Explore Downtown Annapolis
The past is very much a presence along the streets, docks, and waterways of downtown Annapolis and the greater Chesapeake Bay area. Originally a colonial capital city, Annapolis still charms with its historic waterfront, manicured downtown, upscale retailers, and impressive landmark buildings, including the majestic Maryland State House.
With its idyllic location on the Chesapeake Bay, the city has a rich nautical history, which you’ll enjoy exploring during your stay. Visit the United States Naval Academy, sail around the bay, and admire the yachts that line the harbor’s famed “Ego Alley” waterway. There’s always something going on in the area, including boat shows, Navy football games, and beloved holiday celebrations.