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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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Queen Anne's County

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  • 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 […]

  • Food Truck Night In Queenstown

    Food truck night supporting the Queenstown Volunteer Fire Department Auxiliary! Skip a night cooking and grab your dinner from one of our local vendors, starting at 4pm. Weather dependent, you […]

  • 10th Annual Sudlersville Peach Festival At Godfrey’s Farm

    Organizer: Event by Godfrey's Farm and Sudlersville Volunteer Fire Company Venue: Godfrey's Farm 302 Leager Rd, Sudlersville, MD 21668-1310, United States Date: August 2nd from 6pm to 9:30pm August 3rd […]

  • 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 […]

  • 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 vendors, food, moon bounce, music, 50/50 raffle & lots of fun!

  • 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, […]

  • Rockfish Rodeo Fishing Tournament and Crab Feast in Grasonville

    2024 Rockfish Rodeo Fishing Tournament and Crab Feast Benefitting Talisman Therapeutic RidingSeptember 9, 2024All Boats Launch from Fisherman's Crab Deck at 6:00 AM Sign Up Now:Sponsorships Available!Single Anglers - $225 (Includes Crab Feast)Single Crab Feast Guest - $110 Event by Talisman Therapeutic Riding Venue: Fisherman's Crab Deck Tickets: https://talismantherapeuticriding.networkforgood.com/events/72262-2024-rockfish-rodeo-crab-feast?fbclid=IwY2xjawE6yX9leHRuA2FlbQIxMAABHZLDkTYwkaLLXokhMitgC4U6Pc3yRJXxjuQKaTOgK4vdjlDxxZjpXelFsw_aem_XNEsl_IrlSysCAuQJHzpoA

  • 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 Old Skipton Rd, Cordova, MD

  • 57th Annual Maryland Seafood Festival in Annapolis

    Maryland Seafood Festival is back with another year of tasty tradition! Saturday AND Sunday 11am-7pmFeaturing live music performances, chef demonstrations, delicious seafood, creative craft booths, and an interactive kids zone - it's guaranteed to be a shell of a good time! Event by Maryland Seafood Festival Venue: Sandy Point State Park East Beach Duration: 2 […]

  • September’s Beer and Brushes at Ten Eyck Brewing in Queenstown

    September's Beer and Brushes at Ten Eyck Brewing is open for registration! We'll be painting "Shorebird" and you'll receive a token for your first drink. Try a new beer or grab an old favorite and the field kitchen will be available for purchasing great eats for the evening. We'll walk you through each element- you […]

  • 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, […]