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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  • Saint Patrick’s Day Parade

    Each year Easton celebrates Irish heritage during our St. Patrick’s Day festivities! The Easton Saint Patrick's Day Parade starts at 5:30 p.m. and features over 40 floats, bands, classic cars, and local businesses. The Annual Potato Races take place downtown immediately following the parade. Come celebrate with us on Saint Patrick's Day.

  • Easton’s Annual Easter Egg Hunt

    Thousands of eggs will be spread out on the Talbot County Courthouse grounds on Saturday, April 8. Enjoy free face painting and an appearance by the Easter Bunny!

  • Taste of St. Michaels Tasting Crawl

    Taste of St. Michaels includes a Tasting Crawl on Saturday, April 15th from 11am – 4pm which allows participants to literally eat their way around the Town at award-winning restaurants. Each tasting venue will have tasting selections that feature food and drinks, Chesapeake Bay inspired. Tastings can be purchased, ranging from $1-$5, at participating venues […]

  • Family Art Day – eARTh Arts Day Extravaganza!

    Make art together during these fun days for all ages! eARTh Arts Day Extravaganza! Saturday, April 22 10 am–1 pm FREE There is no cost to participate in Family Art Days, but please let AAM know if you are coming, as it will help them plan. Sign up online!

  • 2023 Spring Fling

    Let’s welcome all new beginnings for Cambridge Main Street with an evening of dinner, drinks, dancing, and a live auction. Ticket price includes 2 drink tickets. We look forward to welcoming you! Funds raised from Spring Fling go to support Cambridge Main Street operating expenses.

    $85