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

Up Close and Personal with Macy Gray on Saturday, October 11, 2014

Rams Head On Stage in Annapolis promotes an average of thirty shows per month and one of the things I love about my job is getting to work with, promote, hear sound check, and sometimes get coffee for artists that have truly been an inspiration to me. It is surreal and THRILLING to have a conversation with Ricki Lee Jones about her manicure, hear a bad joke from Eddie Money and, my latest thrill, personally deliver Kevin Bacon’s prestigious “Rammie Award” to him as he and his brother Michael were setting up for the evening’s show this past July...more

Blackwall Hitch: Annapolis Welcomes it Newest Restaurant

Next time you’re in Annapolis, stop by the city’s newest restaurant just over the Spa Creek Bridge in Eastport at the corner of 400 Sixth Street. Cloaked in an “urban chic” ambiance, the restaurant includes an oyster bar, two large dining areas, several private dining rooms, rooftop dining space, and a private VIP room branded “The Living Room.” Serving modernized American cuisine while still satisfying the palates of seafood lovers across the Chesapeake, Blackwall Hitch is set to make a splash in Annapolis’ food scene...more

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Annapolis & Anne Arundel County Conference & Visitors Bureau

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