Though you won't see it on any of Charleston's carriage tours, The Dewberry could very well serve as a model of the city's tradition for architectural preservation. That's because when the building was walloped by Hurricane Floyd in 1999, the damage was so severe that the former federal office complex was abandoned by the government. Enter John Dewberry, who purchased it at auction in 2008. Eight years and $100 million later, the austere 1960s office complex transformed from a bastion of bureaucracy into a bastion of luxury. Once inside, guests are enveloped in artfully chosen mid-century glamor: cherry panel walls reminiscent of the office building originals, copper sconces and hat racks grace the lobby. Near the elevators, wall panels feature Low Country whooping cranes in a metallic gold and silver filigree characteristic of the era. Off the lobby is The Living Room, where bartenders in white jackets serve expertly crafted cocktails to locals and tourists alike. Guest rooms offer stunning views of the city through floor-to-ceiling windows. While not inexpensive, the Dewberry's unique feel, swanky touches, and location just off Marion Square make it hard to pass up—and its rooftop deck is the highest in town.