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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  • Thunder on the Choptank Boat Races in Cambridge

    When you hear the roar of automotive engines and catch a glimpse of giant roostertails, chances are pretty good that inboards are on the water. As the largest category in the APBA, Inboard racing classes include both runabouts and hydroplanes that are fast, fun and LOUD. Classes span from the wild Jersey Speed Skiffs (80mph) […]

  • Portside Seafood Restaurant Live Music all Summer Long in Cambridge

    Live Music & Event by CHAiNBREAk Venue: 210 Trenton St, Cambridge, MD 21613 Portside Seafood Restaurant Check out the Website for more Events at Portside Seafood Restaurant! https://www.facebook.com/pages/Portside-Seafood-Restaurant/179362978772892

  • Emily’s Produce In Cambridge

    Join the start of our 25th Season on Thursday April 11th! We'll be opening our doors and showcasing our commitment towards a LOCAL, Healthy, and Sustainable way of living - the Emily's way! Venue: 2214 Church Creek Rd., Cambridge, MD, United States, Maryland 21613 Organizer: Event by Emily's Produce Time & Date: April 11th starting […]

  • Academy Art Museum in Easton

    WHERE ART IS FOR EVERYONE Welcome to the Academy Art Museum! Plan your visit with us and discover something new. OPEN TODAY 10:00 AM  - 7:00 PM | FREE ADMISSION EVERY DAY manent Collection contains more than 1,000 pieces including core holdings of European and American works on paper. Academy Art Museum, 106 South Street, Easton. […]

  • Tiger Lily Restaurant & Tiki Bar & More Summer Events

    the KG Band will be rockin' Tiger Lily again. Come dance and listen to some of your favorite Classic Rock tunes while you enjoy the awesome Tiger Lily Tiki Bar. if you're hungry have dinner under the shade of one of their giant umbrellas. Hope to see ya there!! Event by The KG Band Tiger […]

  • 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 […]

  • Ironman Course Group Ride in Cambridge

    Event by Tim Delss Cambridge-South Dorchester High School Come out and join us for a group ride of the IMMD bike course! That's right, we're back for another year so […]

  • 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 […]