Men's Winter Hats

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A winter hat earns its place on the first cold morning and keeps it for years. Our men's winter hats are all made with Australian wool: cowboy hats and gamblers, outback hats for work and weekends, fedoras and pork pies for town, plus a bowler and top hats for the occasions that call for one.

Conner Hats is a family business. Bill Conner has made hats in Byron Bay, Australia, for over 50 years, and his son Will created Conner Hats from that know-how. Many of these wool hats are crushable; a few, like the Stagecoach and The American Cattleman, are stiff on purpose.

Not sure of your size? Use our hat size chart. Every hat comes with our Limited Lifetime Guarantee (50% off if lost or stolen), and shipping is free over $79. Looking for more? See all winter hats and men's felt hats.

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Men's Winter Hats

Pick the wool hat that fits your winter

Start with what your days look like. Working outside or heading out on the land? A wool cowboy hat or outback gives you a brim for wind and weather. Mostly in town? A wool fedora, pork pie or gambler pairs well with a good coat. For weddings, holidays and nights out, a bowler or top hat finishes the outfit.

Every hat here is made with Australian wool. Many are crushable, and a few are stiff on purpose for a sharper western shape.

FAQs

A wider brim and a deeper crown help in the wind. Our wool outbacks and cowboy hats, like the Jackeroo, Banjo Paterson and Stagecoach, are made for time outdoors.

Many of our wool hats are crushable: they can be crushed flat for a short time and pop back into shape. Some are stiff on purpose and should not be crushed, including the Stagecoach, The American Cattleman, the Austin Cattleman, the Hat Bar Rancher and our top hats. Crushable is not the same as packable; only hats marked packable are made to travel folded in a bag.

Brush off dust now and then. Don't fully soak the hat; if it gets wet, let it dry naturally. A gentle stretch or a little steam brings back its shape. See our hat care guide for more.

Measure around your head just above the ears and across the middle of your forehead, then match the number to our hat size chart. Our hats run true to size, and two free size inserts help you fine-tune the fit.