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Fedoras & Trilbies

63 Items

per page
Set Descending Direction
  1. Marack
    Marack
    Regular Price $140.00 Starting at $93.75
  2. Bailey - Contrapposto
    Tino
    Regular Price $105.00 Starting at $52.50
  3. Bailey - Avion
    Blixen
    Regular Price $103.00 Starting at $72.09
  4. Bailey -  Lazuli Blue
    Riff
    Regular Price $133.00 Starting at $66.50
  5. Bailey - Speckled Egg Mix
    Curtis
    Regular Price $118.00 Starting at $59.00
  6. Bailey - Oak
    Stedman
    Regular Price $168.00 Starting at $84.00
  7. Maglor
    Maglor
    Starting at $75.00
  8. Winters
    Winters
    Regular Price $145.00 Starting at $72.50
  9. Piston
    Piston
    Starting at $80.00
  10. Main Image
    Mullan
    Regular Price $90.00 Starting at $67.50
  11. Denney
    Denney
    Starting at $83.00
  12. Hesmond
    Hesmond
    Regular Price $125.00 Starting at $93.75
  13. Walnut
    Foley
    Regular Price $85.00 Starting at $63.75
  14. Bailey - Black
    Eli
    Regular Price $85.00 Starting at $63.75
  15. Bailey Camo
    Westfield
    Starting at $85.00
  16. Bailey Natural
    Dario
    Starting at $95.00
  17. Bailey - Uniform Green
    Trope
    Starting at $80.00
  18. Bailey - Nickel
    Thaler
    Starting at $80.00
  19. Main Image
    Mannesroe
    Starting at $75.00
  20. Exclusive - Curtis Limited Edition
    Exclusive - Curtis Limited Edition
    Regular Price $118.00 Starting at $73.50
  21. Dalton
    Dalton
    Starting at $70.00
  22. Bailey - Opal
    Hester
    Regular Price $90.00 Starting at $67.50
  23. Bailey Kapok Green
    Brooks
    Regular Price $175.00 Starting at $87.50
  24. Bailey Kapok Green
    Berle
    Starting at $95.00
  25. Bailey  - Natural/Vintage Blue
    Cuban
    Regular Price $180.00 Starting at $90.00
  26. Bailey Main
    Craig
    Regular Price $78.00 Starting at $58.50
  27. Bailey Fog
    Billy
    Regular Price $75.00 Starting at $56.25
  28. Rust
    Salem
    Starting at $75.00
  29. Hooper
    Hooper
    Starting at $80.00
  30. Bailey - Mushroom
    Balans
    Regular Price $85.00 Starting at $63.75
  31. Elliott
    Elliott
    Starting at $65.00
  32. Tate
    Tate
    Starting at $70.00
  33. Spencer
    Spencer
    Starting at $90.00
  34. Hanson
    Hanson
    Regular Price $140.00 Starting at $70.00
  35. Bascom
    Bascom
    Regular Price $100.00 Starting at $75.00
  36. Ronit
    Ronit
    Starting at $80.00
  37. Natural/Deep Red
    Guthrie
    Regular Price $140.00 Starting at $70.00
  38. Outen
    Outen
    Regular Price $120.00 Starting at $90.00
  39. Main Image
    Rokit
    Starting at $72.00
  40. Codner
    Codner
    Regular Price $130.00 Starting at $91.00
  41. Lowden
    Lowden
    Regular Price $130.00 Starting at $97.50
  42. Bailey Main
    Dreyer
    Regular Price $125.00 Starting at $93.75
  43. Ashmore
    Ashmore
    Regular Price $120.00 Starting at $84.00
  44. Horsup
    Horsup
    Regular Price $125.00 Starting at $93.75
  45. Abbott
    Abbott
    Regular Price $130.00 Starting at $91.00

63 Items

per page
Set Descending Direction

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.