Find hats in extended sizes designed for a more comfortable, secure fit. Explore XXL and XXXL styles including flat caps, bucket hats, baseball caps, fedoras, western hats, and more from leading brands like Kangol and Bailey. With a wide range of colors, materials, and silhouettes, Hats.com makes it easier to find a hat that fits well without sacrificing style.
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50% off
Bailey 1922
Blixen Fedora
original price$130.00sale price$64.50
6 colors
Bailey Western
Dynamite 2X Cowboy Western Hat
price$150.00
1 color
Bailey 1922
Blixen Sun Fedora
price$150.00
7 colors
Country Gentleman
Cassidy Fedora
price$79.00
6 colors
Bailey Western
Cavalry II Hat
price$160.00
2 colors
25% off
Bailey 1922
Waits Pork Pie
original price$95.00sale price$71.25
3 colors
Tilley
Hemp Outback Hat
original price$99.00sale price$74.25
3 colors
Bailey 1922
Brandt Fedora
price$195.00
3 colors
Bailey 1922
EDC LiteFelt Fedora
price$110.00
2 colors
Tilley
All Weather Hat
price$120.00
3 colors
new colors
Bailey 1922
Stedman Elite Fedora
price$220.00
5 colors
Bailey Western
Tombstone 2X Cowboy Western Hat
price$150.00
2 colors
Frequently Asked Questions about Extended Sizes (XXL - XXXL)
What head measurement does an XXL or XXXL hat fit?
On a typical hat size chart, XXL covers about 24 3/8 to 24 7/8 inches, or sizes 7 3/4 to 7 7/8, and XXXL starts around 25 1/8 inches, or size 8. Brands vary, so check the size chart for each hat.
Should I size up or down if I'm between XL and XXL?
Size up. A hat that's slightly loose can be snugged up with a foam insert behind the sweatband, but one that's too small will press on your head and can cause headaches.
Will adjustable or one-size caps fit a large head?
Adjustable and one-size caps usually fit up to about size 7 7/8, though they can sit shallow on larger heads even when the strap closes. For a deeper, more comfortable fit, look for a cap made in a true XXL or XXXL size.
Which hat styles look best on a larger head?
Proportion matters most. A slightly wider brim and a taller crown keep a hat from looking perched on top, so fedoras and western hats work well. Flat caps and bucket hats with a deeper fit also sit low and look natural.
Can a hat be stretched if it's a little too tight?
Felt hats can usually be stretched slightly with a hat stretcher, but only by a small amount. Cotton and structured caps have little give. If a hat feels clearly tight, going up a size is the more reliable fix.
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