Escape to historic St. Michaels, MD, the Heart & Soul of the Chesapeake Bay. Saint Michaels, Maryland is a quaint waterfront village on the Eastern Shore, situated on a picturesque peninsula between Tilghman Island, Easton and Oxford, and only a leisurely drive from Washington DC, Baltimore, Philadelphia, Richmond and New York.Arrive by boat and you'll travel up the beautiful Miles River. Boat the area waterways, try enchanting Inns, stay at a charming Bed & Breakfast, dine at gourmet restaurants and shop at unique specialty shops, or take a leisurely stroll to explore this quaint historic hamlet. Spend the weekend relaxing on a skipjack, eating freshly-caught crabs and oysters or visiting the famous Chesapeake Bay Maritime Museum. Rejuvenate with a midweek getaway, enjoying golf, sailing or reading a good book on the porch. There is lots to see and do in St. Michaels!