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We never limit fashion when it comes to our men’s hat styles

That’s why our collection of hats and caps for men was curated: so you could find the hat perfect for you and your unique look.

Items 1-48 of 55

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  1. Grey/Green
    Tilley All Weather Hat
    Starting at $120.00
  2. Hats - Burgundy/Brown
    410S Pork Pie
    Starting at $115.00
  3. Hats - Navy Multi
    215S Fedora
    Starting at $115.00
  4. Hats - Red
    214S Optimo
    Starting at $115.00
  5. Bailey - Natural
    Glaser Fedora
    Starting at $175.00
  6. Hats - Natural
    Braylon Fedora
    Starting at $145.00
  7. Hats - Natural
    Orsun Fedora
    Starting at $125.00
  8. 214 Fedora - Classic Blue/S
    214 Fedora
    Starting at $165.00
  9. 615 Pork Pie - Dark Green/S
    615 Pork Pie
    Starting at $130.00
  10. 312 Fedora - Tobacco/S
    312 Fedora
    Starting at $105.00
  11. 202 Fedora - Ash Camo/S
    202 Fedora
    Starting at $120.00
  12. 713 Fedora - Alloy/S
    713 Fedora
    Starting at $140.00
  13. Hats Coffee Beige Swirl
    Limited Edition Hillman Fedora
    Starting at $170.00
  14. bone
    Limited Edition Collister Fedora
    Starting at $150.00
  15. Jareth 20X Western Hat - Natural/6 3/4
    Jareth 20X Western Hat
    Starting at $150.00
  16. Alternate View
    Magness Fedora
    Starting at $160.00
  17. Bailey Western Koslo II 15X Western Hat - Natural/Silverbelly
    Koslo II 15X Western Hat
    Starting at $150.00
  18. Abaka Fedora - Charcoal/L
    Abaka Fedora
    Regular Price $230.00 Starting at $184.00
  19. Burnell Fedora - Natural Mix/S
    Burnell Fedora
    Starting at $135.00
  20. Kisner Open Crown - Black/S
    Kisner Open Crown
    Starting at $145.00
  21. Jansen Fedora - Natural/Black/S
    Jansen Fedora
    Regular Price $200.00 Starting at $150.00
  22. Bailey of Hollywood Relik LiteStraw® Fedora - Natural
    Relik LiteStraw® Fedora
    Starting at $150.00
  23. Bailey of Hollywood Melton Gambler - Natural
    Melton Gambler
    Starting at $125.00
  24. Bailey of Hollywood Stansfield Panama Fedora - Natural
    Stansfield Panama Fedora
    Regular Price $175.00 Starting at $127.50
  25. Parson Panama Fedora - Ivory/Brown/S
    Parson Panama Fedora
    Regular Price $175.00 Starting at $131.25
  26. Renegade Renegade by Bailey® Rampart Western Hat - Black
    Renegade® Rampart Western Hat
    Starting at $140.00
  27. Renegade Renegade by Bailey® Cowpuncher Western Hat - Black
    Renegade by Bailey® Cowpuncher
    Starting at $150.00
  28. Barclay Trilby  - Flannel/S
    Barclay Trilby
    Starting at $125.00
  29. Bailey of Hollywood Classic LiteFelt® Fedora - Black
    Classic LiteFelt® Fedora
    Starting at $118.00
  30. Bollman Hat Company 1930s Bollman Collection Trilby - Senate
    1930s Bollman Heritage Collection Trilby
    Starting at $120.00
  31. Main Image
    Havasu 20X Western Hat
    Starting at $140.00
  32. Bailey Western McQ 4X Western Hat - Black
    McQ 4X Western Hat
    Starting at $155.00
  33. Bailey of Hollywood Walsh Elite Pork Pie - Granite
    Walsh Elite Pork Pie
    Regular Price $180.00 Starting at $108.00
  34. Jackman Fedora - Dark Brown/S
    Jackman Fedora
    Starting at $135.00
  35. Ammon Fedora - Almond/S
    Ammon Fedora
    Starting at $175.00
  36. Bogan Elite Fedora - Black/S
    Bogan Elite Fedora
    Starting at $175.00
  37. Winters Fedora - Black/S
    Winters Fedora
    Starting at $145.00
  38. Bailey of Hollywood Tasmin Panama Fedora - Natural Multi
    Tasmin Panama Fedora
    Regular Price $175.00 Starting at $131.25
  39. Lightning 4X Hat - White/7 1/4
    Lightning 4X
    Starting at $170.00
  40. Bailey Western Wheeler 3X Western Hat - Stag
    Wheeler 3X Western Hat
    Starting at $125.00
  41. Wind River® Caliber Outback - Basalt/S
    Wind River® Caliber Outback
    Starting at $115.00
  42. Bailey Western Hastings 4X Western Hat - Charcoal
    Hastings 4X Western Hat
    Starting at $160.00
  43. Bailey Western Zippo 2X Western Hat - Steel
    Zippo 2X Western Hat
    Starting at $110.00
  44. Bailey Western Hobson 2X Western Hat - Mist
    Hobson 2X Western Hat
    Starting at $120.00
  45. Renegade Renegade by Bailey® Ellsworth Western Hat - Mist
    Renegade by Bailey® Ellsworth Gambler
    Starting at $120.00
  46. Renegade Renegade by Bailey® Hickstead Western Hat - Cranberry
    Renegade by Bailey® Hickstead Western Hat
    Starting at $120.00
  47. Bailey of Hollywood Cutler Panama - Natural
    Cutler Panama
    Regular Price $170.00 Starting at $127.50
  48. Bailey of Hollywood Blackburn Litestraw® Fedora - Natural
    Blackburn LiteStraw® Fedora
    Regular Price $155.00 Starting at $105.00

Items 1-48 of 55

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Shop Iconic Men’s Hat Styles

Browse all of our styles to find your favorites, or filter our options by color, shape, size, and more to find the exact hats that fit your style. Among our fedoras, ivy & flat caps, beanies, baseball caps, and so much more, we promise you’ll find that piece that expresses your distinctive style.

Timeless Fashion carries classic and modern men’s hat styles from leading brands like Bailey 1922, Kangol, Country Gentlemen, and more. We’re your ultimate guide in the world of men’s headwear, and we can help you find the right style for your facial shape and structure. We offer the finest products so that you can rest assured you’re looking your best.

With timeless pieces like trilby hats and bucket hats, we offer many clean looks and classic shapes that work with a variety of outfits. 

Shop The Latest from

Masculine fashion is our speciality. With our wide variety of hats and caps for men, you’re sure to find something to suit your look. Compliment your hat with an entire outfit from our collection of men’s clothing and accessories.

Plus, with our Sezzle payment program, you can pay for your new style on a schedule that works for you. Explore more and become a Rewards member today!