Things to Do in Annapolis

Want to be where the action is? Head to City Dock. It’s the heart and soul of Annapolis, a place to see and be seen. After a cruise or sail out of Annapolis Harbor, check out our boutiques and speciality shops. They make it easy to take home a memory of your stay. In historic downtown Annapolis, Maryland Avenue, State Circle, Main and West Streets have earned worldwide reputations as shopping hot spots. How about a timeless handbag from Hobo’s flagship store just off Main Street?

Or a painting lovingly created at one of our nearly two dozen downtown galleries? Looking for big name department stores? Westfield Annapolis Mall, Annapolis Harbour Center, and the Annapolis Towne Centre at Parole offer a host of shopping possibilities. In the dining department, downtown Annapolis offers everything from simple to sublime–fresh from the Bay seafood to ethnic favorites that span the globe. No matter what your itinerary holds, we have you covered!

Make Memories

    Savor Annapolis Cuisine

    Enjoy a meal at our restaurants and eateries, serving meals from simple to sublime.

    Your Home Away from Home

    Choose from a wide range of hotels designed to suit any occasion and any pocketbook.

    Annapolis Discovered

    Georgian House Bed & Breakfast

    This Georgian colonial, built in 1747, is one of the oldest residences in Annapolis and hosted many signers of the Declaration of Independence. All rooms have private bath, TV and high speed internet access. Walking distance to City Dock,...

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    49 West

    This is the place to meet and greet in Annapolis. Our friends call 49 West “Annapolis’s Living Room.” In our intimate listening room, we present the best in local live music nightly. Jazz, American roots, folk, indie, bluegrass, boss nova,...

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    Annapolis Harbor & USNA Cruise

    Step aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor...

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    Annapolis Harbor Cruises

    Be "like a local" and experience Annapolis the best way - from the water. Darling...

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    Chesapeake Bay Bridge Cruise

    Cruise under the twin spans of the Bay Bridge, one of the longest over-water...

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    Classic Theatre of Maryland presents MUCH ADO ABOUT NOTHING

    Shakespeare’s love of wit, wordplay, and miscommunications is exemplified in this...

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