The Urbanist’s Chicago: Where to Stay

Grand Deluxe Suite at the Peninsula ChicagoPhoto: Courtesy of the Peninsula Chicago

Where the Locals Would Stay If They Weren’t Locals

“The Dana Hotel and Spa (from $179; is sleek, modern, and has one of the best rooftop bars in Chicago, the 26th-floor Vertigo. Floor-to-ceiling windows, views of River North, and an outdoor area that is open even in the dead of winter.” —Murray Coffey, attorney

“My fantasy is the Peninsula (from $425; I’d enjoy an eight-course dinner in the exhibition kitchen at Avenues, and then stay in the Peninsula Suite with my own little fireplace, baby-grand piano, wraparound terrace, and outdoor whirlpool tub. Luxurious, quiet, beautiful décor, and so much fun to watch the businessmen and their high-priced call girls.” —Dori Strickland, marketing communications

“I would stay at Longman & Eagle (from $75;, an amazing gastropub that recently opened six guest rooms upstairs. I’d be a very happy lady if I woke up and was already at Longman, where the transcendent ingredient combinations induce a near state of hypnosis, orgasm, or maybe even emergence from the womb (but with Gruyère doughnuts).” —Emily Gordon, copywriter at Groupon

The Urbanist’s Chicago: Where to Stay