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Events on Maryland’s Eastern Shore

Find upcoming events on Maryland’s Eastern Shore, including festivals, live music, arts and culture, food and drink events, and seasonal celebrations. This local events calendar highlights what’s happening in Easton, St. Michaels, Oxford, Chestertown, and nearby Eastern Shore towns, making it easy for visitors and residents to plan their time in the area.

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St Michaels

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  • Blooms and Brews @ Corah’s Corner and more Summer Events

    Join us for a fun blooms and brew experience. Arrange beautiful local flowers while tasting local brews on Corah’s beautiful deck! NOTE: This event is July 19. Tickets: https://l.facebook.com/l.php?u=https%3A%2F%2Fwww.vintagefamilyfarms.com%2Factivities%3Ffbclid%3DIwZXh0bgNhZW0CMTAAAR29aRbzkisG7updQs8W6QwoQUuiDjQtpqsZEgMuzZwBNf_BUk6WixpR4Sg_aem_jaPb6rlFwyuLZL6_3EYVYA&h=AT2LZZbtn1QPXSHUoCX1GnfTdX1ulC0dUqQ-z3FEkpUZHwcqG55dXfEE_BfCoc-V059f-1Nx9ja7YURUXB57yPQXZsvb3yx7HUieILJB8-fI7R8sY9MFm1Ob2OaNq2vTUrKexIJxiATtQRTv2I74DUJ-3GI Event […]

  • Talbot County Fair Celebrating 40 Years in Easton

    The Talbot County Fair is held every year during the second week in July. It is open to the public. Lots of Fun, Food, Entertainment and More!! For more information, […]

  • Pinot on the Patio in St. Michaels

    Join us for a weekend of everything Pinot! Friday night - a multi-course dinner by Stephanie Cook, chef and owner of Wonderment Wines. Saturday - enjoy an afternoon tasting on […]

  • Clipper ship Pride of Baltimore II In Cambridge

    Head to Cambridge, Md. Labor Day weekend to see the glorious replica clipper ship Pride of Baltimore II. Dock tours, day sails, sunset sails, Aug. 31 to Sept. 2. Details. […]

  • Skipjack Race & Festival

    Festival Grounds includes Food Vendors, Arts & Crafts Vendors, Heritage & Education Exhibits and free Children's Activities, both Sunday and Monday The Deal Island (Md.) Skipjack Races happen on Labor […]

  • Labor Day Parade in Grasonville

    Event by Grasonville Community Center Grasonville Community Center Monday September 2nd 5601 Main Street, Grasonville MD Parade starts at 12pmLine up starts at 10am Following the parade there will be […]

  • Kent Island Farmers Market Fall Opening

    Kent Island Farmers market is in their winter hours 3:30-6:00We are a year round farmers market! All vendors accept credit cards and or online payments POP UP VENDORS FOR THIS […]

  • Councell Farms Opening Day near Easton

    Councell Farms Opening Day! Come visit the Field of Fun, market and get our farm fresh ice cream! Open daily 9:30-5:30 until October 30th. Event by Councell Farms Venue: 11773 […]