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Sprawling chain hotels can be a total snooze (although Chicago boasts some beauties in its best hotels). Luckily, the Windy City has an impressive assortment of boutique properties that trade size for warm, personalized service and lashings of character. Whether it's your first time here or you're planning a cheeky staycation, these hotels make a cozy backdrop when you're away from home. Take a look at our all-time favorites—from a stylish stunner in Wicker Park to a British import crowned by one of the city’s best rooftop pools. With choices like these, you'll be packing your bags in no time.
RECOMMENDED: Find more places to stay with our guide to the best downtown Chicago hotels in the Loop