The Bar/Lounge at Chicago Athletic Association Hotel

"Capping off this tower of masculinity is the rooftop bar Cindy’s"

"With a rooftop bar, food concepts that include restaurateur Danny Meyer’s Shake Shack and an interactive game room, no doubt, Chicago’s newest hotel is on track to become the social hub it once was"

"For a nightcap, head to Three Dots and Dash, a kitschy-fun tiki cocktail bar"

"If these private mens’ club walls could talk, they’d tell tales of the city’s most elite members playing pool and poker with cocktails in hand, Windy City blues legends jamming in the intimate lounge, or Olympian Johnny Weissmuller doing a few laps in the pool"

"Cooper Hewitt award–winning design team Roman and Williams preserved 12 original working fireplaces and elaborate sports-themed woodwork in the original members’ drawing lounge, filled with vintage chairs, modern sculptures made out of antique sporting trophies, and an oversize scrapbook archive of vintage newspaper clips about Chicago sports heroes, politicians, and mobsters"

"Formerly the club's speakeasy during Prohibition, it remains a fittingly intimate craft cocktail bar with an apothecary vibe"