The Loop, Chicago, Illinois
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The petite hotels of the Windy City are some of the best in town. Check out our favorites here: This 438-room Kimpton hotel is located in the heart of the Theatre District, and surrounded by the corporate offices of the Loop. Features are few (there isn't much besides the 24-hour fitness center), but the decor is bright and modern, and freebies include a nightly wine hour and in-room yoga accessories.