Above, medium-brim straw fedoras, like these from JJ Hat Center, are a safe bet for most men. Photo: JJ Hat Center. Does this hat make me look too hipster?

The Best Men’s Hats for A Cool Summer, ... Allsaints ramskull straw fedora. All Saints Ramskull Straw Fedora. Advertisement. Advertisement. Advertisement. Advertisement. $99. Buy now . 5.

2025 Kentucky Derby outfit ideas for men. There is a feeling of whimsy in the air on Derby Day and guys, you'll want to rise to the occasion. Remember that you aren't dressing for the office or a ...

A straw fedora is a classic men's hat to wear to the Kentucky Derby. This cream-colored medium brim fedora has a black and grey ribbon. An easy accessory to coordinate with the gentleman's ...

At Esquire, we can get behind the right fedora, which always means high quality felt and a man-sized brim. But the cheap little straw numbers that have haunted us for the last decade are another ...

Fedoras are in vogue and not to go out of style anytime soon. It’s a versatile hat and is considered one of the trendiest headpieces for men as well as women. These hats look more formal compared to a ...

Pair a straw fedora with a short-sleeved button-up shirt and chinos for a casual warm-weather ... Here are the best men's fedoras you can buy: Best men's fedora overall: Bailey of Hollywood Blixen; ...

Around 1910, men wore straw boater hats during the summer. Connie Mack, manager of Major League Baseball's Philadelphia Athletics, in 1911. GHI/Universal History Archive via Getty Images ...

The Best Men’s Hats for A Cool Summer, From Classic Baseball Caps to Hollywood-Loved Fedoras. From Troy Kotsur's Oscar acceptance cap to cool snapback styles, we've rounded up over 15 hats you ...

From straw fedoras and maxi skirts to lace-up work boots and minidresses, see how the Mad Men star (and new mom!) expertly mixed masculine and feminine styles for a truly chic maternity wardrobe ...