SOLD OUT Roaring 20's Night
Sat, Oct 25
|Urban on the Square
You asked for it, so here it is! Your chance to dress up in flapper dresses and 3 piece suits (or whatever your heart desires!) Ticket includes appetizers and dinner at Urban on the Square's swanky upper level and then an evening of live music and dessert bar at The Speakeasy. Limited tickets!!
Time & Location
Oct 25, 2025, 6:00 PM – 10:30 PM
Urban on the Square, 69 E Jefferson St, Winterset, IA 50273, USA
Guests
About the event
Your chance to experience the ultimate night of dress up and revelry. Don your finest flapper dresses, dapper three-piece suits, or whatever your heart desires, and get ready for a night to remember! Your ticket grants you access to:
- A sumptuous meal at Urban on the Square's sophisticated upper level. You'll enjoy hors d'oeuvres and dinner (vegetarian option). Includes NA beverages or alcohol beverages may be purchased.
- To keep tickets prices lower, we are NOT including a photographer in the package this year. However, we encourage you to walk from Urban on the Square to The Speakeasy and stop at our beautiful courthouse steps for your own personal photos. Grab another group to help shoot photos on your phones.
- You'll end the evening at the prohibition-throw-back Speakeasy! Enjoy a dynamic jazz duo, dessert bar and the finest of cocktails in Winterset's very own underground Speakeasy. (A signature…