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Extended Sizes

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

52 Items

per page
Set Descending Direction
  1. Bailey - Espresso Check
    Starting at $225.00
  2. Exclusive - Curtis Limited Edition
    Exclusive - Curtis Limited Edition
    Regular Price $118.00 Starting at $59.00
  3. Exclusive - Blixen Limited Edition
    Exclusive - Blixen Limited Edition
    Regular Price $118.00 Starting at $59.00
  4. Ganey
    Starting at $75.00
  5. Bailey - Oak
    Regular Price $168.00 Starting at $84.00
  6. Codner
    Regular Price $130.00 Starting at $91.00
  7. Main Image
    Farson 7X
    Starting at $65.00
  8. Zippo 2X
    Zippo 2X
    Starting at $110.00
  9. Hastings 4X
    Hastings 4X
    Starting at $160.00
  10. Main Image
    Regular Price $135.00 Starting at $67.50
  11. Salter
    Starting at $350.00
  12. Wind River® Caliber
    Wind River® Caliber
    Regular Price $115.00 Starting at $86.25
  13. Wheeler 3X
    Wheeler 3X
    Starting at $125.00
  14. Bailey - Unbleached
    Regular Price $85.00 Starting at $59.50
  15. Ormond
    Starting at $70.00
  16. Ricker
    Starting at $60.00
  17. Bailey -  Lazuli Blue
    Regular Price $133.00 Starting at $66.50
  18. Bailey - Avion
    Regular Price $103.00 Starting at $72.09
  19. Jackman
    Starting at $135.00
  20. Main Image
    Starting at $85.00
  21. Wind River® Morgan
    Wind River® Morgan
    Regular Price $115.00 Starting at $86.25
  22. Clayton
    Starting at $145.00
  23. Guthrie 7X
    Guthrie 7X
    Starting at $75.00
  24. Tombstone 2X
    Tombstone 2X
    Starting at $115.00
  25. Eddy Bros.® Scottsdale
    Eddy Bros.® Scottsdale
    Starting at $65.00
  26. Dillinger
    Starting at $145.00
  27. Cavalry II
    Cavalry II
    Starting at $120.00
  28. Hats - Red
    Lightning 4X
    Regular Price $170.00 Starting at $127.50
  29. Main Image
    Starting at $65.00
  30. Bailey Nordic Multi
    Regular Price $75.00 Starting at $37.50
  31. Bailey Fog
    Regular Price $75.00 Starting at $52.50
  32. Rust
    Starting at $85.00
  33. Bailey - Satin Brass
    Regular Price $118.00 Starting at $78.75
  34. Bailey - Speckled Egg Mix
    Regular Price $118.00 Starting at $59.00
  35. Bailey - Contrapposto
    Regular Price $105.00 Starting at $52.50
  36. Hats - Ash
    Starting at $115.00
  37. Hanson
    Regular Price $140.00 Starting at $70.00
  38. Godfather
    Starting at $130.00
  39. Derby
    Starting at $135.00
  40. Gangster
    Starting at $130.00
  41. Perry
    Starting at $145.00
  42. Brandt
    Starting at $155.00
  43. Lord Plaid
    Lord Plaid
    Regular Price $90.00 Starting at $63.00
  44. Lord Wool
    Lord Wool
    Regular Price $88.00 Starting at $61.60
  45. Dalton
    Starting at $75.00
  46. Dynamite 2X
    Dynamite 2X
    Starting at $120.00
  47. Wind River Wind River by Bailey® Columbia LiteFelt® Outback Hat - Putty
    Wind River® Columbia
    Regular Price $115.00 Starting at $86.25
  48. Natural/Deep Red
    Regular Price $140.00 Starting at $70.00
  49. Wichita 2X
    Wichita 2X
    Starting at $115.00
  50. Medium Brown Mix
    Wind River® Firehole
    Regular Price $115.00 Starting at $86.25
  51. Wind River® Switchback
    Wind River® Switchback
    Regular Price $115.00 Starting at $86.25
  52. Desert Breeze
    Desert Breeze
    Starting at $55.00

52 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!


  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.