Welcome to Downtown St. Michaels, MD


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  • St. Michaels
  • St. Michaels
  • St. Michaels

A little about St. Michaels

The "The Heart & Soul of the Chesapeake Bay," we retain the look and feel of a 19th century seaport. Walk on red brick sidewalks past the Victorian homes and boutique shops of the historic district, or head down to the pier in search of famously fresh seafood. The Chesapeake Bay Maritime Museum preserves the history of Saint Michaels, with restored examples of "bugeyes" and "skipjacks," unique boats developed by the fisherman of Chesapeake Bay.

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The history of St. Michaels

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 1677 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. The town is a collage of handsome churches, manicured colonial, federal and Victorian homes, historic heritage, diverse artistic talents and pleasant southern culture. It is also the proud cradle and repository of the Chesapeake's maritime history.

Contact Information

E Chew Ave
St. Michaels, Maryland

Where is St. Michaels

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Businesses in St. Michaels, Maryland

Here is a collection of downtown St. Michaels, Maryland businesses. Clicking on the thumbnail image, or the blue "View Member" will take you to that businesses page. We've included some jump links so that you can easily navigate to different categories of businesses. Those, can be found directly below as icons. Or, there is a list of categories in the menu bar.


Artisans of the World


A Multi-Media Gallery and Fine Craft Shoppe


Aida's Victoriana Inn


1875 water front Bed and Breakfast in the heart of St. Michaels


Cherry Street Inn


Traditional elegance with modern comforts


Old Brick Inn


20 luxurious rooms in 3 historic buildings


Two Swan Inn & Cottages


Located on the waterfront


The Chesapeake Bay Maritime Museum

Museums / Attractions

A living museum of maritime history


Bistro St. Michaels


A European-style bistro, gluten free available


Carpenter Street Saloon


Food, spirits and revelry


Key Lime Cafe


Known for our Crab Cakes, BBQ Ribs, and our signature dessert


Marcoritaville Tiki Bar & Grill


Your island inspired oasis


St. Michaels Crab & Steak House


Voted best crabs on the bay


Serendipity Salon & Spa


A full service salon and spa


A Wish Called Wanda




Calico Toys and Games


Your Specialty Toy & Children's Book Destination


Flying Fred's


Unique Pet Gift Boutique where dogs are welcome


Guilford and Company


Antique and estate pieces as well as today's most respected


Keepers of St. Michaels


Outfitting customers that are serious about quality and tradition


Shore Pedal & Paddle


Bike tours and rental, SUP, kayaking and more


Silver Linings


Captures the essence of fun and fashion


Simpatico, Italy's Finest


A charming piece of Italy in the heart of St. Michaels, Maryland


St. Michaels Candy & Gifts


Handmade Chocolates & Truffles. Unique Gift Items