Delaware’s Derby, the famed Point-to-Point Steeplechase races at Winterthur, takes off every year on the Sunday after that other derby in Kentucky. Steeped in the most beloved traditions of the Brandywine Valley, you might see Martha Stewart riding in on an antique carriage before hosting an elegant tailgate as the horses fly by. Bring your own food and wine, get tickets to one of the exclusive tents (like the one hosted by Dogfish Head Craft Brewery), or just do what most locals do and glom off a friend’s tailgate. Whatever you do, don’t forget to dress the part.

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