Dining with Water View
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Milkshake at Chick & Ruths
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Annapolis Restaurants & Nightlife

There's no question... dining and nightlife are the focal point of any destination. Annapolis is exceptional on both fronts, thanks to an incredibly picturesque waterfront backdrop; plentiful access to the bounty of the bay-think Maryland crabs and other seafood; and an energetic, happy-to-be here pulse that reverberates through the locals and naturally extends to those who travel here.

Speaking of travelers, Annapolis and the Chesapeake caters to all types. Whether you're a family taking in the historical and nautical sights of Annapolis and the Chesapeake Bay, a couple strolling our quaint brick walkways, or here to visit your favorite midshipman, you'll find an abundance of welcoming, sumptuous places to dine and-if you've got the energy to spare-to hit the town well into the evening hours for live music and entertainment.

Couple Dining
With three district regions, our restaurants offer atmospheres & cuisine for any occasion. read more
Looking for a night out? Whatever itinerary you imagine, we can make it happen. read more
Live Music
In the mood for live music? Search by upcoming events and music venues. read more

Dining & Entertainment News & Stories

Summer Begins with the Chesapeake Bay Blues Festival

Get out to Sandy Point State Park (1100 East College Parkway, Annapolis, MD 21409) on Saturday, May 16th and Sunday, May 17th to kick off summer at the 2015 Chesapeake Bay Blues Festival. With performances by names like Buddy Guy and Gregg Allman, the Chesapeake Bay Blues Festival is the perfect way to enjoy the beginning on festival season. Bring the lawn chairs and tents along for a day spent on the beach with great music, food, drinks, and much more...more

Rams Head On Stage Flourishes in the Month of April!

If you’re looking for live music in Annapolis, Rams Head On Stage on West Street is the place to be! Rams Head On Stage is an intimate, seated venue that holds 300 people. To give you an idea of exactly how intimate the room is, you can be seated anywhere in the venue and be no further than 40 feet from the stage. That’s 40 feet away from Travis Tritt, 10,000 Maniacs, Gino Vannelli, Phil Vassar, Macy Gray, Blues Traveler, WAR, Scott Weiland, Kevin Bacon … the list goes on and on...more

Dana Fuchs Band

All Dana Fuchs has to do is sing. All it takes is one note from those celebrated lips and clocks stop, crowds snap to attention, hearts beat like bass drums and neck-hair tingles...more

Get a Taste of Rams Head Tavern’s New Menu

This year marks the 25th anniversary of an Annapolis icon. Since its opening in December of 1989, Rams Head Tavern (33 West Street, Annapolis, MD 21401) has served Annapolis and its visitors great music, beer and, of course, tasty food. To celebrate this milestone event, Rams Head Tavern has introduced a new menu offering patrons fresh dishes with the same great cooking that’s been served for over two decades...more

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Annapolis & Anne Arundel County Conference & Visitors Bureau

26 West Street, Annapolis, MD 21401

Phone: 410.280.0445   Fax: 410.263.9591
Toll-free from the U.S. 888.302.2852

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