Along with Menger, this is one of San Antonio’s oldest (and arguably, best) watering holes. It opened in 1933 to celebrate the end of Prohibition and has been a beloved institution ever since, save for a short hiatus when it was closed from 2006 to 2011. The Esquire has the longest wooden bar in Texas—at over 100 feet, it has plenty of room to belly up. Oddly, though it’s on the River Walk, the Esquire’s not on tourists’ radar—one reason why the best chefs in town often come here after they close up shop. The recently remodeled riverside lounge downstairs has an enviable spirits selection and serves small plates in a more intimate setting.