Lily's Bar

When Clark Street took over Coffee Shop 101, they left the iconic diner on Franklin completely intact. Phew. Guess what? The same treatment has been given to Lily’s Bar—just down the hallway at the same Best Western. Formerly MiniBar, the tiny drinking hole maintains the look and feel of a membership-only airport lounge in the 1960s—there’s a dark, wrap-around bar, a drinks menu filled with every classic cocktail in the book, and the ever-present possibility that you might go home with a pilot. OK, there are probably zero pilots at Lily’s, but it’s fun to dream. If you’re looking for a sexy (but not too sexy) midweek drink date spot, keep Lily’s in your back pocket.