This by far is one of the perkiest hot spots in all of Annapolis. A live band in the English-style pub's bustling courtyard brought the house down on a weekend night. Appetizers like crab dip, mussels, quesadillas cost anywhere from $5-$12. Surprisingly, pooches were out to play too. Yes, you can hang out with old and new friends with your puppies in tow!

See more: Annapolis bars, Annapolis clubs