Happy Anniversary bailey! #bailey100

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. Curtis Limited Edition Fedora - Raisin/S
    Exclusive - Curtis Limited Edition
    Regular Price $118.00 Starting at $73.50
  4. Blixen Limited Edition Fedora - Evening Sky/S
    Exclusive - Blixen Limited Edition
    Regular Price $118.00 Starting at $73.50
  5. Bailey of Hollywood Ganey Cap - Charcoal
    Ganey
    Starting at $65.00
  6. Bailey of Hollywood Stedman Elite Velour Fedora - Camel
    Stedman
    Regular Price $168.00 Starting at $84.00
  7. Bailey of Hollywood Codner Lanolux Fedora - Mink
    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. Bailey Western Zippo 2X Western Hat - Steel
    Zippo 2X
    Starting at $110.00
  12. Bailey Western Hastings 4X Western Hat - Charcoal
    Hastings 4X
    Starting at $160.00
  13. Tharp LiteStraw® Fedora - Natural/Mallard Stripe/S
    Tharp
    Regular Price $135.00 Starting at $67.50
  14. Lord Windowpane Plaid Ivy Cap - Charcoal/M
    Lord Windowpane
    Regular Price $90.00 Starting at $63.00
  15. Bailey of Hollywood Salter Panama Fedora - Natural
    Salter
    Starting at $313.00
  16. Wind River® Caliber
    Wind River® Caliber
    Starting at $115.00
  17. Bailey Western Wheeler 3X Western Hat - Stag
    Wheeler 3X
    Starting at $125.00
  18. Waits
    Waits
    Regular Price $85.00 Starting at $63.75
  19. Ormond Ivy Cap - Black Plaid/S
    Ormond
    Starting at $70.00
  20. Ricker
    Ricker
    Starting at $60.00
  21. Bailey of Hollywood Riff Fedora - Black
    Riff
    Regular Price $133.00 Starting at $66.50
  22. Bailey of Hollywood Blixen LiteFelt® Fedora  - Black
    Blixen
    Regular Price $103.00 Starting at $72.09
  23. Jackman
    Jackman
    Starting at $135.00
  24. Bailey of Hollywood Mannesroe Braided Fedora - Black/Charcoal Multi
    Mannesroe
    Starting at $75.00
  25. Wind River Wind River by Bailey® Morgan LiteFelt® Outback Hat - Olive Mix
    Wind River® Morgan
    Starting at $115.00
  26. Bailey Western Clayton Western Hat - Black
    Clayton
    Starting at $145.00
  27. Guthrie 7X
    Guthrie 7X
    Starting at $75.00
  28. Tombstone 2x Black Main
    Tombstone 2X
    Starting at $115.00
  29. Bailey Western Dillinger Hat - Black
    Dillinger
    Starting at $145.00
  30. Bailey Western Cavalry II Hat - Navy
    Cavalry II
    Starting at $120.00
  31. Lightning 4X Cowboy Western Hat Hat - Black/6 3/4
    Lightning 4X
    Starting at $170.00
  32. Bailey of Hollywood Graham Cap - Tan
    Graham
    Starting at $60.00
  33. Bailey of Hollywood Mannes Braided Trilby - Navy Multi
    Mannes
    Regular Price $75.00 Starting at $37.50
  34. Hats - Black
    Billy
    Regular Price $75.00 Starting at $56.25
  35. Salem Braided Fedora - Black/L
    Salem
    Starting at $75.00
  36. Bailey of Hollywood Darron LiteFelt® Pork Pie  - Black
    Darron
    Regular Price $118.00 Starting at $78.75
  37. Curtis
    Curtis
    Regular Price $118.00 Starting at $59.00
  38. Tino LiteFelt® Fedora - Black/L
    Tino
    Regular Price $105.00 Starting at $52.50
  39. Bailey of Hollywood Spencer LiteStraw® Fedora - Natural
    Spencer
    Starting at $90.00
  40. Hanson
    Hanson
    Regular Price $140.00 Starting at $70.00
  41. Bailey of Hollywood Godfather Homburg - Black
    Godfather
    Starting at $130.00
  42. Bailey of Hollywood Derby Hat - Black
    Derby
    Starting at $135.00
  43. Bailey of Hollywood Gangster Fedora - Black
    Gangster
    Starting at $130.00
  44. Perry - navy
    Perry
    Starting at $145.00
  45. Brandt
    Brandt
    Starting at $155.00
  46. Lord Wool Ivy Cap - Brown/M
    Lord Wool
    Regular Price $88.00 Starting at $61.60
  47. Bailey of Hollywood Dalton Safari Outback - Tan
    Dalton
    Starting at $70.00
  48. Dynamite 2X Cowboy Western Hat - Black/6 7/8
    Dynamite 2X
    Starting at $120.00
  49. Wind River Wind River by Bailey® Columbia LiteFelt® Outback Hat - Putty
    Wind River® Columbia
    Starting at $115.00
  50. Guthrie
    Guthrie
    Regular Price $140.00 Starting at $70.00
  51. Wichita 2X Cowboy Western Hat - Black/6 7/8
    Wichita 2X
    Starting at $115.00
  52. Wind River® Firehole
    Wind River® Firehole
    Starting at $115.00
  53. Wind River® Switchback Outback Hat - Pecan/L
    Wind River® Switchback
    Starting at $115.00