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Extended Sizes

Expect nothing less than the perfect fit, detail, and quality with our extra-large hats from Bailey Hats.

54 Items

per page
Set Descending Direction
  1. Bailey - Espresso Check
    Hernen
    Starting at $200.00
  2. Ardit
    Ardit
    Regular Price $160.00 Starting at $120.00
  3. Exclusive - Curtis Limited Edition
    Exclusive - Curtis Limited Edition
    Regular Price $118.00 Starting at $73.50
  4. Exclusive - Blixen Limited Edition
    Exclusive - Blixen Limited Edition
    Regular Price $118.00 Starting at $73.50
  5. Ganey
    Ganey
    Starting at $65.00
  6. Stedman
    Stedman
    Regular Price $168.00 Starting at $84.00
  7. Codner
    Codner
    Regular Price $130.00 Starting at $91.00
  8. Main Image
    Farson 7X
    Starting at $65.00
  9. Main Image
    Chaparral 4X
    Starting at $60.00
  10. Main Image
    Shawnee 4X
    Starting at $60.00
  11. Zippo 2X
    Zippo 2X
    Starting at $110.00
  12. Hastings 4X
    Hastings 4X
    Starting at $160.00
  13. Main Image
    Tharp
    Regular Price $135.00 Starting at $67.50
  14. Lord Windowpane
    Lord Windowpane
    Regular Price $90.00 Starting at $63.00
  15. Wind River® Caliber
    Wind River® Caliber
    Starting at $115.00
  16. Wheeler 3X
    Wheeler 3X
    Starting at $125.00
  17. Bailey - Unbleached
    Waits
    Regular Price $85.00 Starting at $63.75
  18. Ormond
    Ormond
    Starting at $70.00
  19. Ricker
    Ricker
    Starting at $60.00
  20. Bailey Riff - Ochre
    Riff
    Regular Price $133.00 Starting at $66.50
  21. Bailey Blixen - Natural Mix
    Blixen
    Regular Price $103.00 Starting at $72.09
  22. Jackman
    Jackman
    Starting at $135.00
  23. Main Image
    Mannesroe
    Starting at $75.00
  24. Clayton
    Clayton
    Starting at $145.00
  25. Guthrie 7X
    Guthrie 7X
    Starting at $75.00
  26. Tombstone 2X
    Tombstone 2X
    Starting at $115.00
  27. Dillinger
    Dillinger
    Starting at $145.00
  28. Cavalry II
    Cavalry II
    Starting at $120.00
  29. Port
    Lightning 4X
    Starting at $170.00
  30. Main Image
    Graham
    Starting at $60.00
  31. Bailey Nordic Multi
    Mannes
    Regular Price $75.00 Starting at $37.50
  32. Bailey Fog
    Billy
    Regular Price $75.00 Starting at $56.25
  33. Bailey Rust
    Salem
    Starting at $75.00
  34. Main Image
    Darron
    Regular Price $118.00 Starting at $78.75
  35. Vintage Blue
    Curtis
    Regular Price $118.00 Starting at $59.00
  36. Unbleached
    Tino
    Regular Price $105.00 Starting at $52.50
  37. Spencer
    Spencer
    Starting at $90.00
  38. Hanson
    Hanson
    Regular Price $140.00 Starting at $70.00
  39. Godfather
    Godfather
    Starting at $130.00
  40. Derby
    Derby
    Starting at $135.00
  41. Gangster
    Gangster
    Starting at $130.00
  42. Perry
    Perry
    Starting at $145.00
  43. Brandt
    Brandt
    Starting at $155.00
  44. Galvin Wool
    Galvin Wool
    Regular Price $90.00 Starting at $63.00
  45. Lord Nailhead
    Lord Nailhead
    Regular Price $90.00 Starting at $63.00
  46. Lord Herringbone
    Lord Herringbone
    Regular Price $90.00 Starting at $63.00
  47. Lord Wool
    Lord Wool
    Regular Price $88.00 Starting at $61.60
  48. Dalton
    Dalton
    Starting at $70.00
  49. Dynamite 2X
    Dynamite 2X
    Starting at $120.00
  50. Wind River Wind River by Bailey® Columbia LiteFelt® Outback Hat - Putty
    Wind River® Columbia
    Starting at $115.00
  51. Natural/Deep Red
    Guthrie
    Regular Price $140.00 Starting at $70.00
  52. Wichita 2X
    Wichita 2X
    Starting at $115.00
  53. Medium Brown Mix
    Wind River® Firehole
    Starting at $115.00
  54. Wind River® Switchback
    Wind River® Switchback
    Starting at $115.00

54 Items

per page
Set Descending Direction

Extra-Large Hats with a Dash of Confidence

The days of struggling with ill-fitting hats have ended thanks to our XXL hats and caps. Yearning for the cultured look of a Perry hat with a center dent? Or, seeking the distinguished look of the Dillinger with its grandiose profile? We carry these and more hats in large sizes. With top-quality materials ranging from wool to Litefelt, our hats are exceptionally durable and timelessly fashionable.

Take Your Style Up a Notch with Ease

Bailey Hats marries the irresistibility of cowboy toughness with modern elegance with our two collections. With our many statement pieces, you’ll instantly become a western style trailblazer, no matter where you are.


Like the rest of our collection, our extra-large hats stand out for their shape retention, premium feel, and water resistance. Invest in the unique combination of incredible functionality and style by ordering your favorite XXL caps today!

Stellar Customer Service Every Time

As a pioneer of the best western hats around, we take pride in covering your crown. Rugged cowboys and shining lights alike have praised us for our matchless products. However, we have also earned a reputation for second-to-none customer service. For instance, we offer free shipping in the contiguous US on all orders over $100. We also offer free shipping for returns in the US.


See the look you want today in our collection of XXL caps and hats, and order now!

FAQ

  1. How should extra-large pork pie hats fit on your head?

Place this hat directly atop your head, making sure that it is level. Note that this hat is best suited for those with an oval-shaped or narrow face versus a square or round face.

  1. What material for XXL hats is best for staying cool during the summer months?

Choose a hat made with Bangora straw, like our Desert Breeze western-style hat. This type of hat is lightweight and features ample ventilation.

  1. What should a fedora for men be worn with?

A gentleman’s fedora, like the Brandt, is best paired with an overcoat, suit jacket, sport coat, or blazer.

  1. What sizes are considered XXL and XXXL?

For USA standard sizing, XXL is 7 ¾ and 7 ⅞, and XXXL is 8 and 8 ⅛. In inches, XXL is 24 ⅜” to 24 ⅞”, and XXXL is 25 ⅛” to 26 ½”. In centimeters, XXL is 62-63cm, and XXXL is 64-65cm.