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Bailey Sale

Items 1-48 of 99

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  1. Mingo Western Hat
    Mingo Western Hat
    Regular Price $80.00 Starting at $60.00
  2. Romeo Raffia Braid Fedora
    Romeo Raffia Braid Fedora
    Regular Price $100.00 Starting at $40.00
  3. Main Image
    Creel Litestraw® Fedora
    Regular Price $135.00 Starting at $29.99
  4. Barkley Fedora
    Barkley Fedora
    Regular Price $150.00 Starting at $49.99
  5. Main Image
    Cosmo LiteStraw®Fedora
    Regular Price $138.00 Starting at $41.40
  6. Destry Outback
    Destry Outback
    Starting at $65.00
  7. Codner Lanolux® Fedora
    Codner Lanolux® Fedora
    Regular Price $130.00 Starting at $49.99
  8. Headey LiteFelt® Fedora
    Headey LiteFelt® Fedora
    Regular Price $123.00 Starting at $39.99
  9. Kufell Newsboy
    Kufell Newsboy
    Regular Price $65.00 Starting at $32.50
  10. Morden Panama Fedora
    Morden Panama Fedora
    Regular Price $185.00 Starting at $111.00
  11. Horsup Fedora
    Horsup Fedora
    Regular Price $125.00 Starting at $79.99
  12. Jansen Fedora
    Jansen Fedora
    Regular Price $200.00 Starting at $130.00
  13. Lowden Fedora
    Lowden Fedora
    Regular Price $130.00 Starting at $79.99
  14. Bascom Trilby
    Bascom Trilby
    Regular Price $100.00 Starting at $65.00
  15. Carls Newsboy
    Carls Newsboy
    Regular Price $63.00 Starting at $25.20
  16. Fleet Ivy Cap
    Fleet Ivy Cap
    Regular Price $65.00 Starting at $26.00
  17. Novi Ivy Cap
    Novi Ivy Cap
    Regular Price $70.00 Starting at $45.50
  18. Rowson Newsboy
    Rowson Newsboy
    Regular Price $63.00 Starting at $40.95
  19. Devers Fedora
    Devers Fedora
    Regular Price $235.00 Starting at $164.50
  20. Marack Fedora
    Marack Fedora
    Regular Price $140.00 Starting at $70.00
  21. Three D Western Hat
    Three D Western Hat
    Regular Price $96.00 Starting at $48.00
  22. Enzo 20X Cowboy Western Hat
    Enzo 20X Cowboy Western Hat
    Regular Price $150.00 Starting at $112.50
  23. Glasby Cap
    Glasby Cap
    Regular Price $150.00 Starting at $39.99
  24. Langham Cap
    Langham Cap
    Regular Price $138.00 Starting at $69.00
  25. Shupp II Ivy Cap
    Shupp II Ivy Cap
    Regular Price $65.00 Starting at $32.50
  26. Stallworth Fedora
    Stallworth Fedora
    Regular Price $175.00 Starting at $87.50
  27. Alternate View
    Derwent Fedora
    Regular Price $175.00 Starting at $113.75
  28. Clafin Fedora
    Clafin Fedora
    Regular Price $175.00 Starting at $70.00
  29. Verrett Fedora
    Verrett Fedora
    Regular Price $150.00 Starting at $97.50
  30. Tim Pork Pie
    Tim Pork Pie
    Regular Price $70.00 Starting at $28.00
  31. Lund Fedora
    Lund Fedora
    Regular Price $140.00 Starting at $105.00
  32. Bailey Duncan - Black
    Duncan Cap
    Regular Price $70.00 Starting at $35.00
  33. Hats - Unbleached
    Imlay Fedora
    Regular Price $135.00 Starting at $87.75
  34. Hats - navy
    Shirin Cap
    Regular Price $70.00 Starting at $45.50
  35. Hats - Hunter
    Laz Pub Cap
    Regular Price $70.00 Starting at $45.50
  36. Hats - Mushroom Stripe
    Jaxson Flat Cap
    Regular Price $70.00 Starting at $45.50
  37. Hats - Bronze
    Claud Newsboy
    Regular Price $80.00 Starting at $29.99
  38. Hats - Copper
    Abel Ivy Cap
    Regular Price $70.00 Starting at $29.99
  39. Hats - Copper Plaid
    Furman Contour Cap
    Regular Price $85.00 Starting at $29.99
  40. Bailey - Natural
    Kai Fedora
    Regular Price $100.00 Starting at $75.00
  41. Dunstan Cap
    Dunstan Cap
    Regular Price $85.00 Starting at $63.75
  42. Gowen Cowboy Hat
    Gowen Cowboy Hat
    Regular Price $90.00 Starting at $67.50
  43. Hereford Fedora
    Hereford Fedora
    Regular Price $140.00 Starting at $39.99
  44. Halpern Panama Fedora
    Halpern Panama Fedora
    Regular Price $170.00 Starting at $110.50
  45. Main Image
    Shawk Newsboy
    Regular Price $65.00 Starting at $42.25
  46. Bartham Elite Fedora
    Bartham Elite Fedora
    Regular Price $185.00 Starting at $79.99
  47. Rudi LiteStraw® Fedora
    Rudi LiteStraw® Fedora
    Regular Price $175.00 Starting at $113.75
  48. Noakes Trilby
    Noakes Trilby
    Regular Price $80.00 Starting at $52.00

Items 1-48 of 99

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Go Bold With Bailey’s Hats From Hats.com

Elegance. Toughness. Style. That’s the Bailey way. Getting your Bailey hat fix is easy at Hats.com, your premium source of a wide variety of Bailey’s hats. Our Bailey 1922 hats are made for today’s discerning gentleman — the man with an eye for class and fashion. Our Bailey Western hats are designed for the tough-hearted, free-spirited man ready to channel their inner American West cowboy. Seize the day in style with our Bailey hats for sale!

Bold and Brawny Hats For Gents

Bailey’s hats are for the fearless fashion lover who’s not afraid to draw stares. Show the world you mean business with our many Bailey fedora hats with classic feather accents, perfect for the boardroom, the speakeasy, and everywhere in between. Don’t forget to add a Bailey straw hat to your collection for beach and vacation days. Our Bailey newsboy caps are must-haves for a contemporary urban look. Choose from hat colors like gray, sepia, and charcoal for a timeless outfit addition that’ll make others nod with admiration and approval.

Order Caps From Hats.com Today

At Hats.com, there’s no shortage of style. Our trendy hats are striking and charismatic accessories to top off any outfit, casual or formal. We stand by our hats’ quality and also take pride in our customer service. You can take advantage of fast shipping when you order from Hats.com — most orders are sent out within two business days of an order being placed. We also offer the Sezzle payment method so you can buy your new hat now and pay later. We also have a top-tier Rewards Program so you can take advantage of unmatched rewards. Experience the Hats.com difference!

Frequently Asked Questions

1. Why are Bailey’s hats so popular?

These stylish hats are always in demand. Bailey has a lengthy record of delivering fashionable and durable hats for various tastes and functions. This iconic brand’s hats have a timeless appeal that’s been seen on celebrities both past and present like Humphrey Bogart and Idris Elba.

 

2. What are some of the most popular Bailey hats for sale?

Bailey’s brand stands out for hats like their Bailey 1922 Romeo Raffia Braid hats and Creel Litestraw® Fedoras. The Romeo hat’s raffia straw offers stellar sun protection in a sophisticated package. Bailey’s Litestraw® fedora is popular because it’s water resistant, lightweight, and maintains its shape. It’s perfect for rainy and windy weather as well as travel.