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.

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Easton’s Fall Kickoff 2023

October 6, 2023 @ 5:00 pm - October 7, 2023 @ 7:00 pm

Autumnal decorations and the feeling of seasonal warmth will be all around downtown Easton for a two day Fall celebration!

Fall Kick Off /October First Friday Gallery Walk

Giant pumpkins will decorate the downtown streets at this festive annual event. Events around town will celebrate the theme “Fall into Chesapeake!” Galleries will be open for First Friday Gallery Walk.

October 6 & 7, Downtown Easton

Welcome To Fall!

The Fall Kick-Off weekend is a time to celebrate our outdoor beauty, while our indoor activities are heating up!

This year the weekend will include:

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