This is where the old boys-the Al Capone and Frank Sinatra types-would have played. The place demands respect.

Located in the Hyatt Regency Chicago, Stetson's Chop House and Bar prides itself on exceptional service, quality steaks, fine wines and traditional Chicago atmosphere. The restaurant is decorated in turn-of-the–century style, making it a sure-fire place to reminisce about the mobsters of old Chicago. Austrian executive chef Robert Lang watches over each piece of meat, ensuring it's of superior quality and that the juice is seared inside. Guests have the chance to watch over him, too, as the open kitchen means an exhibition area for the chef's craft. Lang's philosophy is "simplicity, pleasure and surprise." Try beef cuts like the 10- or 14-ounce filet mignon or the 24-ounce porterhouse. Prefer your protein from the sea? The chef serves steamed, grilled, blackened or sauteed fish and lobster.

But Stetson’s doesn't just rely on food for class and sophistication. An exquisite wine cellar means a constantly revolving wine list and vintages from around the world. The sommelier not only helps choose the perfect wine with robust flavor and pairs it with your meal, he also doles out easy banter and is a wine snob without the snobbery. It comes as no surprise that Stetson's consistently earns the Wine Spectator Award of Excellence.

The lounge, a stylish place that evokes feeings of beauty and sophistication by candlelight, has live jazz, drinks and bites to eat. If live jazz, featured six nights a week, doesn't put you in the mood, the oysters on the half-shell will. Dress is business casual attire.

Average cost: $31+

Centerstage Reviewer: Pasha Carroll