Your version of Internet Explorer is not longer supported. Please upgrade your browser.

Events and Things to do in Winter Haven, FL this weekend

Looking for events or things to do in Winter Haven, FL this weekend? The city's walkable downtown district serves as the main hub for entertainment, home to live music venues, a dedicated comedy club, and community theatres. Weekend mornings often begin at the bustling community markets in Central Park, while evenings bring lakeside dining and shows at historic spots like the Ritz Theatre.

  • Weekend mornings in Winter Haven often revolve around the large community markets in Central Park, which feature local food, crafts, and live music.
  • The downtown entertainment scene includes stand-up comedy at Laugh Out Lounge and theatrical productions at the historic Ritz Theatre or Theatre Winter Haven.
  • Find live music at intimate venues like Gram Parsons Derry Down and Jessie's Lounge, or enjoy a performance with a view at a lakeside spot like Tanners Lakeside.
1 filter applied
Filters (1)
This weekend
Category
Format
Price
Language
Currency
1 filter applied
Filters (1)
This weekend
  • 1 of 63

Things to do around Winter Haven

Trends in Winter Haven

Explore more trends
Explore more trends

Frequently asked questions about Winter Haven

Are there any live music events in Winter Haven this weekend?

Yes, downtown is the best place to find live music events, with spots like Jessie's Lounge and Gram Parsons Derry Down offering regular shows. For a different scene, Union Taproom pairs craft beer with music, and Tanners Lakeside has performances with a view.

What are some family-friendly things to do in Winter Haven this weekend?

Head to the weekend markets in Central Park for daytime fun with food trucks and music. The monthly Cypress Gardens Water Ski Show on Lake Silver is another fantastic, family-friendly event that is free to attend and a local tradition.

Where can I find free events or activities in Winter Haven this weekend?

The monthly Cypress Gardens Water Ski Show on Lake Silver is a popular free event. The weekend markets in Central Park are also free to enter and offer a lively atmosphere with music and window-shopping for local crafts.

What are some good date night ideas in Winter Haven for this weekend?

Enjoy dinner and a show downtown by starting at a local restaurant before walking to a performance at Theatre Winter Haven or The Ritz Theatre. For a more casual night, catch a stand-up set at Laugh Out Lounge.

Does Winter Haven have comedy club events this weekend?

Yes, Laugh Out Lounge in downtown Winter Haven is a dedicated comedy club featuring stand-up acts on weekend nights. It's the go-to spot for comedy events, from touring professionals to local showcases and open mic nights.

Which outdoor activities are popular in Winter Haven on a weekend?

Weekend mornings are perfect for exploring the downtown markets in Central Park. For on-the-water fun, the free Cypress Gardens Water Ski Show is a local favorite. Many lakeside restaurants also offer outdoor seating and entertainment.

What restaurants have live entertainment in Winter Haven this weekend?

Tanners Lakeside is known for offering dinner with great lake views and live music. In downtown Winter Haven, Union Taproom often has musicians playing, and many restaurants participate in the monthly First Friday block party with food and drink specials.

What's the best way to spend an evening downtown in Winter Haven on a weekend?

Start with drinks or dinner, then walk to a live show at a venue like Gram Parsons Derry Down or the historic Ritz Theatre. The area is compact, making it easy to move between a lounge, a taproom, and a performance.

Which events are currently trending in Winter Haven?

Trending weekend events in Winter Haven often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Winter Haven are:
  • cinco de mayo
  • memorial day weekend
  • mothers day
  • miami