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.
 

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!

17th annual St. Michaels Concours d’Elegance on Chesapeake Bay & 8th Annual Chesapeake Bay Motoring Festival

Kent Island Yacht Club will host two prestigious events this year – the 8th annual Chesapeake Bay Motoring Festival on June 8-9, and the 17th annual St. Michaels Concours d’Elegance on Chesapeake Bay on September 27-29. Both events are presented by St. Michaels Concours d’Elegance on Chesapeake Bay. Venue: Kent Island Yacht Club The event […]

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 […]

36th Annual Antique and Classic Boat Festival and Costal Arts Fair in St. Michaels

We cannot wait for the 36th Annual Antique and Classic Boat show at the Chesapeake Maritime Museum in beautiful Saint Michael’s, Maryland. This year, the theme is “It’s All About Fishing”. Come see amazing antique boats, classy classic boats, and awesome vendors! Registration for vendors and boats is open now! Venue: Chesapeake Bay Maritime Museum […]

Dancing Under the Stars in Snow Hill

Dance the night away with music by Classic Vibe. FREE to attend. Food and fun! Cash Bar with all proceeds going to Downtown Snow Hill, Inc. Venue: Event by Downtown Snow Hill in Sturgis Park Organizer: Sturgis Park

Easton Trivia Nights at Doc’s Downtown Grille

Let's Do Trivia! is a weekly, team-based, live-hosted pub and restaurant trivia game show. FRIENDS * FOOD * FUN! FREE TO PLAY - BIG PRIZES TO WIN! $40 First Place + more! Our team-based trivia game is perfect for groups of friends, family, or co-workers. Let's Do Trivia! gives you time to answer questions while […]

Old School R&B Crab & Cruise in Crisfield

Get ready for the ultimate seafood extravaganza of the summer! This event has premium crabs measuring 6 1/4" up to 8"! 97.5FM DJ, Big Mark will be mixing up the […]

Adult Field Day at the Layton’s Chance Winery in Cambridge

Step back into the carefree days of childhood with a twist at our Adult Field Day at the Winery. This event promises a delightful blend of nostalgia, fun, and friendly competition. Get ready to unleash your inner child with a series of classic field day games, all with an adult-friendly spin. Wear your favorite retro […]