Events on Maryland’s Eastern Shore

 
Looking for something to do in Maryland’s Eastern Shore? You’re in luck! The area is full of exciting events that are sure to delight locals and visitors alike. Whether you’re interested in food and drink festivals, live music, art exhibits, or cultural celebrations, there’s always something happening in this vibrant community.
 

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Mimosas for Mommy in St. Michaels

Celebrate Mom in Style at The Galley Restaurant! Treat Mom to an unforgettable Mother's Day experience at our 4th Annual Mimosas for Mommy Celebration! Indulge in a relaxing brunch that […]

Mother’s Day Sip & Paint in Easton

Looking to spend some quality time with Mom this Mother's Day? Well, look no further. Far Eastern Shore Winery will be hosting our 3rd Annual Mother's Day Sip & Paint on Sunday, May 12th. Enjoy a rousing afternoon of wine or slushies, unforgettable memories with Mom, and, of course, painting! Get $5 Off with promo […]

2024 Cambridge Classic Powerboat Regatta

Racing since 1911, the oldest active powerboat race in the country happens right here in Dorchester County, Maryland. This year's race will be held on May 18-19, 2024 on the Choptank River. About 70 boats are expected to be on hand to create an exciting two days of racing. Admission is FREE with a $5 […]

Coastal Crab Art in Cambridge

Event by Prodigal Creations Of Princess Anne   Venue: 1000 goodwill ave Cambridge Md   Tickets: https://l.facebook.com/l.php?u=https%3A%2F%2Fsquare.link%2Fu%2FfErOwYqZ%3Ffbclid%3DIwZXh0bgNhZW0CMTAAAR0KbCjOiy2Aa42_hIhL3dOfi4Ph4WHnAT8hWN2BpgDUHAyVbeinGzFyLxA_aem_AdUE1ZDJadUPgWXmDf4nZ8-3qPkAa3jAx5yj79L_4jq5VB9meuy0eCDjqzdxWb_Jv888iL_eklZln32zm3Qi4Wqq&h=AT0rSgshAHtpyMe4RIfBDkY0VNO8Cmu7sUSTXQdUSY-XFPtnEOLWDsopCCjSiCy7I3CPcWaSELMhkj0OzUySVKM0XZX2Zx9oGQu_ZesJC6F7SkF2IjjNra_AHD8OjuQ15gALFEC8OfsTNzf78FSvkQiWMWE

43rd Annual Strawberry Festival in Ridgely

Music, food, Strawberry Shortcake, Entertainment, Children's activities, Parade, Craft vendors, Strawberry Chase, Informational booths, Model Train Display and so much more!   Event by Brenda Walls   Martin Sutton Memorial Park 232 W 4th St, Ridgely, MD 21660, United States

Waterfront Concerts in the Park Kick Off in St. Michaels

The St. Michaels Community Center is pleased to announce our 2024 schedule for our Concerts in the Park series, kicking off on Thursday, May 30, 2024 and continuing every Thursday through August 29 (except July 4) beginning at 6 p.m. at the waterfront Muskrat Park in St. Michaels. Concerts feature fabulous local talent on the […]

Chamber Music Festival 2024

Ebenezer Theater 17 S Washington St, Easton, MD, United States

More information coming soon!

St. Michaels Brew Festival

St. Michaels Brewfest is celebrating 10 years! Brewfest continues to bring specially crafted regional and National beers to this Pre Summertime Beer Festival! Offering the full spectrum of beers from Summer Hefeweizens and Pilsners to IPA's and Complex Porters. The historic harbor of St. Michaels, Maryland, attendees can casually stroll between three different pouring venues […]

IRONMAN 70.3 Eagleman

Gerry Boyle Parl Somerset Ave, Cambridge, MD, United States

Take Flight and Soar An authentic Chesapeake town on Maryland’s storied Eastern Shore, lies the historic IRONMAN 70.3 Eagleman. A big race for a small town, experience Cambridge’s history and charm while enjoying the vibrant art scene, local restaurants and breweries, fresh seafood, and family-friendly adventures. With over 25 years of racing, get ready to soar towards the finish […]

Sip | Savor | Shop in Easton

Sip | Savor | Shop invites you to join us for an evening of culinary delights and shared moments. At the event, you can sample our Greek gourmet products, including a red and white wine, artisanal hard and soft cheeses, filo-wrapped delights like spanakopita and tiropita, a variety of Greek olives, and some of the […]