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Events on Marylandโ€™s Eastern Shore

Find upcoming events on Marylandโ€™s Eastern Shore, including festivals, live music, arts and culture, food and drink events, and seasonal celebrations. This local events calendar highlights whatโ€™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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  • 5th Annual EycktoberFest in Queenstown

    Join us for our 5th Annual EycktoberFest! YOU have made this event our favorite every year! German-inspired eats by Field Kitchen! Games of skill including the Stein Hoist, Hammerschlagen and […]

  • Dinner & Dance at the American Legion in Cambridge

    All Proceeds will be used to support our Veteran Programs! Dinner 6:00PM - Spaghetti, Salad, Bread and Dessert.Music 7:00PM - Featuring Double Nickels!Silent Auction Table and 50/50 Raffles! Advance Tickets […]

  • All-You-Can-Eat Seafood Extravaganza

    Date and time   Wednesday, September 25 ยท 11:30am - 3pm EDT Location   Somers Cove Marina 715 Broadway Ave Crisfield, MD 21817 Show map Refund Policy Refunds up to […]

  • Chefs Table Seafood Night in Stevensville

    Event by Kent Island Resort Venue: 500 Kent Manor Drive, Stevensville, MD, United States, Maryland 21666 Tickets ยท $103.22 www.eventbrite.com/e/chefs-table-seafood-night-tickets-942553020457 C Join us for Chef's Table, featuring a curated menu […]

  • Easton’s Fall Kickoff Weekend

    Event by Discover Easton Venue: 11 S Harrison St, Easton, MD, United States, Maryland 21601 Autumnal decorations and the feeling of seasonal warmth will be all around downtown Easton for […]

  • 2 Hour Wine Tasting Cruise on Catamaran Epiphany

    Harbour Inn, 101 N Harbor Road, St Michaels MD

    Your Wine Tasting Experience Step aboard Epiphany, a spacious and stable modern catamaran designed for comfort, socializing, and panoramic Chesapeake Bay views. With her wide beam, open layout, and thoughtfully […]

  • Beer Tasting Cruises on Epiphany

    Harbour Inn, 101 N Harbor Road, St Michaels MD

    Your Beer Tasting Experience Step aboard Epiphany, a spacious and stable modern catamaran designed for comfort, connection, and panoramic Chesapeake Bay views. With her wide beam, open layout, and thoughtfully […]

  • Paint The Town Show + Sale

    343 High Street, Chestertown MD 21620

    ๐ŸŽจโœจ Paint the Town: Art Show & Sale โœจ๐ŸŽจ Get ready to celebrate creativity at Paint the Town, our exciting art show and sale featuring local artists! Discover vibrant paintings, […]

  • ๐๐ฅ๐จ๐จ๐ฆ & ๐๐ซ๐ฎ๐ง๐œ๐ก

    Kent Island Resort

    ๐ŸŒธ ๐๐ฅ๐จ๐จ๐ฆ & ๐๐ซ๐ฎ๐ง๐œ๐ก๐ŸŒธ ๐Ž๐ฎ๐ซ ๐Œ๐จ๐ญ๐ก๐ž๐ซโ€™๐ฌ ๐ƒ๐š๐ฒ ๐‚๐ซ๐ž๐š๐ญ๐ข๐ฏ๐ž ๐๐ซ๐ฎ๐ง๐œ๐ก ๐ข๐ฌ ๐›๐š๐œ๐ค If youโ€™re looking for something meaningful (and not just another crowded restaurant brunch), this is it. Join us at […]