Waldorf Astoria Chicago

Natty riposte to the city’s more prim and proper five stars. To be sure, its deco inspired structure is adorned with stylistic cues from none other than Coco Chanel; and the vibe is decidedly au courant all around. Sleek (and big) rooms start at 614 sq. ft., and the stylish Astoria Suite comes with a fireplace and fully furnished terrace. Saunter elegantly on up to the second floor Bernard’s Bar for a sophisto evening of classic cocktailing. Elysian Spa is acknowledged as one of the best in the nation, so be sure to book ahead.

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