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Castlebay Irish Pub



1747 Pub - 7 Church Circle, Annapolis, MD 21401 (410) 295-9555
Located in the lower level of Reynolds Tavern, this historic tiny pub features specialty beers and pub fare.
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The Annapolis Site


49 West - 49 West St Annapolis, MD 21401 (410) 626-9796
Unique Coffeehouse, Winebar & Gallery with lite fare. A nice place to start out.
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Acme Bar and Grill - 163 Main Street, Annapolis, MD 21401 (410) 280-6486
Downtown bar that features live music for the younger crowd.
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Annapolis Ribs


Annapolis Smokehouse & Tavern - 107 Hillsmere Drive, Annapolis, MD 21403 (410) 571-5073
BBQ, Ribs, Wings, and more. Live music at night and a great Happy Hour.
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Annapolis Cheap Eats


Applebee's Neighborhood Grill & Bar - 2141 Generals Highway, Annapolis, MD 21401 (410) 573-0078
Chain restaurant with a large bar. Located at the Annapolis Mall.


Annapolis Happy Hour


Armadillo's Bar & Grill - 132 Dock St., Annapolis, MD 21401 (410) 280-0028
Tex-Mex themed lower level and live music upstairs on most nights.
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Annapolis Jams


BAROAK Cookhouse & Tavern - 126 West Street, Annapolis, MD 21401 (410) 295-3225
Casual neighborhood cookhouse & taproom serving mussels & frites with a twist and an inspired selection of international and local craft brews.
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Annapolis Live Music


The Blackwall Hitch - 400 Sixth Street, Annapolis, MD 21403 (410) 263-3454
Urban chic lounge and restaurant with a large varied menu that includes an oyster bar and Sunday brunch. Live acoustic music on weekend nights.
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Broadneck Penninsula


Blue Rooster Cafe, 1372 Cape St. Claire Rd., Annapolis MD 21409 - (410) 757-5232
Home cooked meals and live blues music in the heart of Cape St. Claire.
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MRE Bars


Boatyard Bar & Grill - 400 4th St., Annapolis, MD 21403 (410) 216-6206
A taste of the keys with a boat themed bar. Located in Eastport.
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Buffalo Wild Wings - 2337 Forest Dive, Annapolis, MD 21401 (410) 573-0331
Wings, beer, sports.


Annapolis Irish Bars


Castlebay Irish Pub

CastleBay Irish Pub, 193 Main Street, Annapolis, MD 21401 - (410) 626-0165
Downtown Irish Pub with a nice selection of beer and the best Guiness pour in Annapolis! A great place to meet up with friends. Live music on weekend nights and sometimes during the week.
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Annapolis Brew Pub


Chesapeake Brewing Company, 114 West Street, Annapolis, MD 21401 - (410) 268-0000
Micro-Brewery.
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Annapolis Dive Bar


Davis Pub, 400 Chester Avenue, Annapolis, MD 21403 - (410) 268-7432
Very "local" pub with a fun atmosphere located in Eastport.
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Annapolis Bourbon


Dry 85, 193B Main Street, Annapolis, MD 21401 - (443) 214-5171
Bourbon, beer, and gourmet comfort food.
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Annapolis City Dock Bar


Dock Street, 136 Dock Street, Annapolis, MD - (410) 268-7278
Late night happy hours, live music, and food until 1AM.
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Bay Ridge Dive Bar


The Ebb Tide Tavern, 985 Bay Ridge Road, Annapolis, MD - (410) 280-2343
A locals bar that features dartboards, pool tables, and karaoke.


The Annapolis Site


Factors Row, 26 Market Space, Annapolis, MD 21401 - (410) 280-8686
Large bar and unique takes on standard fare.


Downtown Annapolis Bars


Fado Irish Pub, 1 Park Place, Annapolis, MD 21401 - (410) 626-0069
Chain restaurant / pub with an extensive menu.
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Annapolis Wine Bar


The Federal House, 22 Market Space, Annapolis, MD 21401 - (410) 268-2576
American menu and large pub that features live music and kareoke.
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Annapolis Gastro Pub


Fox's Den, 179B Main Street, Annapolis, MD 21401 - (443) 808-8991
Gastro Pub with pizza, duck-fat fries, and a large selection of beer.


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Gordon Biersch Brewery, 2505 Riva Rd, Annapolis, MD 21401 - (410) 266-5965
Chain Microbrewery and restaurant located in the Annapolis Town center.


Annapolis Irish Pub


Galway Bay, 63 Maryland Avenue, Annapolis, MD 21401 - (410) 263-8333
Irish Pub and Restaurant with the pub being completely seperate. Nice selection of beers.
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Fado Annapolis


Grapes Wine Bar, 1410 Forest Drive, Annapolis, MD 21403 - (410) 571-5378
Small plates wine bar and more.
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Green Turtle Annapolis


The Green Turtle, 177 Jennifer Rd., Annapolis MD 21401 - (410) 266-7474
Local chain Sports bar / restaurant with an extensive menu.
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Annapolis Upscale Bar


Harry Brown's, 66 State Circle, Annapolis, MD 21401 - (410) 263-4332
The wine bar is upstairs and caters to a crowd that is a bit upscale and mellow. A great place to start out.
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Annapolis Draght Beer


Heroes Pub, 3 Riverview Avenue, Annapolis, MD 21401 - (410) 573-1996
48 beers on draft make this the best beer selection in town. The only area pub to get a "Ressurection Ale'. Try the buffalo chicken strips too.
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Annapolis Mexican Bar


Jalapenoes, 85 Forest Drive, Annapolis, MD 21401 - (410) 266-7580
Spanish / Mexican fine dining restaurant with a cozy bar.
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Annapolis Hotel Bar


John Barry Restaurant & Bar, 174 West Street, Annapolis, MD 21401 - (410) 263-7700
Irish pub & restaurant located in the O'Callaghan Annapolis Hotel.


Annapolis French Restaurant


Les Folies Brasserie, 2552 Riva Road, Annapolis, MD 21401 - (410) 573-0970
French Fine Dining restaurant with a small cozy bar.
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Annapolis Small Plates


Level, 69 West Street Street, Annapolis, MD 21401 - (410) 268-0003
Small plates restaurant and lounge. Great service and upscale atmosphere.
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Annapolis Oyster Bar


McGarvey's Saloon and Oyster Bar, 3 Market Space, Annapolis, MD 21401 - (410) 263-5700
Fun bar that has a very unique setting. Trees inside the building and an oyster bar located within the back space. Nice beer selection, especially the "Aviator Ale". Located right downtown, this is a perfect meeting place.
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Annapolis Rooftop Bar


Metropolitan Kitchen & Lounge, 169 West Street, Annapolis, MD 21401 - (410) 280-5160
Large menu and a roof-top bar with live music.
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Mexican Cafe Annapolis


Mexican Cafe', 975 Bay Ridge Rd, Annapolis, MD 21401 - (410) 626-1520
Authentic Mexican Food and very strong Drinks! Try a Margahritta!
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Annapolis Oldest Bar


Middleton Tavern, 2 Market Space, Annapolis, MD 21401 - (410) 263-3323
Historic taven with live music and a piano bar.
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Annapolis Crabhouse


Mike's Crabhouse, 3030 Riva Road, Riva, MD 21401 - (410) 956-2784
Laid-back casual bar with outside waterfront seating. Live music and kareoke on occasion.
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Mother's Grill Annapolis


Mother's Penninsula Grille, 969 Ritchie Hwy, Arnold MD 21012 - (410) 975-5950
Great happy hour and live entertainment at night.
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Obriens Annapolis


O'Briens Oyster Bar, 113 Main Street, Annapolis, MD 21401 - (410) 268-6288
Night club with live music and dance music. Caters to the younger crowd.
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Annapolis German Biergarten


Old Stein Inn, 1143 Central Ave, Edgewater, MD 21307 - (410) 798-6807
German restaurant and bier garden.
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Annapolis Latin


Paladar Latin Kitchen & Rum Bar, 1905 Towne Centre Blvd., Annapolis, MD 21401 - (410) 897-1022
Colorful Latin-American chain restaurant.
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Annapolis Carribean Bar


Pusser's Landing at the Marriott, 80 Compromise Street, Annapolis, MD 21401 - (410) 626-0004
Waterfront and outside bar overlooking City Dock.
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Crownsville Rams Head


Ram's Head Road House, 1773 Generals Hwy, Annapolis, MD 21401 - (410) 849-8058
Burgers, sandwiches, regular trivia nights & live local music.


Annapolis Rams Head


Ram's Head Tavern, 33 West Street, Annapolis, MD 21401 - (410) 268-4545
Microbrewery with a large menu, national acts, great local beers, and outdoor seating.
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The Annapolis Mall


Red Lobster, 183 Jennifer Road, Annapolis, MD 21401 - (410) 266-5010
Seafood Restaurant Chain with a cozy bar for foo-foo drinks with umbrellas.


The Annapolis Wine Bar


Red Red Wine Bar, 189 Main St, Annapolis, MD 21401 - (410) 990-1144
Wine bar with small plates and full menu.
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Annapolis Family Restaurant


Riverbay Roadhouse, 1374 Cape St Claire Rd, Annapolis, MD 21409 - (410) 757-2919
Family restaurant with a large seperate bar area, big menu, and very good food.
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Annapolis Cover Bands


Sam's on the Waterfront, 2020 Chesapeake Harbour Drive East, Annapolis, MD 21403 - (410) 263-3600
Sam's on the Waterfront - 'Annapolis' hidden treasure" come and see where the locals eat and drink with live music on weekends dining inside and out!


Annapolis Party Bar


Stan & Joes Saloon, 37 West Street, Annapolis, MD 21401 - (410) 263-1993
Fun old-timey pub with an extensive menu, live music, and outdoor seating.
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Severn River Restaurant


Severn Inn, 1993 Baltimore Annapolis Boulevard, Annapolis, MD 21409 - (410) 349-4000
Waterfront restaurant / bar on the Severn River with a great view of the USNA. Casual quiet bar with great food.
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The Annapolis Site


T.G.I. Friday's, 2582 Solomon's Island Road (Harbour Center), Annapolis, MD 21401 - (410) 224-4870
Large menu chain restaurant with a big bar.


The Annapolis Site


Treaty of Paris / Drummer's Lot Pub, 16 Church Circle, Annapolis, MD 21401 - (410) 216-6340
A small pub that features live jazz.
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Annapolis Sushi


Tsunami, 51 West Street, Annapolis, MD 21401 - (410) 990-9868
Sushi restaurant / bar in a 'hip' atmosphere. Dance music on occasion.
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Annapolis English Pub


Union Jack's, 2072 Somerville Rd (Annapolis Town Center), Annapolis, MD 21401 - (410) 266-5681
Casual-meets-refined atmosphere that welcomes beer drinkers and wine aficionados, non-fussy eaters and foodies alike. We have incorporated fresh ingredients in a menu that focuses not only on signature British dishes but also features American Grille and seafood items. Our venue features a main pub-style room that is great for �game-watching�, dancing to a late night DJ, or watching a live band on the main stage. There is also a Billiard & Dart Room for kicking back with an after-dinner drink while shooting a game. We have a private, upscale-dining room that is ideal for a quiet, more intimate date night or business meeting. Located in Annapolis Towne Centre, across the street from Whole Foods.
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Bay Ridge Wine Bar


Vin 909 Winecafe, 909 Bay Ridge Ave, Annapolis, MD 21403 - (410) 990-1846
Farm-to-table New American menu and a large wine list.
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Annapolis Locals Bar


West End Bar & Grill, 2049 West Street, Annapolis, MD 21401 - (410) 266-7662
Lively pub that is a great place to catch a game.
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The Annapolis Site


Yellowfin Steak & Fish House, 2840 Solomons Island Road, Edgewater, MD - (410) 573-1333
Waterfront Seafood Restaurant and Bar with a great happy hour.
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The Annapolis Site


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The Annapolis Site


KENT ISLAND AREA Bars & Pubs:


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Kent Island is located just across the Bay Bridge from Annapolis.


Annapolis Blue Crab


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