The enigma surrounding the speakeasy bars during the Prohibition era comes alive at this lounge, located in the basement of Omni William Penn Hotel. It recreates the magic of the 1920s era with deluxe interiors and an aura of secrecy. The lounge features luxurious carpeting and rich, chocolate brown printed wallpaper, wall sconces and intriguing artworks. The underground space was formerly used as a storeroom and retains certain vintage elements like a tin roof. Dress up in your smartest cocktail dress or suit and be seated in style on the scarlet couches, sipping classic cocktails and premium liquors, and let the ambiance transport you to a bygone era.

Ever since its establishment in 1954, Le Mardi Gras in Shadyside has served awesome, potent drinks that have become legends in the 'burgh. The bar has a fresh, fun New Orleans theme evident in the colors used, frescoes adorning the walls and Mardi Gras masks scattered around the place. The lighting is dim, which helps in uninhibited gaiety that usually is an integral feature of Le Mardi Gras.

Squirrel Hill Cafe is a small neighborhood bar that attracts locals as well as people from the music scene. Nicknamed the Squirrel Cage, the place is usually packed with an exciting buzz, which ensures you an eventful drinking session, regardless if you walk in alone or in a group. Reasonably priced and simply outstanding, the drinks served here are more than your money's worth. Daily happy hours bring in discounts and specials that only add to all the excitement of the place.