Thanks for stopping by

Join our email list to receive special offers and discounts!

(All fields are required)

Special offers and deals Details     Cart : is empty.

A Hat For Every Head! Order by Phone: 1-800-357-4287
Hat Size | Recently Viewed |  - imageTrack Order | View Cart

2X & 3X Sizes F/W

Products per Page
The Bailey Tino - image

The Bailey Tino

Stetson Fur Felt Fedora - The Ripley - image

Stetson Fur Felt...

Jb Stetson Belfast Herringbone Ivy Cap - image

JB Stetson Belfast...
$135.00   $94.50

Jb Stetson Belfast Donegal Tweed Ivy Cap - image

JB Stetson Belfast...
$135.00   $94.50

Jb Stetson 150th Anniversary Belfast Ivy Cap - image

JB Stetson 150th...
$150.00   $105.00

Jb Stetson 150th Anniversary Hatteras Newsboy Cap - image

JB Stetson 150th...
$150.00   $105.00

Jb Stetson Wool Ivy Cap - The Belfast Patchwork - image

JB Stetson Wool Ivy...
$175.00   $122.50

Jb Stetson Wool Fedora - The Teton Patchwork - image

JB Stetson Wool...
$175.00   $122.50

Jb Stetson Wool Newsboy Cap The Hatteras Patchwork Brown - image

JB Stetson Wool...
$175.00   $122.50

Borsalino Fur Felt Fedora - The Traveller - image

Borsalino Fur Felt...

Stetson Fur Felt Fedora - The Barnstormer - image

Stetson Fur Felt...

Kangol Litefelt Trilby - The Wool Player - image

Kangol LiteFelt...

The Bailey Casson - image

The Bailey Casson

Stetson Fur Felt Fedora - The Weekender - image

Stetson Fur Felt...
$195.00   $136.50

Stetson Fur Felt Fedora - The Stratoliner - image

Stetson Fur Felt...
$195.00   $136.50

Stetson Fur Felt Fedora  - The Stetson Downs - image

Stetson Fur Felt...
$195.00   $117.00

Stacy Adams Wool Felt Dress Hat - The Homburg - image

Stacy Adams Wool Felt...

Scala Wool Felt Homburg -  The Godfather - image

Scala Wool Felt...

Paul Leinburd Leather Cap - The Fur Trimmed Cap - image

Paul Leinburd Leather...
$85.00   $51.00

Kangol Woolen Winter Ivy Cap - The Classic Ivy - image

Kangol Woolen Winter...

Page: [1]  2  3   »   View All »

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."