Drumbar

Even though it’s well-known (especially as a spot for pre-wedding get-togethers), Drumbar still feels like nobody has discovered how nice it is. It’s on the rooftop of the Raffaello Hotel, which is in a non-crowded section of Streeterville. The menu has an extensive selection of bourbon, whiskey, scotch, and cognacs, and drinking here feels like hanging out in a private club - one you actually want to be a part of.