

DJ Trinidad - October 1, 2026

New
No Reviews
October 1, 2026, 9:00 pm
-
2:00 am
DJ Trinidad typically spins music out back on the patio Read more...
karaoke tuesdays at typsy hen 768x403

Karaoke Tuesdays At Tipsy Hen - October 7, 2026

New
No Reviews
October 7, 2026, 7:00 pm
-
10:00 pm
Karaoke at Tipsy Hen every Tuesday with Castle Karaoke (Brooke & Alden) 7-10pm. Family friendly and a fun supportive atmosphere to sing your hearts out every week while enjoying dinner and drinks! Read more...
happy hour trivia show at barrel 239 768x1017

Happy Hour Trivia Show - October 8, 2026

New
No Reviews
October 8, 2026, 6:00 pm
-
11:00 pm
WEDNESDAYs: 🐪🥃 ▫️Trivia 6pm! ▫️Enjoy a BOGO 8pm-12am! (Like & show post to bartender) ▫️$6 VG Caramel Vodka Espresso Martinis (Mon-Thur / 6pm-9pm) ALL DAY ER-DAY DEALS: 💲 ▫️$2 Twin P Whiskey ▫️$3 Bushmills Irish Whiskey HAPPY HOUR: 🍸🍷🥂🥃 ▫️$3 off Wells & Wines ▫️$2 off Beers – Sunday & Monday! (ALL DAY) – Tuesday-Thursday! (12pm-6pm) – Friday & Saturday! Read more...
dj trinidad 768x768

DJ Trinidad - October 8, 2026

New
No Reviews
October 8, 2026, 9:00 pm
-
2:00 am
DJ Trinidad typically spins music out back on the patio Read more...
karaoke tuesdays at typsy hen 768x403

Karaoke Tuesdays At Tipsy Hen - October 14, 2026

New
No Reviews
October 14, 2026, 7:00 pm
-
10:00 pm
Karaoke at Tipsy Hen every Tuesday with Castle Karaoke (Brooke & Alden) 7-10pm. Family friendly and a fun supportive atmosphere to sing your hearts out every week while enjoying dinner and drinks! Read more...
happy hour trivia show at barrel 239 768x1017

Happy Hour Trivia Show - October 15, 2026

New
No Reviews
October 15, 2026, 6:00 pm
-
11:00 pm
WEDNESDAYs: 🐪🥃 ▫️Trivia 6pm! ▫️Enjoy a BOGO 8pm-12am! (Like & show post to bartender) ▫️$6 VG Caramel Vodka Espresso Martinis (Mon-Thur / 6pm-9pm) ALL DAY ER-DAY DEALS: 💲 ▫️$2 Twin P Whiskey ▫️$3 Bushmills Irish Whiskey HAPPY HOUR: 🍸🍷🥂🥃 ▫️$3 off Wells & Wines ▫️$2 off Beers – Sunday & Monday! (ALL DAY) – Tuesday-Thursday! (12pm-6pm) – Friday & Saturday! Read more...
dj trinidad 768x768

DJ Trinidad - October 15, 2026

New
No Reviews
October 15, 2026, 9:00 pm
-
2:00 am
DJ Trinidad typically spins music out back on the patio Read more...
karaoke tuesdays at typsy hen 768x403

Karaoke Tuesdays At Tipsy Hen - October 21, 2026

New
No Reviews
October 21, 2026, 7:00 pm
-
10:00 pm
Karaoke at Tipsy Hen every Tuesday with Castle Karaoke (Brooke & Alden) 7-10pm. Family friendly and a fun supportive atmosphere to sing your hearts out every week while enjoying dinner and drinks! Read more...
happy hour trivia show at barrel 239 768x1017

Happy Hour Trivia Show - October 22, 2026

New
No Reviews
October 22, 2026, 6:00 pm
-
11:00 pm
WEDNESDAYs: 🐪🥃 ▫️Trivia 6pm! ▫️Enjoy a BOGO 8pm-12am! (Like & show post to bartender) ▫️$6 VG Caramel Vodka Espresso Martinis (Mon-Thur / 6pm-9pm) ALL DAY ER-DAY DEALS: 💲 ▫️$2 Twin P Whiskey ▫️$3 Bushmills Irish Whiskey HAPPY HOUR: 🍸🍷🥂🥃 ▫️$3 off Wells & Wines ▫️$2 off Beers – Sunday & Monday! (ALL DAY) – Tuesday-Thursday! (12pm-6pm) – Friday & Saturday! Read more...
dj trinidad 768x768

DJ Trinidad - October 22, 2026

New
No Reviews
October 22, 2026, 9:00 pm
-
2:00 am
DJ Trinidad typically spins music out back on the patio Read more...