The seven-story Manchester hotel is an homage to Lexington’s first bourbon distillery—opened on this very plot in 1865. The arched interiors are a nod to the former rickhouses where stacked barrels once rested; now 125 guest rooms extend between the ground floor Granddam restaurant to rooftop bar Lost Palm. Downstairs, executive chef Paula Endara’s elevated Appalachian cooking includes country ham and leek chowder, and lamb Wellington packed with locally foraged mushrooms, while the panoramic bar above is a tribute to horse racing culture in 1960s South Florida.