This high-rise hotel might be home to the city’s best-kept secret: a sprawling, 80-foot pool some 19 floors up, with floor-to-ceiling windows and a view you can’t peel your eyes from. You could easily spend all day there in unperturbed bliss—block off a whole day to alternate between spa treatments and dips in the pool. Fortunately, there’s plenty of relaxing to be done in the guest rooms, many of which are more spacious than a Chicago apartment. You know a hotel is at the top of its game when the towels are so plush they feel as though they were woven on-site and there are neatly labeled amenity drawers so you don’t have to pry each one open to find what you’re looking for. Peninsula hotels are known for their intuitive technology (in-room tablets let you control the lights, request housekeeping, and check your flight status). If you’re in need of a good night’s sleep, spend a night at a Peninsula hotel.
Set in a landmark building where the Magnificent Mile meets the Chicago River, LondonHouse Chicago is all about the views. The gold coffered ceiling of the ground floor lobby makes a stunning first impression, but the best rooms—the Vista rooms—are in a glass addition featuring floor-to-ceiling windows overlooking the river and the bridges that vault over it. Dark wood paneling and framed black-and-white photos lend a slightly masculine tone. There's a nightclubby restaurant on the 21st floor, and a rooftop bar with one of the best views in the city is just one more floor up. Buy a glass of Dom Perignon, and you can have the iconic cupola—the topper on the 1923 landmark building, and a popular engagement spot—all to yourself.
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