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What it is: Opened in 1933, The Esquire Tavern is the oldest bar in town. Aside from a closure between 2006 and 2011, Esquire has been serving drinks to San Antonio for almost 100 years.
Why we love it: The Esquire Tavern is everything a retro Texas bar should be: it’s dimly lit with dark wood paneling, vintage mirrors and stuffed taxidermy. The 100-foot mahogany bar is the longest wooden bar in Texas and like much of the Esquire’s interior, it’s the original fixture. Sip on house cocktails, wine, beer or spirits, while conversing with friendly bartenders and servers and cold drinks. Whether you want to catch up with a friend, check out the game score or just soak up the vibes, Esquire is here for you.
Time Out tip: Esquire has upstairs and downstairs seating. Should you want to change your seating throughout the night, Esquire recommends closing out your tab before migrating over to your new spot.
Address: 155 E Commerce St, San Antonio, TX 78205
Opening hours: Sun-Thurs 11am-12am; Fri-Sat 11:30am-2am
Expect to pay: Most cocktails are $13-$14. $75-$100+ should suffice for a dinner for two (drinks included).