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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.

35 Items

per page
Set Descending Direction
  1. COLTER Fedora - Black / S
    Colter Fedora
    Starting at $185.00
  2. ERLER Fedora - Black / S
    Erler Fedora
    Starting at $130.00
  3. Grey/Green
    Tilley All Weather Hat
    Starting at $120.00
  4. Hats - Burgundy/Brown
    410S Pork Pie
    Starting at $115.00
  5. 214 Fedora - Classic Blue/S
    214 Fedora
    Starting at $165.00
  6. 615 Pork Pie - Dark Green/S
    615 Pork Pie
    Starting at $130.00
  7. 312 Fedora - Tobacco/S
    312 Fedora
    Starting at $105.00
  8. 202 Fedora - Ash Camo/S
    202 Fedora
    Starting at $120.00
  9. 713 Fedora - Alloy/S
    713 Fedora
    Starting at $140.00
  10. Hats Coffee Beige Swirl
    Limited Edition Hillman Fedora
    Starting at $170.00
  11. bone
    Limited Edition Collister Fedora
    Starting at $150.00
  12. Alternate View
    Magness Fedora
    Starting at $160.00
  13. Kisner Open Crown - Black/S
    Kisner Open Crown
    Starting at $145.00
  14. Bailey of Hollywood Stansfield Panama Fedora - Natural
    Stansfield Panama Fedora
    Regular Price $175.00 Starting at $122.50
  15. Renegade Renegade by Bailey® Rampart Western Hat - Black
    Renegade® Rampart Western Hat
    Starting at $140.00
  16. Renegade Renegade by Bailey® Cowpuncher Western Hat - Black
    Renegade by Bailey® Cowpuncher
    Starting at $150.00
  17. Barclay Trilby  - Flannel/S
    Barclay Trilby
    Starting at $125.00
  18. Bailey of Hollywood Classic LiteFelt® Fedora - Black
    Classic LiteFelt® Fedora
    Starting at $118.00
  19. Bollman Hat Company 1930s Bollman Collection Trilby - Senate
    1930s Bollman Heritage Collection Trilby
    Starting at $120.00
  20. Main Image
    Havasu 20X Cowboy Western Hat
    Starting at $140.00
  21. Bailey Western Alsworth 3X Western Hat - Silver Sand
    Alsworth 3X Cowboy Western Hat
    Starting at $125.00
  22. Bailey Western McQ 4X Western Hat - Black
    McQ 4X Cowboy Western Hat
    Starting at $155.00
  23. Jackman Fedora - Dark Brown/S
    Jackman Fedora
    Starting at $135.00
  24. Ammon Fedora - Almond/S
    Ammon Fedora
    Starting at $175.00
  25. Bogan Elite Fedora - Black/S
    Bogan Elite Fedora
    Starting at $175.00
  26. Lightning 4X Cowboy Western Hat Hat - White/7 1/4
    Lightning 4X Cowboy Western Hat
    Starting at $170.00
  27. Bailey Western Wheeler 3X Western Hat - Stag
    Wheeler 3X Cowboy Western Hat
    Starting at $125.00
  28. Wind River® Caliber Outback - Basalt/S
    Wind River® Caliber Outback
    Starting at $115.00
  29. Bailey Western Hastings 4X Western Hat - Charcoal
    Hastings 4X Cowboy Western Hat
    Starting at $160.00
  30. Bailey Western Zippo 2X Western Hat - Steel
    Zippo 2X Cowboy Western Hat
    Starting at $110.00
  31. Bailey Western Hobson 2X Western Hat - Mist
    Hobson 2X Cowboy Western Hat
    Starting at $120.00
  32. Renegade Renegade by Bailey® Ellsworth Western Hat - Mist
    Renegade by Bailey® Ellsworth Gambler
    Starting at $120.00
  33. Renegade Renegade by Bailey® Hickstead Western Hat - Cranberry
    Renegade by Bailey® Hickstead Western Hat
    Starting at $120.00
  34. Bailey of Hollywood Blackburn Litestraw® Fedora - Natural
    Blackburn LiteStraw® Fedora
    Regular Price $155.00 Starting at $105.00
  35. Bailey of Hollywood Wynn LiteFelt® Fedora - Pewter
    Wynn LiteFelt® Fedora
    Starting at $118.00

35 Items

per page
Set Descending Direction

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!