The Up Room

Sip an innovative cocktail while enjoying a breathtaking view of Chicago's skyline at the rooftop lounge of Wicker Park's Robey hotel. Try the Coyote, a powerfully smoky blend of Ardbeg Scotch and grapefruit bitters, named after the tower in which the hotel resides. If sweet is more your style, order a Kid Koala or a Sweet Boys Only—the drinks are built around eucalyptus and pineapple, respectively. Be prepared for a wait—the lounge only seats 35 people—but when you get to the front of the queue, also be prepared to be blown away.