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.

  • “Hello Spring” Annual Spring Celebration In Stevensville

    Annual Spring Celebration!! Come celebrate sunshine and flowers! We have the sweetest little free gift (with purchase) for you along with sweet treats, tasty drinks and lots of other specials. We will be donating 10% of our sales this day to our new neighbor and nonprofit, Ebeauty. Ebeauty's mission is to improve the quality of […]

  • Annual Easter Egg Hunt In Easton

    Thousands of eggs will be spread out on the Talbot County Courthouse grounds on Saturday, March 30, along with a special appearance by the Easter Bunny! DETAILS Date: March 30 Time: 10:00 am - 11:00 am Event Categories: Community Event, Featured, Kids & Family Events, Outdoor Event Website: https://discovereaston.com/community-event/eastons-annual-easter-egg-hunt/ ORGANIZER Discover Easton VENUE Talbot County […]

  • Corah’s Corner Annual Easter Brunch In St. Michaels

    Come and join Corah's Corner for our Annual Easter Brunch! We will have a Special Easter Brunch menu, a special kiddo menu, Bottomless Mimosas & Bloody Mary’s, Fun Craft Cocktail and More!!! LIVE Music with Sam Pugh starting at 11am!!!  Reservations Preferred 410-745-8008 Venue: 105 N Talbot Street, Saint Michaels, MD Event by Corah's Corner

  • Corah’s Corner Easter Brunch W/ Easter Bunny In St. Michaels

    Corah's Corner will have Easter Brunch on Sunday, April 9th from 10am-3:30 pm- The Easter Bunny Brunch portion for the kiddos will be from 10-12 am! Parents! Here’s your photo opportunity!!!! It’s going to be our BEST, most delicious Easter Brunch yet!!!! Reserve spot: 410-745-8008 Venue: 105 N Talbot Street, Saint Michaels, MD

  • 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, from 10 a.m. to 2 p.m. A springtime favorite for 24 years on the Mid-Shore, the event celebrates the various cultures contributing to the rich […]

  • 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 host a Spring Sip & Paint session on Saturday, April 27th. Tickets: $40 Event by Far Eastern Shore Winery Venue: 8370 Ocean Gateway, Easton, MD, United […]

  • 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 miss it! Event by Amish Country Farmers Market in Easton, MD   Amish Country Farmers Market in Easton, MD

  • 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 aged Graviera and Kefalotyri, complemented by an exquisite selection of Mediterranean olives, traditional Greek spreads. Sip and savor the complexity of Greek wines, each bottle […]

  • 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 Deck and the Hyatt Place Kent Island.   No cost to enter and no cost to park. Crab Deck is open during the event with […]

  • Paint Nite: Whimsical Tulip in Easton at Tiger Lily

    Paint Night: Unleash your inner artist Make a masterpiece out of your night out! Grab your friends and join us this week for an Original Paint Nite party. Our talented local artist Kristi Egner will guide you through all the steps to create your chosen painting in under two hours. You won't believe what you […]

  • Chesapeake Bay Week Film Festival: “Water’s Edge: Black Watermen of the Chesapeake”

    Celebrate the 20th anniversary of Chesapeake Bay Week with a special film festival, presented by CBMM in collaboration with Maryland Public Television. Dive deep into the Bay's rich history through the inspiring stories of the people who call it home. Throughout this three-day preview event, enjoy advanced screenings alongside panel discussions and expert talks, as […]