Eastern Shore Visitor

Eastern Shore of Virginia and Maryland Events May 2018

Festivals, parades and celebrations on the Eastern Shore of Virginia and Maryland's Eastern Shore in May of 2018.

May 4, 2018 - Chestertown First Fridays. Shops and restaurants in downtown Chestertown stay open late and host special events. Chestertown, MD.

May 5, 2018 - Six Pillars Centrury Bike Ride. This cycling event at Blackwater National Wildlife Refuge has three courses to choose from. Cambride, MD.

May 5, 2018 - Chincoteague Seafood Festival. All-you-can-eat seafood feast, plus live music. Held at Tom's Cove Park on Chincoteague Island. Noon to 4:00 p.m. Chincoteague, VA.

May 12, 2018 - Somerset Strawberry Festival. Strawberries, live music, exhibits, kids' activities, and more. Held in Marion Station, MD.

May 12, 2018 - Second Saturday in Cambridge. Shops and galleries stay open late with specials, art gallery receptions, and more. Cambridge, MD.

May 19, 2018 - St. Michaels Running Festival. Multiple foot races, including a half marathon. St. Michaels, MD.

May 19, 2018 - Kent Island Day. This event commemorates the 1631 founding of Kent Island with a parade, historic exhibits, and more. Kent Island, MD.

May 20, 2018 - Community Day & Maritime Model Expo at Chesapeake Bay Maritime Museum. Free admission, live music, regional food & drink, family activies, and boat rides, plus model boat exhibits, demonstrations, and races. St. Michaels, MD.

May 25 - 27, 2018 - Chestertown Tea Party. Big annual weekend event marking Chestown's Colonial rebellion against the tea tax. Wide variety of events scheduled. Chesertwon, MD.

May 27, 2018 - Soft Shell Spring Fair. Annual festival with seafood, live entertainment, and arts & crafts. Crisfield, MD.