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  • Welcome to St. Michaels & the Bay Hundred Area

    St. Michaels is a picturesque harbor on Maryland's Eastern Shore and was named as one of the Top 10 Best Small Coastal Towns in America by USA Today.  Its harbor and some homes date back to the mid-1600's, and is home to the Chesapeake Bay Maritime Museum where you can immerse yourself in our maritime history.   The St. Michaels area is perfect for outdoor activities including sailing on historic Skipjacks, kayaking, golfing and bicycling.  St. Michaels is also known for exceptional restaurants, from quaint romantic bistros to waterfront restaurants, serving fresh seafood including the best tasting crab cakes!  For shoppers, you will find an eclectic range of boutique shops offering specialty foods, jewelry, clothing, home decor and art galleries throughout the town.  For overnight lodging, we have many small inns along with several larger full-service hotels.  Come and experience the beauty of St. Michaels and all this charming town has to offer!

  • St. Michaels Concours d' Elegance

    AutoFest @ Classic Motor Museum

    September 21 - 23, 2018

    Mark your calendar for a day of casual elegance, Senior Award winning Automobiles, food, refreshment, and celebration. "An Old Fashioned Garden Party" along the picturesque waterfront lawn of the Inn at Perry CabinThe celebration of the 12th anniversary of St. Michaels Concours d’Elegance will be held on Sunday, September 23, 2018 at the Fogg Cove Landing waterfront campus portion of the Chesapeake Bay Maritime Museum, and on the picturesque waterfront law of Inn at Perry Cabin.  The 1st Annual AutoFest will be held September 22, 2018 at the Classic Motor Museum.

    More information on the St. Michaels Concours d'Elegance here.

    More information on the AutoFest here.

  • Mid-Atlantic Small Craft Festival

    October 6 - 7, 2018

    The Chesapeake Bay Maritime Museum will host one of the nation’s largest gatherings of small boat enthusiasts and unique watercraft at the 34th annual Mid-Atlantic Small Craft Festival
    During the festival, CBMM guests can marvel at the craftsmanship and innovation used in traditional and contemporary small craft while enjoying the museum’s waterfront campus and indoor and outdoor exhibitions. Hundreds of amateur and professional boatbuilders and enthusiasts come from all over the region to display their one-of-a-kind kayaks, canoes, and other traditional small craft.

    Please leave your pets at home!

    More information here.


  • Fall into St. Michaels

    October 20 - 21, 2018 

    The annual Fall into St. Michaels event features participating local businesses  in the highly anticipated pumpkin carving & scarecrow contests and the professional and home baker pie baking contests which will be held in the St. Michaels Community Center on Railroad Avenue.   Stop by at vote for all your favorites, then grab a slice or two of pie, all proceeds benefit the St. Michaels Community Center! 

    The Jack Russell Races will be held at the St. Michaels Inn front lawn on Sunday, October 21st.  Pre-registration can be done online.

    More information here.



  • SHOP

    St. Michaels offers an eclectic range of boutique shops offering specialty foodsjewelry, clothing and home decor as well as galleries throughout the town. Shopping along our charming streets you'll find some fun items to commemorate your visit or to give to someone special upon your return home. Our boutique clothing stores, feature everything from cocktail attire to casual weekend wear to trendy nautical fashions, and accessorize your new outfits by browsing our many artisan & estate jewelry stores.

    Learn more here.

  • EAT

    St. Michaels is renowned for their Chesapeake Bay cuisine featuring locally caught fish, crabs and oysters, but our diverse eateries offer much more than that!  You’ll find Italian, Irish, Southern inspired restaurants, too.  The restaurants throughout St. Michaels, Tilghman and the Bay Hundred area offer amazing selections for breakfast, lunch and exceptional dinner experience.  We also offer many waterfront dining options, from the casual crab house to an elegant five course meal.   

    Learn more here.  

  • PLAY

    St. Michaels offers everything for its visitors, from self-guided historical walking tours, unique shopping in our boutiques and galleries, exploring our museums, kayaking and biking along the many Bay Hundred scenic byways, charter a fishing trip or just relaxing along the water’s edge, you’ll find St. Michaels, Tilghman and the Bay Hundred area has something for everyone.  

    The Bay Hundred area is surrounded by water, so you’ll want to get out on the water during your visit and experience our beautiful harbor town and Chesapeake Bay tributaries.

    Learn more here.

  • STAY

    St. Michaels, Tilghman and the Bay Hundred area have a wide range of lodging options to suit every taste and budget. There are many accommodations to choose from, including elegant full-service inns, charming bed-and-breakfasts, and delightful cottage vacation rentals.  

    Our bed-and-breakfasts and inns are a staple of the St. Michaels area, and many are located in the heart of St. Michaels; where you are within a leisurely walking distance to the town’s shopping, dining, museums and boating excursions. 

    Learn more here.

  • We're a Dog Friendly town!

    Did you know St. Michaels is a dog friendly town? Many of our lodging, shops and restaurants are dog friendly!  Check out our website and contact any businesses you would like to visit. 

    Looking to do something fun with your pint sized pooch?  

    Check out the annual Jack Russell Races during our Fall into St. Michaels event. 

    The races will be held Sunday, October 21st!

  • Snapshots of a Day in St. Michaels