Happy Anniversary bailey! #bailey100

Top Sellers

49 Items

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Set Descending Direction
  1. Renegade Renegade by Bailey® Lucius Western Hat - Camel/Lite Steel Swirl
    Renegade® Lucius
    Starting at $130.00
  2. Bailey of Hollywood Stedman Elite Velour Fedora - Camel
    Regular Price $168.00 Starting at $84.00
  3. Main Image
    Regular Price $65.00 Starting at $48.75
  4. Trigger 2X Cowboy Western Hat - Black/6 5/8
    Trigger 2X
    Starting at $120.00
  5. Bailey Western Big Bend Western Hat - Ivory
    Big Bend
    Starting at $60.00
  6. Renegade® Rylee
    Renegade® Rylee
    Starting at $150.00
  7. Bailey of Hollywood Rockett Raindura® Gambler - Tan
    Starting at $110.00
  8. Stellar 20X Open Cowboy Western Hat - Black/6 3/4
    Stellar 20X Open
    Starting at $500.00
  9. Cutler
    Regular Price $170.00 Starting at $127.50
  10. Bailey Natural
    Regular Price $85.00 Starting at $63.75
  11. Slater Cap - Basalt Grey/S
    Regular Price $65.00 Starting at $48.75
  12. Dorian 2X Cowboy Western Hat - Cobble/7 1/2
    Dorian 2X Cowboy Western Hat
    Starting at $100.00
  13. Wind River® Chisolm
    Wind River® Chisolm
    Starting at $115.00
  14. Renegade by Bailey® Casville 2X - Fawn/6 5/8
    Renegade by Bailey® Casville 2X
    Starting at $150.00
  15. Curtis Limited Edition Fedora - Raisin/S
    Exclusive - Curtis Limited Edition
    Regular Price $118.00 Starting at $73.50
  16. Jackman
    Starting at $135.00
  17. Eddy Bros.® Broken Arrow
    Eddy Bros.® Broken Arrow
    Starting at $65.00
  18. Bailey Western Cavalry II Hat - Navy
    Cavalry II
    Starting at $120.00
  19. Lightning 4X Cowboy Western Hat Hat - Black/6 3/4
    Lightning 4X
    Starting at $170.00
  20. Bailey of Hollywood Graham Cap - Tan
    Starting at $60.00
  21. Hats - Black
    Regular Price $75.00 Starting at $56.25
  22. Bailey of Hollywood Darron LiteFelt® Pork Pie  - Black
    Regular Price $118.00 Starting at $78.75
  23. Bailey of Hollywood Wynn LiteFelt® Fedora - Pewter
    Starting at $118.00
  24. Curtis
    Regular Price $118.00 Starting at $59.00
  25. Bailey of Hollywood Dalton Safari Outback - Tan
    Starting at $70.00
  26. Wind River Wind River by Bailey® Columbia LiteFelt® Outback Hat - Putty
    Wind River® Columbia
    Starting at $115.00
  27. Wind River® Firehole
    Wind River® Firehole
    Starting at $115.00
  28. Blixen Limited Edition Fedora - Evening Sky/S
    Exclusive - Blixen Limited Edition
    Regular Price $118.00 Starting at $73.50
  29. Renegade Renegade by Bailey® Cowpuncher Western Hat - Black
    Renegade® Cowpuncher
    Starting at $150.00
  30. Bailey of Hollywood Colver Fedora - Black
    Starting at $185.00
  31. Renegade® Calico
    Renegade® Calico
    Starting at $95.00
  32. Bogan
    Starting at $175.00
  33. Winters
    Regular Price $145.00 Starting at $72.50
  34. Ammon
    Starting at $175.00
  35. Pro 5X - Black/6 5/8
    Pro 5X
    Starting at $320.00
  36. Wind River® Nock Outback - Putty/L
    Wind River® Nock
    Regular Price $96.00 Starting at $67.20
  37. Bailey of Hollywood Blixen LiteFelt® Fedora  - Black
    Regular Price $103.00 Starting at $72.09
  38. Rothney
    Starting at $120.00
  39. Creed
    Regular Price $185.00 Starting at $138.75
  40. Bailey of Hollywood Bristol Raindura® Fedora - Burlap
    Regular Price $125.00 Starting at $93.75
  41. Bailey of Hollywood Stansfield Panama Fedora - Natural
    Regular Price $175.00 Starting at $122.50
  42. Parson
    Regular Price $175.00 Starting at $131.25
  43. Main Image
    Regular Price $78.00 Starting at $58.50
  44. Main Image
    Starting at $175.00
  45. Berle
    Starting at $95.00
  46. Waits
    Regular Price $85.00 Starting at $63.75
  47. Bailey of Hollywood Mannesroe Braided Fedora - Black/Charcoal Multi
    Starting at $75.00
  48. Bailey of Hollywood Spencer LiteStraw® Fedora - Natural
    Starting at $90.00
  49. Brooks
    Regular Price $175.00 Starting at $87.50

49 Items

per page
Set Descending Direction

We all want fashion accessories that are in style. If you love hats, you know that wearing the right one can make or break your entire outfit. At Bailey Hats, we bring you the top-selling hats that everyone loves so you can find a stylish hat that’s on-trend in today’s fashion scene. Our best selling hats feature superior craftsmanship, elegant styling, and practical functionality. We have hats representing all the latest trends in headwear, as well as everyday hats. 


Authentic and Fashion-Forward


Bailey Hats convey a really cool, chic, look while combining style, comfort, and high-quality that emphasizes fashion over function. If you’re looking fortop selling hats with a strong fashion statement and unique personality, our top sellers will keep you looking updated and on-point. Find trendy headwear to suit your taste, from classic fedoras to modern and sleek ivy & flat caps, and iconic western hats. You can never go wrong with our perpetually popular hats. 


We feature best selling hats every day. Also, check out our exclusives and new arrivals to find the perfect hats to complement your outfit or for any occasion or season. Since 1922, we’ve always provided our customers with fine-quality hats and great styling. Our collections consist of statement pieces that customers buy again and again. 


Browse Our Top Selling Collection

Not sure what to wear for your next outdoor adventure, casual event with friends over the weekend, date night out of town, or beach vacation? We have what you need. Discover the best selling hats in our top-selling collection, from casual fedoras to stylish formal pieces that make a statement. Order today and get free shipping with orders of $100 or more.