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            • St Michaels Maryland

            • St. Michaels History

            • For history buffs, the town of St Michaels dates back to the mid-1600s when it served as a trading post for area tobacco farmers and trappers. In 1672 the Christ Episcopal Church of St Michael Archangel parish was founded in present day St. Michaels. In 1778 a British land agent, James Braddock, purchased 20 acres and deeded 58 lots. This created St. Mary's Square, the historic center of St. Michaels. To this day, this charming seaside resort town reflects its colonial past, as many of the area's homes date from the late 1700s to the late 1800s. 

              During the War of 1812, St. Michaels gained its name as "the town that fooled the British". The residents of St. Michaels, having been forewarned that British barges were positioned on the waters to attack with cannon fire, hoisted lanterns into the trees above the city. This first successful "blackout" fooled the British into overshooting the town's houses and shipyards. Only one house, forever since known as Cannonball House, was struck. 

              Throughout the 1800s and early 1900s, St. Michaels was a Chesapeake Bay economy focused primarily around the shipbuilding and seafood processing and packing industries. Only in the last 30 years has the economy of St. Michaels shifted to a tourism concentration. 

              St. Michaels is a treasure on Maryland's fabled Eastern Shore, about halfway between the Susquehanna source and the Atlantic mouth of the Chesapeake Bay. This vintage harbor port, whose origins date from the birth of the colonies, is nestled on the beautiful Miles River. 

              The town is a collage of handsome churches, manicured colonial, federal and Victorian homes, historic maritime heritage, diverse artistic talents and pleasant southern culture. It is also the proud cradle and repository of our maritime history at the Chesapeake Bay Maritime Museum. 

              It is a peaceful place which wakes each morning to glorious views and closes each night in candlelit elegance. 

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            • Upcoming Events

            • Find Accommodations Find Accommodations

              Stay Your Way: Dreamy Stays in St. Michaels & Beyond

              Whether you’re planning a romantic retreat, a girls’ getaway, or a solo escape, St. Michaels, Tilghman, and the Bay Hundred area offer a chic and cozy mix of lodging options for every style and budget.

              From boutique inns and charming B&Bs to waterfront resorts and private cottage rentals, you’ll find the perfect place to relax, recharge, and wake up to stunning Chesapeake Bay views.

              Your dream getaway starts here—book your perfect stay today!

              Find the perfect place to fit your needs here.

            • Local Eats & Drinks Local Eats & Drinks

              Savor the Flavors of St. Michaels: A Foodie’s Paradise

              Nothing says Chesapeake Bay vibes like cracking into a steaming pile of locally caught Maryland blue crabs, but that’s just the beginning! St. Michaels is home to an incredible culinary scene that goes beyond seafood—offering something delicious for every craving.

              Seafood & Chesapeake Classics
              From perfectly seasoned steamed crabs and golden, lump-filled crab cakes to sweet soft-shell clams and fresh rockfish, our waterfront town is a seafood lover’s dream.

              A World of Flavor
              Craving something else? We’ve got it! St. Michaels serves up an eclectic mix of dining options, including:
              Steakhouses for the ultimate indulgence
              Authentic Mexican bursting with bold flavors
              Classic Italian with homemade pasta & rich sauces
              Greek & Mediterranean favorites like gyros, fresh seafood, and vibrant mezze plates

              Find Your Perfect Spot
              Whether you’re looking for a romantic waterfront dinner, a lively crab feast, or a cozy spot for cocktails & small plates, St. Michaels has a table waiting for you. Explore our incredible restaurants here! 

              Find the perfect restaurant here.

            • Shopping in Town Shopping in Town

              Shop, Sip & Stroll: A Boutique Lover’s Dream in St. Michaels

              Calling all trendsetters, treasure hunters, and boutique lovers—St. Michaels is your ultimate shopping destination! Wander through our charming, walkable streets and explore a carefully curated mix of stylish fashion, artisan jewelry, home décor, and unique finds you won’t see anywhere else.

              Chic Boutiques & One-of-a-Kind Finds
              From boho-inspired clothing and handcrafted accessories to coastal home décor and locally made art, our shops are full of pieces that tell a story—just like your next adventure.

              Sip While You Shop
              Take a break at one of our local tasting rooms, where you can indulge in small-batch wines, craft cocktails, and gourmet bites—the perfect pairing for a girls’ getaway or a solo shopping spree.

              Ready to Discover Your Next Favorite Spot?
              Explore our unique shops and boutiques right here in St. Michaels—where every corner holds something special. Come shop, sip, and stay a while! 

               Find our unique shops here.

            • On the Water On the Water

              Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors!  Find your boating options here.

            • Special thanks to William Wilhelm Photography, the Town of St. Michaels and the Chesapeake Bay Maritime Museum for the use of their photos.

            St. Michaels Maryland Business Association
             PO Box 1221, St. Michaels, MD 21663

             smbamd@gmail.com

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