The best bars & nightlife in Lexington

12 bars & nightlife we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Pinned in Lexington today

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Nightlife · 12 places · showing the latest additions first

Tapster

Nightlife

Tapster lets you build your night your way with a self-pour tap wall of rotating beer, wine, cocktails and yes, bourbon. Start with a quick…

401 W Main St #101 · ✓ checked Jul 31

“Tapster lets you build your night your way with a self-pour tap wall of rotating beer, wine, cocktails and yes, bourbon. Start with a quick splash or settle in with a favorite, maybe hit a trivia night this week and call it a win.”

From the Lexington newsletter, August 4, 2026

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Cocktails Bar & Grill

Nightlife

Craving a laid-back hang with real-deal thin crust pizza, sliders, and all-day brunch alongside rotating craft taps? Cocktails Bar & Grill…

3090 Old Todds Rd

“Craving a laid-back hang with real-deal thin crust pizza, sliders, and all-day brunch alongside rotating craft taps?”

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Darling Wine Bar

Nightlife

Darling Wine Bar keeps wine fun and un-snobby, with a rotating glass list that always spans reds, whites, bubbles, rosé, and orange, plus a…

101 W Loudon Ave · ✓ checked Jul 31

“Darling Wine Bar keeps wine fun and un-snobby, with a rotating glass list that always spans reds, whites, bubbles, rosé, and orange, plus a bottle shop and seasonal cocktails where spritzes never clock out.”

From the Lexington newsletter, August 7, 2026

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OBC Kitchen

Nightlife

Stylish restaurant offering updated Southern fare, craft beer & an extensive bourbon list.

3373 Tates Creek Rd

“Stylish restaurant offering updated Southern fare, craft beer & an extensive bourbon list.”

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Belle's Cocktail House

Nightlife

Cocktails, craft beer & bourbon served in a woodsy, multilevel haunt with a scenic rooftop deck.

156 Market St

“Cocktails, craft beer & bourbon served in a woodsy, multilevel haunt with a scenic rooftop deck.”

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Bourbon on Rye

Nightlife

Warm, mellow eatery serving pub grub classics & bites alongside craft cocktails, beers & wine.

115 W Main St

“Warm, mellow eatery serving pub grub classics & bites alongside craft cocktails, beers & wine.”

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East End Tap and Table

Nightlife

Craft beers, cocktails & an Asian-American fusion menu are the draw at this roomy, laid-back venue.

333 E Main St Unit 180

“Craft beers, cocktails & an Asian-American fusion menu are the draw at this roomy, laid-back venue.”

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Centro

Nightlife

Unique craft cocktails & local draft beer offered in a cool, brick-lined space with a buzzy vibe.

113 Cheapside Park

“Unique craft cocktails & local draft beer offered in a cool, brick-lined space with a buzzy vibe.”

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Cocktails Too

Nightlife

Casual bar and grill offering comfort food, happy hour, and regular live entertainment.

130 W Tiverton Way #195 · ✓ checked Aug 7

“Casual bar and grill offering comfort food, happy hour, and regular live entertainment.”

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Comedy Off Broadway

Nightlife

Intimate, adults-only comedy club featuring well-known acts, with a 1-drink minimum (booze or soda).

161 Lexington Green Cir Unit C4

“Intimate, adults-only comedy club featuring well-known acts, with a 1-drink minimum (booze or soda).”

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Proud Mary BBQ

Nightlife

Mellow riverfront mainstay with basic Southern seafood & BBQ fare, plus an outdoor bar.

9079 Old Richmond Rd

“Mellow riverfront mainstay with basic Southern seafood & BBQ fare, plus an outdoor bar.”

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