• 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!

  • CBMM Charity Boat Auction

    September 1, 2018

    The Chesapeake Bay Maritime Museum (CBMM) is hosting its 21st annual Charity Boat Auction on Saturday, September 1, 2018 with proceeds benefiting the children and adults served by CBMM.

    The live auction begins at 11am along CBMM’s waterfront campus, where more than 100 boats—ranging in size, caliber and purpose from paddle boats to dinghies, sail boats to cabin cruisers, and everything in between—will be auctioned off to the highest bidders.

    Please leave your pets at home!

    More information here.


  • Labor Day Weekend Art Show

    September 1 - 2, 2018 

    The St. Michaels Art League’s Annual Art Show and Sale, Labor Day weekend, Saturday, September 1 and Sunday, September 2, under a tent at St. Luke’s united Methodist Church located at 304 South Talbot Street, St. Michaels, is free and open to the public.

    Over thirty league artists will display their work. Drop by to see demonstrations featuring various mediums by art league members.  Also, the original framed designs for the “Celebrate St. Michaels” banners that hang on Talbot Street every year will be for sale, as well as actual street banners from previous years.

    More information here.


  • St. Michaels Concours d' Elegance

    AutoFest @ Classic Motor Museum

    September 22 - 23, 2018

    The 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 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