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2X & 3X Sizes F/W

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Jb Stetson Wool Newsboy Cap - The Kennet - image

JB Stetson Wool...

The Jb Stetson Lenox Trilby - image

The JB Stetson Lenox...

The Dobbs Raconteur - image

The Dobbs Raconteur

The Bailey Casson - image

The Bailey Casson

The Bailey Barr - image

The Bailey Barr

Stetson Fur Felt Fedora - The Weekender - image

Stetson Fur Felt...

Stetson Fur Felt Fedora - The Stratoliner - image

Stetson Fur Felt...

Stetson Fur Felt Fedora - The Temple - image

Stetson Fur Felt...

Stetson Fur Felt Fedora  - The Stetson Downs - image

Stetson Fur Felt...

Stacy Adams Wool Felt Dress Hat - The Homburg - image

Stacy Adams Wool Felt...

Stacy Adams Pork Pie Hat - The Rocker - image

Stacy Adams Pork Pie...

Men's Formal Top Hat In Wool Felt From Scala  - The Mad Hatter - image

Men's Formal Top Hat...

Scala Wool Felt Homburg -  The Godfather - image

Scala Wool Felt...

Leinburd/Crown Cap Men's Diplomat - The Shearling Diplomat - image

Leinburd/Crown Cap...

Paul Leinburd Leather Cap - The Fur Trimmed Cap - image

Paul Leinburd Leather...

Paul Leinburd Bombardier - The Leather Bombardier - image

Paul Leinburd...

Authentic French Beret  - The Basque Beret - image

Authentic French...

Kangol Woolen Winter Ivy Cap - The Classic Ivy - image

Kangol Woolen Winter...

Jb Stetson Stingy Brim Hat - The Suede Fedora - image

JB Stetson Stingy...

Jb Stetson Ivy Cap - The Herringbone Modesto - image

JB Stetson Ivy Cap

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Men's large and extra large hats for Fall/Winter (F/W) are for large and extra large heads, in sizes 2X and 3X, and they can be hard to find. So too can extra large hats for Spring and Summer, which we carry in our 2X & 3X Sizes S/S category. Thank goodness for and our helpful hat sizing chart! If you're a hard-to-fit man with a Size 8 head, measuring 25 1/4 inches (or you're shopping for someone with those measurements), you'll be happy with our truly extensive collection of men's hats in sizes 2X and 3X. Every style is represented too, from berets and Greek Fisherman caps to winter hats and dress hats like Stetson's new fur felt fedora, Le Chiffre, with sizes up to

7 3/4 available. Another dress hat for men with big heads is from Borsalino. Called The Traveller, this unlined open crown fedora is offered in a Deep Blue up to size 7 7/8. There's The Tino from Bailey of Hollywood to consider: it's a water repellant wool felt fedora with a center dent crown and snap brim. It's an elegant piece and is offered in sizes including Extra Extra Large.

When it comes to flat caps and newsboys in large and extra-large sizes, we've got you covered too. From JB Stetson, you'll see XXL caps like The Belfast Herringbone Tweed, and The Patchwork, a wool ivy cap also offered in sizes to Extra Extra Large.

Winter hats need to fit properly in order for your head to stay warm, and we've got a full line-up of cold weather headwear in large sizes, like The Persian Envoy, a dress winter hat made from genuine Persian lambs wool with a woolen pull-down ear band and fully lined with a plush quilted lining for added warmth. You can also get The Diplomat in size XXL, which is similar in style to The Persian Envoy, and is also from Leinburd/Crown Cap. Made of tough, plush sheepskin shearling, you can get extra protection and warmth by pulling the fur trim down around your ears and neck. People who have bought this hat leave five-star reviews that read:

  • This is a very warm and comfortable hat. I have received many compliments, especially on cold winter days. I love this hat!
  • This is a good looking, comfortable and well made hat. I recommend it without reservation.
  • A beautiful, soft, comfortable match to any brown or camel topcoat. Great features for cold weather use without the price of the Diplomat.
  • Bought this hat for my father to ward off the Minnesota winter. It's very stylish. He seems to enjoy it very much.
  • For ultimate protection on a cold winter day, the Leather Bombardier is a classic trooper-style hat from Paul Leinburd of Canada that is made to fit heads up to size 2X. It features rabbit fur in the front which snaps in place and has rabbit fur-lined earflaps for added warmth, secured with a leather tie and buckle. A delighted customer told us: "My husband has a largish head and it's quite difficult finding hats in his size. I gave him the hat as an anniversary gift and he was very pleased that it fit."