Answers from Our Experts (1)
My Gold Coast go-to is Bernard’s, tucked on the second floor of the gorgeous Star-Awar winning Waldorf Astoria Chicago. With just a few dozen seats covered in luxe leather, and an atmosphere dominated by soft lighting and jazz, Bernard’s looks and feels like the private gentleman’s club to which I've always wanted to belong.
Literally off the beaten path on Rush Street (it’s down a level and underground), The Drawing Room is a pleasantly sophisticated cocktail lounge that’s often overlooked simply because of its out-of-the-way location. With a rotating cocktail menu and food worth staying for, this small bar and comfortable lounge never disappoint.
Opened the day after the repeal of Prohibition in December 1933, Coq d’Or at the Drake Hotel is simply a classic hotel bar that hasn’t changed much over the past 80 years. I’ve never had luck ordering much more than a simple martini here (these old-school bartenders aren’t concerned with 21st century drink trends), but the ambiance and aura are the real reason to stop in during the violet hour.