Annapolis Entertainment

  1. 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.

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  2. Rams Head Tavern

    Rams Head Tavern, with their '100 World Beer Club' passport for ale connoisseurs and a small stage that inexplicably attracts national bands and performers. Once known as the 'Sign of the Green Tree' tavern (1794), the Rams Head has a long and haunted history.

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  3. 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.

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