Talk Derby to Me 2025

The Iron Horse Hotel, in partnership with Bulleit Bourbon, presents Talk Derby to Me 2025—Milwaukee's largest Kentucky Derby event! Bringing southern charm with a midwestern twist, this celebration kicks off at 2 PM. Watch the preshow and races on the jumbotron while enjoying music by DJ Korbel, food trucks, local vendors, a cigar station, and, of course, Derby-themed beverages from the bar.

Admission is free, but VIP upgrades are available for those looking for a more thoroughbred experience. The Derby Day Sipper Package grants patrons access to bottomless Mint Juleps and Pimm's pre-race. Take it one step further with the Triple Crown Upgrade, which includes a pre-race open bar, buffet, and access to indoor and outdoor VIP seating to watch the big race.

Dress in your Derby best to win prizes, pick your horse, and get ready for a day of excitement, elegance, and southern hospitality—Milwaukee style! Don't miss out on the biggest Derby celebration in the city.

Info: Triple Crown VIP members can enjoy open bars throughout the property as well as the buffet featuring elevated takes of Derby Day classics.

Info: Derby Day Sipper VIP members can enjoy bottomless mint juleps and Pimm's cocktails.

Info: Make sure you've found a spot in front a screen the race is about to begin!

Also check out other Sports events in Milwaukee, Workshops in Milwaukee.