Perched inside the only skyscraper for miles, this new Wicker Park hotel not only boasts killer views of downtown, it’s located on one of the best intersections in the city—at the corner Damen, Milwaukee and North Avenues, it’s just steps from Big Star, Dove’s Luncheonette, Eskell Boutique, and the Damen Blue Line stop. The building itself is an art deco jewel that preserves much of the charm of its 1920s design, and its triangular footprint means each of the hotel’s 69 rooms are filled with plenty of light. Their 13th-floor rooftop lounge, Up & Up, is a great place to grab a drink, too.

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