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May Events in Delaware


New Castle County

On the first Sunday of May, attend Point-to-Point at Winterthur Museum, Garden & Library. Compete in the popular tailgate competition, take a carriage ride, and enjoy steeplechase and pony races at the rolling property. Don’t forget your fancy hats, ladies.

A Day in Old New Castle
Our version of Colonial Williamsburg comes to life when the town welcomes visitors to explore our past and present. The state’s oldest home and garden tour lets festival-goers step back in time while strolling The Strand and Market Green, which appear much as they existed in the 1700s. Some of the most historically significant homes in the state are open for tours. It only happens once a year.

Wilmington Flower Market
Held each Mother’s Day weekend since 1921, the flower market offers a huge selection of plants and flowers, as one would expect. But the event, held at Rockford Park in Wilmington, also blooms with crafts, food, rides and entertainment.


Kent County

Dover Days
The largest festival in Kent County celebrates Delaware history in the state capital. The event turns 80 this year and will feature a Kids Zone, classic car show, artisans, crafters and food vendors. A highlight is always children dressed in Colonial attire dancing around the maypole on The Green in Dover.

NASCAR at Dover
International Speedway
The giants of NASCAR stage a three-day weekend of racin’ and wreckin’ at Dover International Speedway. Find out why they call it the Monster Mile.

Strawberry Festival
Stop by Fifer Orchards in Wyoming for this celebration of everything strawberry.


Sussex County

Seaford Heritage Weekend
This event at the Governor Ross Plantation features a living history encampment, demonstrators, crafters, exhibitors and a display of antique cars.

Horseshoe Crab & Shorebird Festival
Take a boat ride or a canoe trip, grab some food and listen to music at Milton Memorial Park and Prime Hook National Wildlife Refuge.

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