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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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Today

  • 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. […]

  • 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 […]

  • 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 […]

    $85

  • Cambridge Farmers’ Market

    Operating May through November in 2023, Thursdays from 3pm – 6pm, the Long Wharf Farmer’s Market is a local favorite!  What’s better than a waterfront Farmer’s Market? The market is […]

    Free

  • Easton Farmers Market (May 13th)

    From local produce growers to watermen, from bakers to crafters and local artisans, the Easton Farmers Market provides an entire meal, home décor and unique gift items in a friendly […]

    Free

  • Blackwater Refuge Wildlife Drive

    The 4-mile long Wildlife Drive is open from sunrise to sunset every day, takes you through several types of wildlife-rich habitat found at Blackwater National Wildlife Refuge.   Wildlife Drive […]

    $3

  • Emily’s Produce

    The market with a U-Pick strawberry, blackberry, blueberry and cherry patch, U-Cut flower patch, and a beautiful selection of hanging baskets, perennials, annuals, and planters straight from their own greenhouse. […]

    Free

  • Wine Tasting at St. Michaels Winery

    Wine tastings Hours Monday - Saturday (12pm-5pm) Sunday (12pm-4pm)  With 18 wines in our cellar, we have something for every pallet. Tasting Fee: $1.00 per wine sampled Glasses:  Glasses of […]

    $1

  • Old Courthouse Distillery

    Once the oldest working courthouse in Maryland now currently the Old Courthouse Distilling was established in 2019! Distillery Hours Wednesday - 3:00pm to 9:00pm Thursday - 3:00pm to 9:00pm Friday […]

    $10

  • Kent Island Farmers’ Market (May 18th)

    With over 30 local vendors at KENT ISLAND FARMERS’ MARKET at Cult Classic Brewery Year-round every Thursday. Hours 3:30- 6pm through Spring, Summer and Fall. January through March 3:30- 5:30. […]

    Free