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.

  • 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 […]

  • 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 […]

  • Queen Anne’s County Fair in Centreville

    View the website below for all this fair offers! Organizer: Event by Queen Anne's County 4-H Fair Venue: Centreville, MD, United States, Maryland 21617 Website: https://www.qacfair.com

  • Kent Island Farmers Market Fall Opening

    Kent Island Farmers market is in their winter hours 3:30-6:00We are a year round farmers market! All vendors accept credit cards and or online payments POP UP VENDORS FOR THIS […]

  • 5th Annual EycktoberFest in Queenstown

    Join us for our 5th Annual EycktoberFest! YOU have made this event our favorite every year! German-inspired eats by Field Kitchen! Games of skill including the Stein Hoist, Hammerschlagen and […]

  • All-You-Can-Eat Seafood Extravaganza

    Date and time   Wednesday, September 25 · 11:30am - 3pm EDT Location   Somers Cove Marina 715 Broadway Ave Crisfield, MD 21817 Show map Refund Policy Refunds up to […]

  • Chefs Table Seafood Night in Stevensville

    Event by Kent Island Resort Venue: 500 Kent Manor Drive, Stevensville, MD, United States, Maryland 21666 Tickets · $103.22 www.eventbrite.com/e/chefs-table-seafood-night-tickets-942553020457 C Join us for Chef's Table, featuring a curated menu […]