This Season's Smartest Headwear

Lady in Red 

This reconfigured fedora by Eugenia Kim features a wool felt construction, matching band, and unique, geometric crown.
$425, Eugenia Kim, online only


Fierce Fedora

Fedoras are back in fashion, and Rag & Bone’s simplified version is one of the best out there. Their Floppy Brim Fedora sports dark wool and a leather accent band, making for a surprisingly timeless look. 

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$195, Rag & Bone, online or at NeimanMarcus

Oh, Panama! 

Panama hats are always a safe bet. Madewell X Biltmore’s version is constructed with oversight by Eric Lynes, head of a century-old haberdashery — ensuring a good fit and solid style. Who says you can’t wear white after Labor Day?

$58, Madewell, The Westchester, White Plains


Last Straw

Straw might not scream C-suite, but Banana Republic’s Braided Straw Hat provides the ideal late-summer insouciance. The on-trend material and relaxed construction make it an easy way to add a bit of style when running between boardrooms.

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$39.50, Banana Republic, multiple locations and online


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