Events on Maryland’s Eastern Shore

 
Looking for something to do in Maryland’s Eastern Shore? You’re in luck! The area is full of exciting events that are sure to delight locals and visitors alike. Whether you’re interested in food and drink festivals, live music, art exhibits, or cultural celebrations, there’s always something happening in this vibrant community.
 

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  • Artisans on the Choptank

    Artisans on the Choptank

    Artisan Market featuring local artisans! We will have a DIY craft, flower bar, craft beer, food and music! No cost to attend! Rain or shine- we will set up outside […]

  • Mid-Atlantic Small Craft Festival

    Hundreds of amateur and professional boat builders, model boat builders and enthusiasts come from all over the region to display their skiffs, kayaks and canoes. Watch many of these one-of-a-kind […]

    Free

  • Easton’s Fall Kickoff 2023

    Autumnal decorations and the feeling of seasonal warmth will be all around downtown Easton for a two day Fall celebration! Fall Kick Off /October First Friday Gallery Walk Giant pumpkins will […]

  • Easton Fall Craft Fair 2023

    OCT. 7, 2023 -- The second annual Easton Fall Craft Fair will take place from 10am to 3pm on Saturday, Oct. 7 at Trinity Cathedral, 315 Goldsborough St. in downtown […]

  • 8th Annual Easton Beer Fest

    Easton Volunteer Fire Department Ea315 Leonard Rieck Drive, Easton, MD, 21601, Easton, MD, United States

    SUPPORT LOCAL - DRINK LOCAL The 8th Annual Craft Beer Fest will be held on Saturday, October 7, 2023 from Noon to 4pm (VIP’s Enter at 11am). Maryland’s largest under […]

    $50

  • Oktoberfest in Berlin

    Berlin Oktoberfest & Sidewalk Sale 2 Bands! Authentic Oktoberfest music featuring The Edelweiss Band! Plus local favorite The Dunehounds perform sponsored by The Sterling Tavern Cascading Carlos Juggling Shows – Scales […]

  • Talbot County Fall Harvest Fair

    Talbot Agricultural Center 10659 Hiners Lane, Easton, MD, United States

    🌾 2023 Fall Harvest Fair - Celebrate the Season with Us! 🌾 Join us for a day of wholesome fun and community spirit at the Fall Harvest Fair on Sunday, October 15th, […]

  • Cruise-In at the Harvest Festival

    Talbot Agricultural Center 10659 Hiners Lane, Easton, MD, United States

    Come see the classics after the parade at the Talbot county Fall Fest   Cruise in from 12pm to 2pm

  • Tilghman Island Day 2023

    On Saturday, October 21st, 2023, from 10:00 a.m. until 7:00 p.m. the Tilghman Island Volunteer Fire Company will hold its annual Tilghman Island Day Celebration. A crowd favorite, the workboat-docking […]

  • Schellville’s Fall Fest in Rehoboth

    Tanger Outlets Seaside 36470 Seaside Outlet Drive Rehoboth Beach, DE 19971, Rehoboth Beach, DE, United States

    The folks that brought you Schellville's holiday extravaganza are getting ready for a fun fall fest. Indulge in a delightful culinary journey featuring the finest food trucks with scrumptious treats, […]

    $10

  • 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 […]

  • OysterFest

    Get ready to sip, slurp, and savor at the Chesapeake Bay’s favorite fall festival!  The event features live music on two stages, boat rides, retriever demonstrations, oysters, and more.

    Free