With harbor views outside your window and historic streets waiting just steps away, a weekend here is as pet-friendly as it is picturesque.

Along the shores of the Chesapeake Bay, where salty waves meet charming colonial architecture, Annapolis unfolds like a living museum with a breezy coastal twist.

From late September to early December, the city fills its calendar with festivals that feel both local and lasting, anchored in crisp weather, coastal views, and a pace that invites you to stay a while.

With sunlit harbor settings, storied traditions, and vibrant festivals, Annapolis summer is a story best lived on foot, by sail, or from a dockside seat just outside your door.

From festive celebrations to cultural showcases, there’s always something happening just steps from Annapolis Waterfront Hotel.

There’s no better place to spend a tranquil winter getaway than in the comfort of the spacious and modern Annapolis Waterfront Hotel.