TWO stages = twice the fun. Enjoy live music and entertainment from the area's best during the entire festival. The Center Stage will be in the center of town (clever, right?) and the Sip & Savor stage will be on North King Street. Make sure to walk the streets and jam to the beats.

2024 Entertainment Schedule  

Center Stage (Located at Market & King St Intersection)

5 PM  - 6:30 PM         DJ C Squared with limbo and other games!
6:30 PM - 7:30 PM     Pebble to Pearl
7:30 PM                      DJ C Squared
8 PM -10:00 PM         Billy T Wilde

Sip & Savor Stage (Located on N. King St)

5 PM: DJ Memory Lane

6 PM: Sip & Savor a wine sample from a local winery 
(sample included with ticket purchase, while supplies last)

 6:45 PM: Sip & Savor a wine sample from a local winery 
(sample included with ticket purchase, while supplies last)

7:30 PM: Sip & Savor a wine sample from a local winery 
(sample included with ticket purchase, while supplies last)

8:30 PM DJ C Squared
Dance the night away with DJ C Squared!

Sip & Savor Samples Times: 6 PM, 6:45 PM, and 7:30 PM
Limited supply, samples are while supplies last, included with purchase of TASTE Tasting ticket. Sample 1oz size

Street Performer Entertainment - Keep an eye out for these street performers throughout the festival:

6:30 PM - 9:30 PM

NEW for 2024 - Town Green's Retro Arcade Lounge

The Retro Arcade Lounge, brought to you by Locally Leesburg, is sure to be the place to be and will feature:

- Air hockey
- Skee ball
- Basketball
- Cornhole
- Photo booth
- Caricature artist

Plan to grab a beer or glass of wine and chill or engage in friendly competition with your friends!

Free Admission 

Click here to purchase your drink ticket