Do you choose an elegant wide-brimmed hat or a sassy smaller fascinator? Will you celebrate trackside on Millionaires Row, or will you spend your Kentucky Derby Day at a house party with friends?

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Selecting the perfect headpiece for the Kentucky Derby can be as daunting as betting on the winner. Here are three must-know ...

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy. Made in the pork pie style, with a slender upturned brim and shallow ...

While straw hats are often reserved for the gents on Derby day, who says the ladies can't don one? An eye-catching ribbon is an elegant way to dress up a more understated straw topper, and this ...

With a nearly 30 year reputation for selling beautiful and affordable Kentucky Derby hats, Pix Shoes may be the best deal in ...