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.

  • Annual Multicultural Festival in Easton

    Save the date! The Avalon Foundation’s Annual Multicultural Festival returns to Easton’s Idlewild Park with a fun day of diverse musical traditions, arts, and food on Saturday, May 4, 2024, […]

  • Spring Paint & Sip

    Spring is in the air, and brighter days are ahead. Looking for a fun excuse to get out of the house? Well, look no further. Far Eastern Shore Winery will […]

  • Outdoor Pig Roast And Open Pit Chicken BBQ

    Join us for the first outdoor pig roast and open pit chicken BBQ of the season! Pulled Pork Sandwiches and all the fixings, plus that delicious fresh bbq chicken! Don't […]

  • Sip | Savor | Shop

    Immerse yourself in the enchanting flavors and cultural richness of Greece at our monthly Greek food experience! Discover an enticing assortment of cheeses, ranging from creamy feta and Manouri, to […]

  • Kent Narrows Boat Expo

    3 Weekends to browse, tour and shop new and used boats.   The docks are connected from Safe Harbor Narrows South to Fisherman's Village with access to docks at Crab […]

  • Sea Glass Crab Workshop at Alibi Gastropub

    Sunday April 14 4-6pm Tickets: $46 Join us for a fun creative evening at Alibi Gastropub in Centreville to create our newest piece. We will be using paint and tumbled sea glass to create our coastal inspired blue crab. Seasoned crafters and beginners welcome. Don’t forget it’s happy hour all day long so come out […]

  • Taste Of St. Michaels

    Town of St. Michaels 101 N Harbor Rd, St.Michaels, MD, United States

    Come Hungry...Leave Happy! Taste Of St. Michaels includes a tasting crawl on Saturday, April 15th from 11 am - 4 pm.   The Tasting Crawl allows participants to taste their way around St. Michaels at award winning restaurants and other participating businesses in town, including lodging and shops around the Town of St. Michaels. Each tasting venue will […]

  • Tequila and Tulips

    Vintage Family Farms and Corah's Corner are teaming up again to bring you a create your own Tulip bouquet bar with our own field grown Tulips and your favorite Tequila […]

  • The Eastern Shore Sea Glass and Coastal Arts Festival

    The Eastern Shore Sea Glass and Coastal Arts Festival brings artisans and craftspeople who will exhibit and sell coastal and sea-glass related jewelry, home décor, art, and more. The popular […]