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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    "UNWRITTEN:" Annual Show Presented by The Annapolis Blend Chorus

    The Annapolis Blend, under the direction of Jenny Harris, will present its annual...

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    60th Anniversary of the Civil Rights Act

    JULY 2, 2024, marks the 60th anniversary of the Civil Rights Act of 1964, a historic...

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    Annapolis Harbor Private Cruise

    Step aboard Darling for your own private cruise (for up to 6 people) You and your...

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    Annapolis Songwriters Festival

    Modeled after the hugely successful Key West Songwriters Festival, the largest...

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