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  • Welcome to St. Michaels & the Bay Hundred Area

    St. Michaels is a treasure on Maryland's Eastern Shore.  Its harbor port, whose origins date from the birth of the colonies, is nestled on the beautiful Miles River. Located on a peninsula surrounded by tributaries and rivers, you can always find something new to explore, learn, see or do!   St. Michaels and the Bay Hundred area, including Tilghman Island, offers its visitors a unique experience, be it for a day, a weekend, a family vacation or your new home.    

  • Upcoming Featured Events

  • APRIL 9-10, 2016

    The 5th Annual Eastern Shore Sea Glass and Coastal Arts Festival in St. Michaels is hosted by Ophiuroidea "The O" and will be held in the Old Historic Mill in St. Michaels, and will be a rain or shine event.  

    Saturday, April 9th  10am- 5pm

    Sunday, April 10th 10am - 3pm


  • APRIL 22 - 24, 2016

    Now in its 7th year, WineFest at St. Michaels is a premiere wine event, featuring hundreds of highly-rated International, U.S. and Maryland wines at tasting venues located throughout the town of St Michaels. 

    Friday, April 22 - VIP events

    Saturday & Sunday Noon - 5 pm​


  • MAY 21, 2016

    The St. Michaels Running Festival, now in its 5th year, is one of the premier destination races in the Mid-Atlantic. This year includes a newly designed 5K that heads down gorgeous country lanes, traverse our breathtaking rails to trails runners path and finishes right in downtown St. Michaels at the runner's after party.


  • June 4, 2016

    Bigger and better than last year!!

    Over 70 beers/ale from over 40 breweries, including one-off's, seasonal's, collaborations and casks from local, regional & national breweries.

    Multiple pouring locations throughout Town. 

    Saturday, Noon - 5pm




  • St. Michaels Insider offers residents and visitors a sneak peek into things to do and enjoy, while meeting our local businesses and residents.  

    Visit the St. Michaels Insider so you don't miss out!



  • What's Happening Down on Tilghman?

  • Bay Day 2016  May 14th  11am - 4pm

    Phillips Wharf Environmental Center

  • What is a Sea Glass Festival?

    View last year's video and book your stay today!