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

17 events,

Waterfront Concerts in the Park Kick Off in St. Michaels
17th annual St. Michaels Concours d’Elegance on Chesapeake Bay & 8th Annual Chesapeake Bay Motoring Festival
Sip | Savor | Shop in Easton
Easton’s Farmers Market
Easton Trivia Nights at Doc’s Downtown Grille
Old School R&B Crab & Cruise in Crisfield
Live Music all Summer at Foxy’s Harbor Grille in St. Michaels
First Friday of the Month Gallery Walk in Downtown Easton
Snappers Waterfront Tiki Events this Summer in Cambridge
Food Truck Night In Queenstown
Blooms and Brews @ Corah’s Corner and more Summer Events
Monthly Bingo in Easton
Thunder on the Choptank Boat Races in Cambridge
Portside Seafood Restaurant Live Music all Summer Long in Cambridge
Emily’s Produce In Cambridge
Academy Art Museum in Easton

19 events,

10th Annual Sudlersville Peach Festival At Godfrey’s Farm

19 events,

Tiger Lily Restaurant & Tiki Bar & More Summer Events

17 events,

18 events,

20 events,

Talbot County Fair Celebrating 40 Years in Easton
Books And Beer At Cult Classic Brewing Company In Stevensville

22 events,

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19 events,

19 events,

Pinot on the Patio in St. Michaels

17 events,

18 events,

18 events,

Clipper ship Pride of Baltimore II In Cambridge
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