I'm bound to get a little grief for including bustling Annapolis under the description of "town", but with a population of around 40,000 it's a small city at best. Plus I get to include it here.
Annapolis is one of the most storied and important historic towns in the United States. Founded in the 1600s under a variety of names (officially renamed Annapolis in 1694), Annapolis played a fundamental in the American revolution. The Treaty of Paris, formally ending hostilities with mother England and gaining colonial independence, was signed in Annapolis in 1783, establishing Annapolis as the first, albeit temporary, capital of the new republic.
Annapolis continued to thrive as both the capital of the state of Maryland, as well as the home to the United States Naval Academy. From its location at the outflow of the Severn into the Chesapeake Bay, Annapolis is both blessed with a natural beauty and a wonderful spot for a life on the water.
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| Historic dining options |
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| Holiday cheer |
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| Shopping in abundance |
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| Chocolate!! |
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