In the bar room there is a "massive" oak and mahogany back-bar and counter that was originally used in Louisville's old Greenstreet Saloon; it was placed in New Haven after the nearby town of Boston, Kentucky voted to be a "dry" town.

The fact that the hotel was of masonry and concrete was to ward against future fires.

It was also designed in a manner more fitting for larger cities like Louisville and Lexington, Kentucky; not small towns like New Haven.

The Louisville and Nashville Railroad, which controlled the track by the New Sherwood Hotel, stopped service to the station in 1954.

It was restored for the benefit of visitors to the next door Kentucky Railway Museum.