Though you should have a hat for every season, there’s no better time to wear one than in the late-fall and winter, when you get the practical benefit – keeping your head warm – as well as the style benefit. Here are a few of my favorite hat styles right now.

1. The Narrow-Brimmed Fedora

Hats for Men - Mens Winter Hats Goorin Bros Felt Fedora Hat - He Spoke Style

As worn last week. A narrow-brimmed fedora is a great starter hat for those just beginning to wade into the headwear waters. A feather is optional but adds a nice sartorial touch.

2. The Newsboy Cap

Hats for Men - Mens Winter Hats Wool Newsboy Cap - He Spoke Style

This is my go-to casual hat. I tend to wear it most on weekends and while traveling – times when I don’t feel like or don’t want to comb my hair.

3. The Fur Felt Fedora

Hats for Men - Mens Winter Hats Christys Fur Felt Fedora - He Spoke Style

A classic men’s hat. With a bit of a wider brim, it may not feel like the right hat for a headwear novice, but once you feel ready, this is one you’ll want to have. Like all classic menswear items, it looks great dressed up or down.

MORE: Explore looks with hats in the Style Guide.

Thanks for reading.

Stylishly Yours,

Brian Sacawa
He Spoke Style

Photography by Rob McIver Photo

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