• Harbor_1850_BY_750.jpg
    • 2-Girls-onTalbot-St-1850(1).jpg
    • Bikes_at_Oxford_Ferry_banner.jpg
    • crab_banner.jpg
    • harbor_slider.jpg
    • boat_at_museum_1850_BY_750.png
    • krentz_slider.jpg
    • dining_outside.jpg
  • 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!

  • Upcoming Events

  • Model Skipjack Races

    Select Sundays

    11am - 2pm

    The radio-controlled (RC) sailing races are organized by the museum’s Model Sailing Club.

    Final race date is October 16, with the public invited to watch from 11:00 a.m. to 2:00 p.m. from the Chesapeake Bay Maritime Museum’s Fogg’s Cove waterfront.

    More information here.

  • St. Michaels Concours d'Elegance

    September 23th - 25th

    The 10th Annual St. Michaels Concours d'Elegance will return to it's home, on September 23-25, 2016, featuring rare Pre-War Grand Classics.  

    The St. Michaels Classic Motor Museum will host the event and throughout St. Michaels. Mark your calendar for a day of casual elegance, Senior Award winning Automobiles, food, refreshment, and celebration.

    More information here

  • St. Michaels Art League Art Show & Simpatico's Columbus Day Celebration

    Columbus Day Weekend Art Show of October 8th and 9th are great days to get out in the fresh air and enjoy this beautiful event of art and demonstrations. More information here.

    Simpatico, Italy's Finest celebrates Columbus Day with the 7th Annual "Columbus WineFest at St. Michaels" of Italian Wine, Food, Art & Games in honor of explorer Christopher Columbus, on Saturday, October 8th, 2016 from Noon to 5 PM. 
    More information here.

  • Fall into St. Michaels

    October 22 - 23

    Enjoy the beauty of the foliage color change in historic St. Michaels, Maryland.   The change of the season brings excitement and vibrant color to the town, as residents and businesses celebrate Fall into St. Michaels.  Join us for our annual pumpkin carving contest, pie baking contest, children's activities and our scarecrow contest.

    More information here.