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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25% off
Bailey 1922
Salem Fedora
original price$85.00sale price$63.75
3 colors
top seller
Bailey Western
Desert Breeze Cowboy Hat
price$60.00
1 color
Country Gentleman
Rooney Fedora
price$79.00
9 colors
25% off
Bailey 1922
Leif Cap
original price$90.00sale price$67.50
3 colors
Country Gentleman
Wilton Fedora USA
price$79.00
6 colors
Bailey Western
Costa Western Hat
price$80.00
1 color
66% off
Bailey 1922
Lord Wool Ivy Cap
original price$88.00sale price$29.99
2 colors
Bailey Western
Guthrie 7X Cowboy Western Hat
price$125.00
1 color
🇺🇸
Bailey 1922
Derby Hat
price$180.00
3 colors
25% off
Kangol
Big Logo Casual Bucket Hat
original price$85.00sale price$63.75
2 colors
50% off
Bailey 1922
Curtis LiteFelt® Fedora
original price$135.00sale price$67.50
10 colors
top seller
Bailey 1922
Ganey Cap
price$75.00
3 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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