romantic hotels historic hotels

Many hotels that we visit are housed in brand-spanking-new buildings, erected in recent years for the sole purpose of being the site of that “just opened” Marriott or Four Seasons. But some properties, recently opened ones and historic ones alike, instead reinvent old spaces to create the hotels that visitors call home during their vacations. And some of these old buildings have quite the story to tell! From prisons to plantations, the 10 hotels on this list were once the sites of quite different operations, and all have storied – whether eerie or interesting or just downright weird – pasts.

 Liberty Hotel, Boston

Liberty Hotel

For nearly 150 years, this tall granite building was known as the Charles Street Jail and housed some of Boston’s most heinous criminals. In 2007, after a painstaking restoration that preserved elements of the prison design, it reopened as the Liberty Hotel. The result is stunning, with nearly 300 rooms, a 90-foot-tall atrium, winding catwalks, and high, circular windows that flood the lobby with light. The hotel’s popular restaurants and bars play on the jailhouse theme with names like Alibi, Clink, and The Yard.

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