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0000067Annapolis’ historic downtown offers so much for tourists to do during the day that many turn in for the night right after dinner. Luckily, couples who still have energy after journeying into the city and arriving late in the afternoon will find a fun happy hour scene, great dining, and excellent live music available in the evening.

Some of the area’s pubs, taverns, and restaurants have been serving patrons for more than a century. These establishments will not only provide old world charm to visitors, but also a genuine atmosphere, because they offer an opportunity to get to know Annapolis locals, including midshipmen from the United States Naval Academy.

Happy Hour

Usually between 5 to 7 p.m., happy hour is a great time to get out and explore historic Annapolis. If you are staying at or near downtown, numerous restaurants and bars offering specials will be only a few minutes away by foot. They aren’t too far apart from one another, so you can pop in briefly and decide if the ambience of an establishment suits you. You needn’t have to worry if it doesn’t, since another one is probably just around the corner or a block away.


Annapolis’ historic downtown offers a great variety of international cuisine to please all palates. From standard American fare to European fine dining to exotic Japanese sushi, the local restaurants are ready to serve and satisfy hungry guests from all over the world. And don’t forget our claim to fame—seafood!!

Live Music

The music scene offers many choices as well. A couple may opt for live music ranging from folk to jazz to rock, or a classical/big band performance. Below are the downtown venues that are recommended.

  • 49 West Café
  • Acme Bar and Grill
  • Armadillo’s Bar and Grill
  • CastleBay Irish Pub
  • Dock Street Bar and Grill
  • Galway Bay
  • Maryland Hall for Creative Arts
  • Middleton Tavern
  • O’Brien’s Oyster Bar and Restaurant
  • Pusser’s Caribbean Grille
  • Rams Head on Stage
  • Sly Fox Pub at Reynolds Inn
  • Stan and Joe’s Saloon
  • Stay At a B&B Near Downtown

Enjoy Annapolis’ vibrant nightlife by staying Gibson’s Lodgings, a historic inn located downtown. Call us to reserve your bed and breakfast room at our toll free number 877-330-0057. We’ll be very happy to serve you and your loved one throughout the year.

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