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.
Cruise on one of the most exciting attractions offered on Maryland’s Eastern Shore… The Choptank Riverboat Company’s the Choptank River Queen paddle-wheeler. Ticket includes all you can eat Crabs, Maryland […]
Join this patriotic salute to our nation with marching bands, fire engines old and new, cars and vans, service clubs, and scouts! ROUTE: The parade kicks off at Amos Garrett and West […]
Celebrate Independence Day on the Cambridge waterfront with fireworks over the Choptank River! The best fireworks viewing is at Gerry Boyle Park at Great Marsh, 1 Somerset Ave. in Cambridge, […]
Nathan sails from May through October. Each sail is two hours long and generally includes an oyster dredging demonstration. Sails are unique depending on wind, weather, captain and crew. Advance […]
Wine & Unwind with Marianna Styles Sunday, July 9, 2023 from 1:00 PM to 4:00 PM EDT Sip wine, enjoy live music by Marianna Styles No fee, no reservation. […]
Plein Air Easton is the largest outdoor art competition in the nation and is celebrating its 19th year in 2023. Competition artists who have been juried in will descend on […]
Offers small plates with intense flavors and specializes in over 150 different kinds of cocktails! Join Blue Ruin for live music on these dates! July 14th - Bryan Russo 8-10pm […]
Nathan sails from May through October. Each sail is two hours long and generally includes an oyster dredging demonstration. Sails are unique depending on wind, weather, captain and crew. Advance […]
FELLOW SAUCE LOVERS! Join us for a Deliciously Epic Adventure. Taste Bud Exploding Local & National Sauce Companies! Varieties of Award-Winning Savory, Sweet, Hot, Tangy & more! FIND YOUR FLAVOR: […]
Take a relaxing 3-hour cruise and live show on one of the most exciting attractions offered on Maryland’s Eastern Shore! The boat offers a fully enclosed lower deck with heating […]
Nathan sails from May through October. Each sail is two hours long and generally includes an oyster dredging demonstration. Sails are unique depending on wind, weather, captain and crew. Advance […]
Thunder on the Choptank Boat Races at Gerry Boyle Park at Great Marsh.
