The best bars & nightlife in Montgomery City

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

HogsHead Cigars & Fine Tobaccos in Hermann runs a private-club-like lounge with day passes, finest cigars, ample pipes and premium pipe…

301 Schiller St (Hermann)

“HogsHead Cigars & Fine Tobaccos in Hermann runs a private-club-like lounge with day passes, finest cigars, ample pipes and premium pipe tobaccos, plus single malts and bourbons. Owner Colleen keeps it friendly for newcomers, and they can bring a mobile cigar bar or host private events in their 150-year-old space.”

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Tin Mill Brewing Co turns a 100-year-old Hermann tin mill into a love letter to German brewing, serving authentic German-style pilsner,…

114 Gutenberg St (Hermann)

“Tin Mill Brewing Co turns a 100-year-old Hermann tin mill into a love letter to German brewing, serving authentic German-style pilsner, hefeweizen and doppelbock brewed in copper kettles with barley and hops from Hallertau. Grab a pretzel with beer cheese, take a self-guided tour, and call it a solid Saturday.”

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Hermannhof Winery keeps it local and lovely, pouring quality-over-quantity, two-time Brown Forman Trophy winning wines inside ten stone…

330 E 1st St (Hermann)

“Hermannhof Winery keeps it local and lovely, pouring quality-over-quantity, two-time Brown Forman Trophy winning wines inside ten stone cellars and a brick beauty on the National Register. Settle into the tasting room, soak up the Old World vibe, then wander to the nearby brewery or sister tasting rooms.”

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Doxie Slush

Nightlife

Doxie Slush keeps things fun in downtown Hermann with seasonal sips like a Pumpkin White Russian, Smoked Cranberry Mezcalita, and Cherry…

222 E 1st St (Hermann)

“Doxie Slush keeps things fun in downtown Hermann with seasonal sips like a Pumpkin White Russian, Smoked Cranberry Mezcalita, and Cherry Hibiscus Sangria. Bonus trivia, they even popped up in a 2023 Christmas movie, which feels about right for a spot built for memory making.”

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Wood Hat Spirits delivers a true field to glass experience, turning distinctive heirloom corn into standout pours like Montgomery County…

489 Booneslick Rd (New Florence)

“Wood Hat Spirits delivers a true field to glass experience, turning distinctive heirloom corn into standout pours like Montgomery County Bourbon, Bloody Butcher corn whiskey, and Queen's Reserve. Recent wins include 2024 ADI Gold for Queen's Reserve and 2023 Key West Double Gold for Montgomery County.”

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Rooted in the legacy of George Husmann, the father of Missouri viticulture, G. Husmann Wine Company pours dry-style blends that salute a…

302 E 1st St (Hermann)

“Rooted in the legacy of George Husmann, the father of Missouri viticulture, G. Husmann Wine Company pours dry-style blends that salute a rich winemaking heritage.”

From the Montgomery City newsletter, October 17, 2026

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Built in the heart of Hermann, Hermann Farm Distillery turns locally-grown grain and white oak barrels charred right down the road into…

28 Hermann Farm Rd (Hermann)

“Built in the heart of Hermann, Hermann Farm Distillery turns locally-grown grain and white oak barrels charred right down the road into expressive, handcrafted spirits. They’re always tinkering with new pours, cocktails, and events, and you can even book a tour.”

From the Montgomery City newsletter, October 18, 2026

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When you want a no-fuss local hangout with serious flavor, A Bar & Grille in New Florence comes through with hand-pattied burgers,…

409 Booneslick Rd (New Florence)

“When you want a no-fuss local hangout with serious flavor, A Bar & Grille in New Florence comes through with hand-pattied burgers, fresh-baked buns, house-made sauces, and rotating craft beers. It feels like a neighbor’s kitchen, just with better fries and fewer dishes.”

From the Montgomery City newsletter, October 12, 2026

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Luvwoo Bar

Nightlife

Stir up your week at Luvwoo Bar, a craft cocktail spot where hand-made drinks meet desserts, thoughtful mocktails, and a rotating mix of…

12965 Olive Blvd (St. Louis)

“Stir up your week at Luvwoo Bar, a craft cocktail spot where hand-made drinks meet desserts, thoughtful mocktails, and a rotating mix of local art and live sets. Open stage karaoke and open mic keep it lively, so bring a friend and your best chorus-ready confidence.”

From the St. Louis newsletter, August 25, 2026

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Wine tastings, cellar tours, a restaurant & a shop at Missouri's oldest winery, dating to 1847.

1110 Stone Hill Hwy (Hermann)

“Wine tastings, cellar tours, a restaurant & a shop at Missouri's oldest winery, dating to 1847.”

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