Winter Haven’s live-music scene is packed with talent this week, with performances happening across several favorite local spots. Whether you love easygoing acoustic sets or high-energy bands, there’s something on the calendar for everyone. Here’s where to catch live music from Thursday through Tuesday—along with a reminder that Sage Cocktail Lounge brings smooth vibes to downtown every Tuesday night with their ongoing Sage Sessions series.
Thursday, December 4
Hunter Macneer — Cypresswood Pub | 6–9 PM
Enjoy an evening of live acoustic music at Cypresswood Pub, located at 1099 Clubhouse Rd, Winter Haven.
Tony Knight — Tanner’s Lakeside | 4:30 PM
Kick off your night early with Tony Knight performing waterside at Tanner’s, 1006 S Lake Howard Dr, Winter Haven.
Friday, December 5
Gerry Williams Band — Cypresswood Pub | 6–9 PM
The Gerry Williams Band brings a soulful, high-energy show back to Cypresswood Pub.
Saturday, December 6
Dirty Licks — Tanner’s Lakeside | 6 PM
Rock fans can spend their Saturday evening with Dirty Licks as they take the stage at Tanner’s Lakeside.
Sunday, December 7
Jungle Jim — Tanner’s Lakeside | 2 PM
Relax by the water with an afternoon performance from Jungle Jim.
Tuesday, December 9
Mickenzie Peishery — Sage Cocktail Lounge | 6–9 PM
Sage Cocktail Lounge, located at 99 3rd St NW, Winter Haven, hosts singer-songwriter Mickenzie Peishery for next week’s edition of Sage Sessions, the lounge’s ongoing Tuesday night live-music series.
Whether you’re grabbing dinner by the lake, unwinding at your neighborhood pub, or enjoying a classy atmosphere downtown, Winter Haven has a full lineup of great music waiting for you.
