Four Ways to Do the Kentucky Derby in Style

Pullman Rail Journeys

Make a long weekend out of it and climb aboard a luxury train car on the Wednesday before the big race. One of the more leisurely routes to Churchill Downs, Pullman Rail Journeys’ onetime Chicago-to-Louisville route departs the evening of May 4. Guests spend the night in a Pullman sleeping car and wake up in Louisville for a city tour and afternoon bourbon tasting. On race days, private transfers are provided from the train (upon which guests will continue to spend their nights) to Churchill Downs. Tickets for the 1st-floor clubhouse—for both the Oaks and Derby races—are included in the package, priced from $6,091 per person. The train arrives back in Chicago on Sunday morning. (

Menu Title