The best bars & nightlife in Loudoun County

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

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Nightlife · 10 places · showing the latest additions first

Bleu Frog Vineyards

Nightlife

Bleu Frog Vineyards pours easygoing Virginia wines with weekend live music, a laid back vibe, and bites that go beyond basic tasting-room…

16413 James Monroe Hwy (Leesburg) · ✓ checked Jul 31

“Bleu Frog Vineyards pours easygoing Virginia wines with weekend live music, a laid back vibe, and bites that go beyond basic tasting-room fare... think hot pretzels, charcuterie, sandwiches, even macarons. Perfect for a low-stress hang with friends or a small celebration when you want something simple and good.”

From the Germantown newsletter, August 5, 2026

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Leesburg Public House

Nightlife

Pub offering American eats, craft beers & cocktails in modern environs with antiques & local art.

962 Edwards Ferry Rd NE (Leesburg)

“Pub offering American eats, craft beers & cocktails in modern environs with antiques & local art.”

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Gvino Wine Bar

Nightlife

Wine and charcuterie-board focused establishment serving wine by the glass, as well as offering brunch options.

108 South St SE Ste 101 (Leesburg)

“Wine and charcuterie-board focused establishment serving wine by the glass, as well as offering brunch options.”

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Eagletree Farm Winery & Restaurant

Nightlife

Relaxed winery featuring outdoor pizza ovens plus an onsite berry field for picking blueberries.

15100 Harrison Hill Ln (Leesburg)

“Relaxed winery featuring outdoor pizza ovens plus an onsite berry field for picking blueberries.”

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Night Shift Cocktails

Nightlife

Stylish upstairs bar specializing in inventive cocktails and featuring a dealer's-choice option.

28 S King St (Leesburg)

“Stylish upstairs bar specializing in inventive cocktails and featuring a dealer's-choice option.”

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Mt. Defiance Cidery & Distillery

Nightlife

Local cider & spirits tastings, plus specialty cocktails, offered in a modern, lofty room.

495 E Washington St (Middleburg)

“Local cider & spirits tastings, plus specialty cocktails, offered in a modern, lofty room.”

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King's Tavern & Wine Bar

Nightlife

Compact fixture with old-world flair & pub fare, plus live local music, TVs & a patio.

19 S King St Ste b (Leesburg)

“Compact fixture with old-world flair & pub fare, plus live local music, TVs & a patio.”

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Green Tree Tavern

Nightlife

Upscale American tavern providing a gastro pub menu, sports on TV, and a fireplace in a comfy space.

15 S King St (Leesburg)

“Upscale American tavern providing a gastro pub menu, sports on TV, and a fireplace in a comfy space.”

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Gold Cup Wine Bar

Nightlife

Plush wine bar in a resort pairs local & international vintages with Piedmont-inspired small plates.

500 N Pendleton St (Middleburg)

“Plush wine bar in a resort pairs local & international vintages with Piedmont-inspired small plates.”

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Tally Ho Theater

Nightlife

Depression-era movie palace renovated as an art deco treasure & presenting live music & theater.

19 W Market St (Leesburg)

“Depression-era movie palace renovated as an art deco treasure & presenting live music & theater.”

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