Classic Casino Entertainment

Add distinction to your next event with the help of Classic Entertainment.  We provide party entertainment throughout the Upper Midwest.  

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Classic Entertainment has been in business for nearly two decades and has completed more than fifteen hundred successful events.   When you book an event with Classic Entertainment you can feel confident that all the details will be taken care of.  We draw on our experience  to make every event a smooth and entertaining party!   

Classic Casino Entertainment is happy to work with its clients on an individual level to produce the best possible party results.  We will work with your needs and provide personal attention every step of the way.  Whether Classic Entertainment is the center of your intimate gathering, or an addition to something larger, every effort will be made to make your party truly distinct!

We  strive to provide the highest quality equipment and most entertaining dealers in the industry.  Although we serve the entire state of Wisconsin, we do our best to keep our dealers local.  An event in Madison will be filled with dealers who live in the Madison area, a Milwaukee event with Milwaukee dealers, a Fox Valley event with Fox Valley dealers, whenever  possible.

Classic Casino Entertainment is owned and operated by Dave and Heather Holton.  What began with a marriage proposal and two blackjack tables bought on credit, has grown into a family of six involved in a bustling business. While we've expanded our offerings beyond just casino entertainment, our fun-loving spirit is still the core of our business and the center of every event.