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Fedoras & Trilbies

Items 97-151 of 151

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  1. Main Image
    Cosmo
    Regular Price $138.00 Starting at $96.60
  2. Limited Edition - Hillman
    Limited Edition - Hillman
    Starting at $170.00
  3. Dodgson
    Dodgson
    Regular Price $115.00 Starting at $69.00
  4. Main Image
    Bankside
    Regular Price $160.00 Starting at $112.00
  5. Lappen
    Lappen
    Regular Price $120.00 Starting at $90.00
  6. Noakes
    Noakes
    Regular Price $80.00 Starting at $60.00
  7. Hanson
    Hanson
    Regular Price $140.00 Starting at $97.50
  8. Bailey - Mushroom
    Balans
    Regular Price $85.00 Starting at $63.75
  9. Bailey - Dark Slate
    Stansfield
    Regular Price $175.00 Starting at $127.50
  10. Ronit
    Ronit
    Starting at $80.00
  11. Spencer
    Spencer
    Starting at $90.00
  12. Natural/Deep Red
    Guthrie
    Regular Price $140.00 Starting at $97.50
  13. Shell
    Wilshire
    Regular Price $85.00 Starting at $63.75
  14. Bailey - Ink Stain
    Parson
    Regular Price $175.00 Starting at $131.25
  15. Bristol
    Bristol
    Regular Price $125.00 Starting at $93.75
  16. Bailey Natural/Camo
    Breten
    Regular Price $135.00 Starting at $86.25
  17. Outen
    Outen
    Regular Price $120.00 Starting at $90.00
  18. Bailey Silver
    Magness
    Starting at $160.00
  19. Salter
    Salter
    Starting at $313.00
  20. Blume
    Blume
    Regular Price $85.00 Starting at $63.75
  21. Main Image
    Creel
    Regular Price $135.00 Starting at $94.50
  22. Bailey Main
    Rothney
    Starting at $120.00
  23. Ashmore
    Ashmore
    Regular Price $120.00 Starting at $90.00
  24. Bailey Main
    Costigan
    Regular Price $135.00 Starting at $90.00
  25. Limited Edition - Collister
    Limited Edition - Collister
    Starting at $150.00
  26. Jansen
    Jansen
    Regular Price $200.00 Starting at $150.00
  27. Main Image
    Tharp
    Regular Price $135.00 Starting at $94.50
  28. Morden
    Morden
    Regular Price $185.00 Starting at $138.75
  29. Alternate View
    Derwent
    Regular Price $175.00 Starting at $131.25
  30. Romeo
    Romeo
    Regular Price $100.00 Starting at $75.00
  31. Main Image
    Rokit
    Starting at $72.00
  32. Bartham
    Bartham
    Regular Price $185.00 Starting at $138.75
  33. Codner
    Codner
    Regular Price $130.00 Starting at $97.50
  34. Cundey
    Cundey
    Regular Price $110.00 Starting at $82.50
  35. Roll Up II
    Roll Up II
    Starting at $230.00
  36. Bailey - Kapok Green
    Orsun
    Starting at $125.00
  37. Lowden
    Lowden
    Regular Price $130.00 Starting at $97.50
  38. Groff
    Groff
    Regular Price $225.00 Starting at $168.75
  39. Ardit
    Ardit
    Regular Price $160.00 Starting at $120.00
  40. Clafin
    Clafin
    Regular Price $175.00 Starting at $131.25
  41. Bailey Main
    Dreyer
    Regular Price $125.00 Starting at $93.75
  42. Bailey Main
    Verrett
    Regular Price $150.00 Starting at $112.50
  43. Bailey Red Ochre Multi
    Pauly
    Regular Price $88.00 Starting at $66.00
  44. Booker - Limited Edition
    Booker - Limited Edition
    Starting at $398.00
  45. Bailey - Espresso Check
    Hernen
    Starting at $200.00
  46. Bailey - tan
    Imlay
    Regular Price $135.00 Starting at $101.25
  47. Bailey - Black
    Braylon
    Starting at $145.00
  48. Bailey - Natural
    Glaser
    Starting at $175.00
  49. Bailey - Natural/Black
    Telfar
    Regular Price $150.00 Starting at $112.50
  50. Bailey Natural
    Dario
    Regular Price $95.00 Starting at $71.25
  51. Konrath
    Konrath
    Starting at $160.00
  52. Main Image
    Lanth
    Regular Price $143.00 Starting at $100.10
  53. Bailey of Hollywood Anderson LiteStraw® Fedora - Natural
    Anderson
    Regular Price $145.00 Starting at $108.75
  54. Horsup
    Horsup
    Regular Price $125.00 Starting at $93.75
  55. Abbott
    Abbott
    Regular Price $130.00 Starting at $97.50

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Hollywood Shop By Style: Fedoras & Trilbies 

There’s something about a fedora or trilby that’s effortlessly suave. At Bailey Hats, we bring you the widest selection of fedoras and trilbies in classic Hollywood style. Shop our fedora and trilby hats for sale to find a classic, modern, and timeless touch to cap off your outfit.

Both our fedoras and trilbies come in various colors, shapes, and sizes. We carefully tailor every hat shape for an incomparable fit. Choose from various fabrics, like wool felt for warmth or genuine panama for lightweight summer wear. 

 

Fedora-Style Hats — Timeless Style and Character

Our fedoras offer timeless style and character. Choose a short-brimmed fedora for a more casual look paired with jeans, tees, shorts, or khakis, or pick a long-brimmed fedora to add the finishing touch to your suit or formal wear. 

Whether you want to complete your formalwear ensemble or add some flair, our fedoras will do the trick. Add a fedora-style hat to your collection for a sophisticated look on any occasion.

 

Trilbies — Charm and Style

Our trilby hats for sale are perfect for anyone who wants to look stylish without being too formal. Trilby hats are characterized by their snap-brim that falls just above the eyebrows and flares out at a slight angle, creating an irresistible charm with laid-back style. 

We make our trilbies with straw, wool felt, braids, and genuine Panama straw. They’re finished with various accents for that perfect personalized touch.

Our trilby hats are the perfect accessory for anyone who loves the timeless statement of fedora-style hats, but prefers a more laid-back look. The trilby is the crowning jewel of any outfit and can be worn with any look, from a business suit to denim.

 

Shop Now at Bailey Hats

Whether you're looking to upgrade your winter headwear or add some summer fedora-style hats to your collection, Bailey Hats has the perfect hat for you. The Bailey style is all about cool with a contemporary touch and vintage feels reimagined for today’s modern man. Explore our fedora and trilby hats for sale and express yourself with a one-of-a-kind style that’s uniquely you.