A must-visit spot for bourbon connoisseurs (seriously, they have over 500 bourbons to choose from), Bourbon Barrel Tavern is located in a historic building in downtown Elizabethtown. Sample renowned labels like Pappy Van Winkle or the bold and smoky Buffalo Trace. Love beer? There are almost 30 beers on tap, and when it comes to wine and cocktails, the list is even more impressive. Stop in any night of the week for one of the establishment’s events, such as live music, comedy shows, and trivia!

Psst. What’s the password? You’ll need it if you want to get into the Cavern Club, Elizabethtown’s first speakeasy. A throwback to the days of 1920s flappers and secret nightclubs, this swanky hot spot is located underneath the burger restaurant J.R. Neighbors (and behind a fake brick wall). Relax on one of the oversized leather and velvet couches beneath a dimly lit chandelier and sip on Prohibition-themed cocktails like the Bees Knees or Side Car.

There’s no better spot to sip a great craft brew than Elizabethtown’s first brewery. Chill out in the laid-back bar area or the expansive outdoor space, and choose from over 16 rotating beers on tap. Taste cleverly named drafts like Basic Batch, a pumpkin and yam flavored beer or E=MC Hammered, a Hefeweizen Style Wheat with notes of clove. If you want to sample multiple brews, order a flight. And if beer isn’t your thing, enjoy a glass of wine or bourbon. The brewery also hosts food trucks!

You’ll feel like family the moment you’re greeted at the door at Elizabethtown’s first and only winery and bistro. A popular downtown spot boasting a bright and inviting tasting room and spectacular outdoor patio, this winery/bistro offers an expansive selection of reds, whites, roses, sparkling wines, and fruity sangrias. Try the limited edition Golden Berry, a white wine with notes of pear, melon, and herbs. Take your experience up a notch with a custom flight paired with a charcuterie board.

You’ll feel like family the moment you’re greeted at the door at Elizabethtown’s first and only winery and bistro. A popular downtown spot boasting a bright and inviting tasting room and spectacular outdoor patio, this winery/bistro offers an expansive selection of reds, whites, roses, sparkling wines, and fruity sangrias. Try the limited edition Golden Berry, a white wine with notes of pear, melon, and herbs. Take your experience up a notch with a custom flight paired with a charcuterie board.

Named Kentucky’s best pie, Impellizzeri’s Elizabethtown serves up delicious pizza, brews and bourbon inside the historic Stewart Opera House. Here, you’ll find over 16 rotating beers on tap (try the Gumballhead), over 80 bourbons and a patio bar with a fire pit. Sip on a glass of Buffalo Trace bourbon or a seasonal cocktail, munch on bar bites like toasted ravioli and baked meatballs, or watch the big game on one of the 20 HDTVs. When the weather is nice, enjoy al fresco dining outside.

Discover a sweet escape at Kuddy’s Sips & Sweets in Elizabethtown! This spot is all about soda mixology—craft your own unique drink or choose from their fun menu, like The Hot Rod Kuddy’s – a spicy and sweet blend of Sprite, habanero and lime. With both alcoholic and non-alcoholic options, there’s something for everyone. Pair your soda with homemade ice cream or decadent desserts (the gooey cookies are a must-eat), or blend it into a creamy milkshake. Are you ready to get your fizz on?

Looking for a fun night out? Social on Main has you covered! Sip craft beer from 40 self-pour taps—try the Stone Buenaveza Salt & Lime Lager—or enjoy a cocktail like a Social Manhattan, made with Suntory Toki Japanese whiskey. Feeling hungry? Reuben’s Deli serves up tasty specials like the bacon egg cheeseburger, while Maillard Wood Fired Kitchen offers delicious Neo-Neapolitan pizzas. Don’t miss the small plates at the bar and a game of duckpin bowling on one of eight lanes!