With its modern facade, chic interior design, sexy speakeasy, and high-end surf and turf restaurant, it’s hard to believe that the building housing the Trail Hotel was once a Holiday Inn. But talk to natives of Bardstown, Kentucky, and you’ll learn that the former chain property was the place to see and be seen from its opening in 1970 through the ’90s. That happening energy is what the Trail Hotel wants to rekindle—albeit with an upscale, boutique atmosphere and an emphasis on the area’s iconic bourbon scene. After all, Bardstown is known as the Bourbon Capital of the World.

You appreciate the centrality of bourbon to the Trail experience upon booking, when the hotel’s Bourbon Butler reaches out to assist with reserving exclusive VIP experiences, such as tailored itinerary planning

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