The Liberty Hotel
Few places in town can rival the Liberty Hotel's soaring lobby, ringed by several layers of revamped metal catwalks and populated by couches, tables, and armchairs where you can sit with a cocktail or a coffee and commiserate. This luxury hotel is literally the former Charles Street Jail, and the decor, amenities, and restaurants play up this historic past (there may even be a ghost or two). Rooms, either in the original granite building or an adjacent 16-story modern tower, feature comfortable beds, deep brown leather lounge chairs, and incredible views of the Charles River and Boston skyline. Two on-site restaurants, Scampo and Clink, as well as three bars, Alibi, the Liberty Bar, and the Catwalk, mean lots of imbibing options.