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.

Ongoing

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 […]

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 […]

Chesapeake Bay And Maryland Eastern Shore Bike Tour

Delight for four relaxing days in the food, history, and culture of Maryland's Chesapeake bay! You will ride along the historic Eastern Shore with the perfect mix of easy riding , gorgeous scenery, sumptuous seafood, boutique shops, and classic bayside towns from the 1600s. Explore at your own pace with our SAG wagon always nearby […]

Movie Night at The Ebenezer Theater: Hidalgo

Hidalgo is an epic biographical film based on the legend of the American distance rider Frank Hopkins and his mustang Hidalgo racing in 19th century Arabia against Bedouins riding pure-blooded […]