Cover Collection: High-Fashion Hats for the Kentucky Derby
Long before most of us were old enough to know what a horse was (let alone a mint julep), Post ladies were dazzling us with their chapeaus.

by Alonzo Kimball
February 8, 1908
This pretty lady was quite a standout in 1908, with a hat large enough to serve as shade for three. This one must have required several hatpins to secure.

by Harrison Fisher
January 18, 1908
Harrison Fisher was an artist who graced many Post covers with lovely ladies. This hat requires a profile view for best effect. One wonders what poor bird(s) suffered for this work of art. Well, they say beauty has its price.

by Harrison Fisher
5/21/10
There are dozens of Post “hat ladies” to choose form, but we couldn’t resist this gorgeous paisley turban. This was also painted by artist Harrison Fisher. We love the color reproduction for 1910.

by Harrison Fisher
November 25, 1911
Let’s hope that fancy motor car doesn’t get up too much speed! Somewhere between glamorous and…well, crazy, these hats make a fashion statement…of some kind. Luckily there was still room in the car for the dog.

by Harrison Fisher
January 20, 1912
Artist Harrison Fisher must have done some serious hat shopping. In “Coffee and Conversation” from 1912, this lady’s headgear is bound to turn some heads. We kind of see Lady Gaga going for this one.

by Penrhyn Stanlaws
March 24, 1928
Thank goodness for Derby Ladies! Where else can we drool over these beautiful hats these days? Such as this simply elegant cover from 1928.

by Alfred Panepinto
August 21, 1937
It’s Derby Day! Make sure to bring your binoculars so you can watch your favorite pony round the track.
Descriptions courtesy of Diana Denny.