Gabe Gordon wears many hats. He is a designer, of course—the creative director of his eponymous brand showing at New York Fashion week for the first time on February 6.

And not just one American designer but, for the hat, Eric Javits, a New York milliner, and, for the coat, the New York designer Adam Lippes (whose work she and Jill Biden had previously worn).

From traditional hats to fascinators and headdresses, the best looks at the 151st running of America’s most fashionable sporting event. Rain at Churchill Downs altered the plans for many at this ...

The hats range in price from $35.99 to $47.99, depending on the fit, and they are available for 30 teams in the MLB, including the New York Mets and Los Angeles Dodgers.