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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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  • Kent Island Farmers’ Market

    With over 30 local vendors at KENT ISLAND FARMERS’ MARKET at Cult Classic Brewery Year-round every Thursday. Hours 3:30- 6pm through Spring, Summer and Fall. January through March 3:30- 5:30. […]

    Free

  • Feasting Over Fire Series with Chesapeake Chefs

    Chestertown’s Brampton Inn and Chesapeake Chef Service are teaming up to present a series of alfresco dinner party’s highlighting the Eastern Shore’s farmers, watermen, cheesemakers, and many more. Reserve Your […]

  • Sea Witch Festival in Rehoboth

    Rehoboth Avenue 509 Rehoboth Beach, DE,19971, Rehoboth Beach, DE, United States

    About the Sea Witch® Festival The annual Sea Witch Festival is Rehoboth Beach’s free family-friendly Halloween celebration. Dress up and enjoy the parades, live entertainment, contests and more in downtown […]

  • Dancing Under the Stars in Snow Hill

    Dance the night away with music by Classic Vibe. FREE to attend. Food and fun! Cash Bar with all proceeds going to Downtown Snow Hill, Inc. Venue: Event by Downtown […]

  • 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 […]

  • Queen Anne’s County Fair in Centreville

    View the website below for all this fair offers! Organizer: Event by Queen Anne's County 4-H Fair Venue: Centreville, MD, United States, Maryland 21617 Website: https://www.qacfair.com

  • 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 WEEK: Event by Kent Island Farmers' Market Kent Island Farmers' Market OUR USUAL VENDORS:Dimitri Olive OIl: Olives, Olive oil, Infused Olive oil & Balsamics, Tapenades, […]

  • Annual End of Summer Crab, Bull, and Oyster Roast In Grasonville

    Join us for our annual End of Summer Crab, Bull, and Oyster Roast! Enjoy crabs, oysters, pit beef, pulled pork, corn on the cob, coleslaw, domestic beer, wine, and seltzers, along with live music! Don't miss out, as this event sells out every time Event by Jetty Dock Bar 201 Wells Cove Rd, Grasonville, MD, […]

  • 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 Beer Puppeteer! Commemorative beer steins! We will have the full Edelweiss Band performing 2-5PM! It’s a full day of celebration, 12-10PM Details Date: September 21 […]

  • All-You-Can-Eat Seafood Extravaganza

    Date and time   Wednesday, September 25 · 11:30am - 3pm EDT Location   Somers Cove Marina 715 Broadway Ave Crisfield, MD 21817 Show map Refund Policy Refunds up to 7 days before event Eventbrite's fee is nonrefundable. Tickets: https://www.eventbrite.com/e/47th-annual-j-millard-tawes-crab-and-clam-bake-tickets-910605404277 Come join us for a fun-filled day of delicious seafood at Crisfield's Somers Cove Marina. […]