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.

Looking for events near your rental? Browse vacation rentals by town.

  • Easton Music Bingo at Doc’s Downtown Grille

    MUSIC BINGO - Free to play, Prizes to win! No ticket required, first-come, first-served. Possession of a ticket does not guarantee a seat at the gameshow. Contact the venue to discuss best […]

  • Annual Easter Egg Hunt In Easton

    Thousands of eggs will be spread out on the Talbot County Courthouse grounds on Saturday, March 30, along with a special appearance by the Easter Bunny! DETAILS Date: March 30 […]

  • Corah’s Corner Annual Easter Brunch In St. Michaels

    Come and join Corah's Corner for our Annual Easter Brunch! We will have a Special Easter Brunch menu, a special kiddo menu, Bottomless Mimosas & Bloody Mary’s, Fun Craft Cocktail […]

  • Annual Multicultural Festival in Easton

    Save the date! The Avalon Foundation’s Annual Multicultural Festival returns to Easton’s Idlewild Park with a fun day of diverse musical traditions, arts, and food on Saturday, May 4, 2024, […]

  • Spring Paint & Sip

    Spring is in the air, and brighter days are ahead. Looking for a fun excuse to get out of the house? Well, look no further. Far Eastern Shore Winery will […]

  • Outdoor Pig Roast And Open Pit Chicken BBQ

    Join us for the first outdoor pig roast and open pit chicken BBQ of the season! Pulled Pork Sandwiches and all the fixings, plus that delicious fresh bbq chicken! Don't […]

  • Sip | Savor | Shop

    Immerse yourself in the enchanting flavors and cultural richness of Greece at our monthly Greek food experience! Discover an enticing assortment of cheeses, ranging from creamy feta and Manouri, to […]

  • Kent Narrows Boat Expo

    3 Weekends to browse, tour and shop new and used boats.   The docks are connected from Safe Harbor Narrows South to Fisherman's Village with access to docks at Crab […]