City Winery

Just like this chain's locations in New York City, Napa and Nashville, the West Loop's City Winery serves up plenty of food, beverages and live music. The booking leans heavily on adult contemporary artists (Bilal, Bob Mould) and legacy acts (Dr. John, Lucinda Williams), attracting an older crowd that enjoys dinner and a show. If you're looking for a music venue with a wine list that goes deeper than "red or white," stop by City Winery for a glass or two.