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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!

  • Winefest at St. Michaels

    April 28 -29, 2018

    Winefest at St. Michaels is the premier international wine tasting event in Maryland, enjoy hundreds of domestic and international wines, delicious gourmet foods and a relaxing stroll through beautiful St. Michaels. 

    Attendees will be able to explore St Michaels and visit the 10+ wine tasting venues throughout town.  

    These venues will be featuring more than 300 wines from around the world. Each wine venue will be retailing wine at special WineFest discount pricing.

    More information and tickets here.

     

  • St. Michaels Running Festival

    May 19, 2018 

    Flattest, Fastest 13.1 in the Mid Atlantic!
    The St. Michaels Running Festival is one of the premier destination races in the Mid-Atlantic. Held in one of the oldest waterfront towns on the Chesapeake, St. Michaels and the Bay Hundred runners will be treated to beautiful farm lands, gorgeous water views and a rockin' after-party in downtown St. Michaels.   The St. Michaels Running Festival also has a family friendly 5K and a kid's 1K fun run. 

    Not running? Come cheer on the runners/walkers then head into town to eat, shop, play and stay!

    This event is Rain or Shine.

    More information here.

  • St. Michaels Brewfest

    June 2, 2018 

    Happening at 3 locations in St. Michaels at the same time. All within a very short walk of each other. From historical to right on the water. You will get to see this charming town while drinking some of the best beers the region has to offer.

    With the price of admission you will receive a commemorative pint glass and unlimited samples of over 100 beers from the local to from far away continents.  We strive to find hard to get beers and always have a number of firkins and pins made specially for us.  

    More information here.