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Find the Best Country Concerts in Winter Park for 2026
Winter Park is a hub for exciting live entertainment. We've analyzed our sales data to bring you the most popular country concerts so you can easily plan your next outing.
Top Country Concerts in Winter Park This Weekend
Planning your weekend? There are 1 country concerts happening around Winter Park this weekend! Here are the most popular country concerts happening in Winter Park from Thursday to Sunday. Don't miss out on the action!
| Event Name | Date | Venue | Lowest Price |
|---|---|---|---|
| Redferrin | May 24 | House Of Blues - Orlando | $20 |
Top 2026 Summer Country Concerts in Winter Park
Summer is the perfect time for live events in Winter Park! Check out this list of the top country concerts happening from May through September.
| Event Name | Date | Venue | Lowest Price |
|---|---|---|---|
| Redferrin | May 24 | House Of Blues - Orlando | $20 |
| Whiskey Myers | May 29 | Riverfront Park - Cocoa Village | $110 |
| Ian Munsick | May 30 | Riverfront Park - Cocoa Village | $63 |
| 49 Winchester | May 30 | The Plaza Live | $50 |
| Cooper Alan | May 31 | The Plaza Live | $64 |
| Steve Earle | Jun 7 | Mount Dora Live | $74 |
| Vince Gill | Jun 18 | Dr. Phillips Center - Walt Disney Theater | $83 |
| Parmalee | Jun 19 | Coca-Cola Pavilion At Destination Daytona | $99 |
| The Mavericks | Sep 10 | The Plaza Live | $102 |
| Clint Black | Sep 18 | Dr. Phillips Center - Walt Disney Theater | $118 |
Cheap Things to Do in Winter Park This Weekend (Under $100)
Looking for fun in Winter Park that won't break the bank? You've come to the right place. This list features the best-selling country concerts this weekend with tickets under $100.
| Event Name | Date | Venue | Lowest Price |
|---|---|---|---|
| Redferrin | May 24 | House Of Blues - Orlando | $20 |
Top Venues in Winter Park, FL
