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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!

  • Upcoming Featured Events

  • St. Michaels Brewfest

    Saturday, June 4th 

    12pm - 5pm

    St. Michaels Brewfest 2016 will feature over 70 beers including one-off’s, seasonal’s, collaborations and casks from local, regional & national breweries. This will all take place at three locations within easy walking distance in the heart of St Michael’s, MD.

    Events will take place at the Old Mill behind Eastern Shore Brewing, Foxy’s and Town Dock facilities, and at The Crab Claw Restaurant.  Along with great beer & ales, we’ll have live music and delicious food.

    More information and tickets here.

  • Strawberry Festival  

    Saturday, June 4th

    10am - 5pm

    Celebrate the Eastern Shore strawberry harvest with over 50 artisans displaying quality crafts of all kinds and strawberries to eat and take home.  Join us at St. Luke’s United Methodist’s 27th Annual Strawberry Festival and Craft Show at St. Luke’s Church, 304 Talbot Street, St. Michaels, Saturday, June 4th, from 10 am to 5pm.  

    Eastern Shore Strawberries will be featured, homemade strawberry baked goods will be available for your enjoyment, crafters and music will also be enjoyed.

    More information here.

  • 29th Antique & Classic Boat Festival & the Arts at Navy Point

    Father's Day Weekend,

    June 17th - 19th

    Friday, June 17, 11am-5pm
    Saturday, June 18, 10am-5pm
    Sunday, June 19, 10am-2pm

    Wooden classics, vintage race boats, and other antique and Chesapeake Bay-related boats come to the Chesapeake Bay Maritime Museum for the 28th annual Antique & Classic Boat Festival, hosted by the Chesapeake Bay Chapter of the Antique & Classic Boat Society (ACBS), this Father’s Day weekend event brings an era of by-gone days.

    Please leave your pets at home.

    More information here

  • Big Band & Fireworks Night

    Saturday, July 2nd

    7pm - 10pm

    In celebration of the Nation's Independence Day, the waterfront Chesapeake Bay Maritime Museum is welcoming back The Shades of Blue Orchestra for a live performance at its July 2 Big Band Night. Two vocalists will join the 18-piece Shades of Blue Orchestra as they perform from the historic Tolchester Beach Bandstand.

    The St. Michaels fireworks scheduled to launch after dusk,  find a spot along our harbor to take in the spectacular views.

    Please leave your pets at home.  There will be no fireworks on July 4th.

    More information here.