The best bars & nightlife in Annapolis
24 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 Annapolis today
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Two pinned places a day in Annapolis — $10 here, $25 adds the newsletter. List your business →Paid placements are always marked.
The Port Comedy Club
NightlifeWhether you're in the mood to see touring comics or local standups sharpening fresh bits, The Port Comedy Club keeps the laughs rolling…
The Port Comedy Club
NightlifePower Plant Live!
NightlifePower Plant Live! stacks your week with live performances, themed nights, karaoke at Luckie's Tavern, Leinie Lodge & Beer Garden tap…
Power Plant Live!
NightlifeDrummer's Lot Pub
NightlifeTucked inside the Historic Inns of Annapolis, Drummer's Lot Pub keeps it charming and low key, the kind of spot where a simple drink turns…
Drummer's Lot Pub
NightlifeKislings Tavern
NightlifeFrom the “Original” award-winning Buffalo to Honey Old Bay, Mango Habanero, and Garlic Parm, Kisling's Tavern keeps wing night exciting.…
Kislings Tavern
NightlifeMeander Art Bar
NightlifeMeander Art Bar is part neighborhood hangout, part creative studio, with hands-on art experiences, rotating classes and community workshops…
Meander Art Bar
NightlifeiBar
NightlifeWhether you’re craving the original Anchor Bar recipe Buffalo wings or Cheffrey's own chef-style twist, iBar nails that spicy, saucy sweet…
iBar
NightlifeSnake Hill
NightlifeSnake Hill keeps it fun with about 20 creative sausages grilled over open flame, from Natty Boh brats and Polock Johnny's to…
Snake Hill
NightlifeRed Red Wine Bar + Bistro
NightlifeRed Red Wine Bar + Bistro nails the Maryland-coastal-meets-California-fusion thing with stone-fired pizzas, fresh local seafood and…
Red Red Wine Bar + Bistro
NightlifeLe Comptoir du Vin
NightlifeLe Comptoir du Vin is that neighborhood wine bar you wish was on your block, pouring natural finds, dishing creative, ever-changing snacks,…
Le Comptoir du Vin
NightlifeGalway Bay Irish Restaurant and Pub
NightlifeGalway Bay Irish Restaurant and Pub nails the classics with hearty Gaelic fare, pub comforts, and a Guinness Perfect Pint Champion pour.…
Galway Bay Irish Restaurant and Pub
NightlifeFadensonnen
NightlifeBetween an intimate upstairs tavern and an open-air courtyard, Fadensonnen pours small-producer wine, sake, and fresh beer, with…
Fadensonnen
NightlifeV-NO Wine and Cocktail Bar
NightlifeIn Fells Point, V-NO Wine & Cocktail Bar keeps things low-key and curious, pouring hard-to-find bottles they scout around the globe, plus…
V-NO Wine and Cocktail Bar
NightlifeCat's Eye Pub
NightlifeSince 1975, Cat's Eye Pub keeps Fell's Point humming with legit live music and a wide lineup of domestic and imported beers. When you need…
Cat's Eye Pub
NightlifePratt Street Ale House
NightlifeIf you like your pints with history and your pub grub with personality, Pratt Street Ale House delivers British-style ales, creative…
Pratt Street Ale House
NightlifeCooper’s Hawk Winery & Restaurant
NightlifeRestaurant featuring casual fare, as well as a wine store and tasting room.
Cooper’s Hawk Winery & Restaurant
NightlifeRams Head Tavern
NightlifeRams Head Tavern is the kind of historic hangout locals claim as a second home, with modern tavern fare, an extensive beverage list, and…
Rams Head Tavern
NightlifeDutch Courage
NightlifeDutch Courage is an Old Goucher spot where gin gets the spotlight... think 100-plus bottles spanning Jenever, Old Tom, and Barreled Gin,…
Dutch Courage
NightlifeSugarvale
NightlifeBelow-street-level and easy to miss, Sugarvale is Mount Vernon’s intimate cocktail hideout locals keep in their back pocket. Settle into…
Sugarvale
NightlifeDRY 85
NightlifeDRY 85 nails the 1920s vibe with a bourbon and beer lineup, then elevates comfort food into something you actually want to linger over.…
DRY 85
NightlifeBaltimore Comedy Factory
NightlifeIf you’ve been meaning to swap your group chat for real belly laughs, Baltimore Comedy Factory keeps the stage busy with nationally touring…
Baltimore Comedy Factory
NightlifeWanna Smash Bar & Grill
NightlifeSometimes you just want that thin, griddled patty with a proper sear and big flavor. Wanna Smash Bar & Grill keeps the focus on smash…
Wanna Smash Bar & Grill
NightlifeDavis' Pub
NightlifeWith roots back to the 1920s and an everyone-knows-your-name vibe, Davis' Pub is the kind of spot that quietly improves your week. Go for…
Davis' Pub
NightlifeBodega and Vino
NightlifeBodega & Vino does triple duty as morning cafe, digital nomad hideout, and wine bar with a legit tapas lineup. Think empanadas, stuffed…
Bodega and Vino
NightlifeVin 909 Winecafe' in Annapolis
NightlifeVin 909 Winecafe' keeps things local with farm fresh, organic ingredients on an ever changing seasonal menu, plus hand formed brick oven…
Vin 909 Winecafe' in Annapolis
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