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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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  • Waterfront Concerts in the Park Kick Off in St. Michaels

    The St. Michaels Community Center is pleased to announce our 2024 schedule for our Concerts in the Park series, kicking off on Thursday, May 30, 2024 and continuing every Thursday […]

  • Sip | Savor | Shop in Easton

    Sip | Savor | Shop invites you to join us for an evening of culinary delights and shared moments. At the event, you can sample our Greek gourmet products, including […]

  • Easton’s Farmers Market

    The Easton Maryland Farmers Market has been operating for over 40 years. Located in the municipal parking lot in the 100 block of North Harrison Street the pedestrian-only market features […]

  • Old School R&B Crab & Cruise in Crisfield

    Get ready for the ultimate seafood extravaganza of the summer! This event has premium crabs measuring 6 1/4" up to 8"! 97.5FM DJ, Big Mark will be mixing up the […]

  • 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, Check out the website at www.talbotcountyfair.org Venue: 10659 Hiners Ln, Easton, MD, United States, Maryland Organizer: [email protected]

  • 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 the patio with some of the best Pinots! Join us for dinner at $100 per person or Saturday tasting at $50. We welcome our beloved […]

  • 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. • Don't forget to stop at the Choptank River Lighthouse while there! August 31 3-5 PM Cambridge, Maryland Day Sail Adults $55 12 and Under […]

  • 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 Day Monday, Sept. 2. As always, the Island Fest on both Sunday and Monday offers a variety of events—parade, live music, car show, blessing of […]