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.

Calendar of Events

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

10 events,

Easton’s Farmers Market
Easton Trivia Nights at Doc’s Downtown Grille
Old School R&B Crab & Cruise in Crisfield
First Friday of the Month Gallery Walk in Downtown Easton
Monthly Bingo in Easton
Academy Art Museum in Easton
Tiger Lily Restaurant & Tiki Bar & More Summer Events
Talbot County Fair Celebrating 40 Years in Easton
Clipper ship Pride of Baltimore II In Cambridge
Skipjack Race & Festival

11 events,

-

9 events,

Emily’s Produce Harvest Celebration in Cambridge

9 events,

9 events,

9 events,

10 events,

8 events,

7 events,

9 events,

Easton’s Fall Kickoff Weekend