Downtown Annapolis epitomizes what town centers should strive to be. A walk through the streets of any of its five distinctive neighborhoods blends the lines between past and present as it takes you a tour of history, culture, and cuisine that is unlike anywhere else in the country. Littered with historic buildings, quaint shops, beautiful boutiques, specialty stores, art galleries, museums, fine dining, casual eateries, coffee shops, state of the art music venues, traditional pubs, charming dive bars, and an energetic populace bustling about, Downtown Annapolis keeps recreational day trippers and lifelong locals occupied for hours on end. The scenic views of the Chesapeake Bay aren’t bad either.
The heartbeat of Downtown Annapolis emanates from the United States Naval Academy, which is not only a premier academic institution, but a cultural center that embodies the spirit of the city. It comes as no surprise, then, that boating is ingrained in the local culture as deep as the channels of the Chesapeake. The former capital of America is heralded as the “Sailing Capital of the World” and hosts numerous events, galas, and regattas that attract international watermen and boaters to its docks each year. It is also home to City Dock, which overlooks Ego Alley, one of the most prestigious marinas on the Bay, and the beautiful yachts and sailboats stored within it pilings.
Downtown Annapolis is not only a sailor’s sanctuary, but a haven for landlubbers as well. Intertwined among the historic landscape is a diners and shoppers paradise that is second to none. Diverse restaurants, cafes, and eateries line the streets and offer an abundance of options to please any palate or curb any craving. Each Sunday from May-November farmers from all over embark on downtown for the weekly Farmer’s Market. With fresh produce, dairy products, seafood, meats, and goods from all across the region, shoppers will find the best quality items available. Casual cooks are not alone, however, as many of the city’s top chefs purchase the market’s superior ingredients for use in their restaurants.
The shopping scene in Downtown Annapolis is as rich as the history, culture, and food scene that surrounds it. Small shops and large stores offer everything from formal wear and boating attire to classic antiques and handmade crafts to specialty foods and unique products.
When the sun sets on sailing and shopping, and dinner has been digested, Downtown Annapolis transforms into nightlife hotspot that rivals any in the area. Whether you wish to enjoy a romantic evening with someone special, sip a classy cocktail in an upscale environment, jam out to live music by the best local and national bands, or drink beers and watch the game with your buddies, downtown has perfect place for you to unwind at the end of a long day.
If you unwind a little too much, or are just taken aback by all Downtown Annapolis has to offer, you may find yourself wanting to extend your stay overnight, or beyond. Luckily, the downtown area is home to exquisite hotels, top of the line rentals, and affordable accommodations. The decision to stay here is an easy one, but choosing between a waterfront view or prime inland location is much more challenging. Regardless if you opt for luxury or something more economical, your ideal lodgings are waiting your arrival.
Located centrally between Washington DC and Baltimore, and only a few minutes from Maryland’s Eastern Shore and a couple hours from the beaches, Downtown Annapolis is a highly accessible destination that gives you no excuse not to visit. For more specific information on the distinct neighborhoods of downtown, please check out our guides for City Dock & Main Street, Maryland Avenue & State Circle, West Street, Eastport, and West Annapolis.
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