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

12 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
Dancing Under the Stars in Snow Hill
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
Easton’s 4th of July Celebration Carnival
Simpatico Welcomes Giuliano Hazan for Cooking Classes in St. Michaels
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11 events,

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15 events,

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11 events,

First Friday of the Month Gallery Walk in Downtown Easton
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12 events,

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11 events,

2024 Breaker Rock Beach in Cambridge

11 events,

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11 events,

Snappers Waterfront Tiki Events this Summer in Cambridge

11 events,

14 events,

Food Truck Night In Queenstown
Blooms and Brews @ Corah’s Corner and more Summer Events
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17 events,

Monthly Bingo in Easton
Thunder on the Choptank Boat Races in Cambridge
Portside Seafood Restaurant Live Music all Summer Long in Cambridge
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16 events,

18 events,

Emily’s Produce In Cambridge
Academy Art Museum in Easton

17 events,

19 events,

10th Annual Sudlersville Peach Festival At Godfrey’s Farm

19 events,

Tiger Lily Restaurant & Tiki Bar & More Summer Events