Entertainment in Annapolis
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Castlebay
An Oirish pub located downtown run by a true blue Dubliner. There should be no doubt about what you are entering into behind these doors; plenty of green white and gold, lilting music and chewy stout. A packed, popular place with a seafood menu to boot.
reviewed
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Reynold's Tavern
This beautifully maintained hotel restaurant and bar resides in a proud Georgian building that has seen use as a library, boarding house and hat shop. The cellar level Sly Fox Pub has a ye olde world feel and leans toward a 'reserved' clientelle.
reviewed
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Middleton Tavern
One of the oldest continuously operating pubs in the country. As you'd expect from a waterside pub, the menu features some of the freshest seafood around. Live music most nights.
reviewed
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Rams Head Tavern
The best bar in town serves good eats and tasty microbrews in an attractive oak-paneled setting, while hot live (tickets $11 to $60) acts burn up the stage.
reviewed
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City Dock Café
We will swear by the café mocha here, which must be the tastiest rocket fuel we've ever imbibed.
reviewed
