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.

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Wine & Unwind with Local Artists at Layton’s Chance

July 9, 2023 @ 1:00 pm - August 19, 2023 @ 5:30 pm

- Free

 

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 that makes you wanna dance! Food truck from That Kitchen $12/person 21+ advance tickets, $15 at the door Under 21 – FREE Gold Leaf Members 2 FREE tickets at the door, no reservations required
Layton’s Chance Vineyard & Winery

Wine & Unwind with Marianna Styles

Sunday, July 30, 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 Barcode Band

Saturday, August 19, 2023 from 6:00 PM to 9:00 PM EDT
Celebrate this gorgeous summer while dancing on the lawn with Barcode Band! Food truck TBD $12/person 21+ advance tickets, $15 at the door Under 21 – FREE Gold Leaf Members 2 FREE tickets at the door, no reservations required
Layton’s Chance Vineyard & Winery

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