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.
|
Sunday
|
Monday
|
Tuesday
|
Wednesday
|
Thursday
|
Friday
|
Saturday
|
|---|---|---|---|---|---|---|
4 events,
The 4-mile long Wildlife Drive is open from sunrise to sunset every day, takes you through several types of wildlife-rich habitat found at Blackwater National Wildlife Refuge. Wildlife Drive is paved, and can be accessed by vehicle, bicycle, or foot. An entrance fee is required for the Drive, and can be paid at the […]
$3
The market with a U-Pick strawberry, blackberry, blueberry and cherry patch, U-Cut flower patch, and a beautiful selection of hanging baskets, perennials, annuals, and planters straight from their own greenhouse. Delicious homemade desserts are made daily. The market offers the freshest and sweetest homegrown sweet corn and tomatoes starting in late June as well as […]
Free
Take a relaxing 3-hour cruise on one of the most exciting attractions offered on Maryland’s Eastern Shore! The boat offers a fully enclosed lower deck with heating and air conditioning, as well as a covered upper deck with a great view of the river. Catered by Suicide Bridge Restaurant and features local seafood and Eastern […]
$75
Operating May through November in 2023, Every Thursdays from 3pm – 6pm, the Long Wharf Farmer’s Market is a local favorite! What’s better than a waterfront Farmer’s Market? The market is situated in the Long Wharf park, nearby public parking. The market is within walking distance to the Municipal Marina, Skipjack Nathan, the replica Choptank […]
Free
|
6 events,
Add a little extra sparkle and excitement to your vacation with the local area's fireworks!
Free
-
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 reservations are recommended and accepted online use the link below, until midnight of the day before the sail. We carry up to 20 passengers per […]
$40
|
|||||
8 events,
-
Take a relaxing 3-hour cruise and dinner on one of the most exciting attractions offered on Maryland’s Eastern Shore! Followed by a beautiful display of fireworks!! The boat offers a fully enclosed lower deck with heating and air conditioning, as well as a covered upper deck with a great view of the river. Catered by […]
$90
-
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 Crab Soup, Fried Chicken, Clam Strips, Corn on the Cob, Cole Slaw, Dessert, Non-Alcoholic Beverages. Followed by the fireworks around 9:45pm
$90
-
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, MD. And at Long Wharf Park, High and Water Streets in Cambridge. Fireworks generally start at dusk, around 9:15pm. Bring your own chairs or blankets […]
Free
|
||||||
5 events,
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. Layton's Chance Vineyard & Winery Summer Concert with Uprizing Saturday, July 22, 2023 from 6:00 PM to 9:00 PM EDT Uprizing will be playing music […]
Free
|
6 events,
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 July 21st - Jayme Dingler 8-10pm July 22nd - Garrett Roe Karaoke 7-10pm July 28th - Alli Pinsky 8-10pm July 29th - Sam Pugh 7-10pm […]
Free
|
8 events,
-
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 reservations are recommended and accepted online use the link below, until midnight of the day before the sail. We carry up to 20 passengers per […]
$40
-
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 and air conditioning, as well as a covered upper deck with a great view of the river. Catered by Suicide Bridge Restaurant and features local […]
$85
|
||||
8 events,Thunder on the Choptank Boat Races at Gerry Boyle Park at Great Marsh.
-
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 reservations are recommended and accepted online use the link below, until midnight of the day before the sail. We carry up to 20 passengers per […]
$40
|
||||||
