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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.

45 Items

per page
Set Descending Direction
  1. Hats - Burgundy/Brown
    410S Pork Pie
    Starting at $115.00
  2. Hats - Mauve
    305S Gambler
    Starting at $115.00
  3. Hats - Navy Multi
    215S Fedora
    Starting at $115.00
  4. Wind River® Dalhart Outback - Ivory/S
    Wind River® Dalhart Outback
    Starting at $105.00
  5. Deland 20X Western - Ivory/6 3/4
    Deland 20X Western
    Starting at $150.00
  6. 216 Fedora - Fuschia/S
    216 Fedora
    Starting at $170.00
  7. 214 Fedora - Classic Blue/S
    214 Fedora
    Starting at $165.00
  8. 615 Pork Pie - Dark Green/S
    615 Pork Pie
    Starting at $130.00
  9. 504 Homburg - Black/S
    504 Homburg
    Starting at $170.00
  10. 202 Fedora - Ash Camo/S
    202 Fedora
    Starting at $120.00
  11. 512 Fedora - Seafoam/S
    512 Fedora
    Starting at $150.00
  12. 410 Bowler - Copper/S
    410 Bowler
    Starting at $120.00
  13. 212 Fedora - Burgundy/S
    212 Fedora
    Starting at $150.00
  14. Alternate View
    Godwin Fedora
    Regular Price $225.00 Starting at $150.00
  15. Tilley Polaris Outback - Navy
    Tilley Polaris Outback
    Starting at $115.00
  16. Kangol - Blue Stripe
    British Peebles
    Regular Price $150.00 Starting at $112.50
  17. Treport Fedora - Ink Blue/S
    Treport Fedora
    Starting at $135.00
  18. Ellett Fedora - Black/S
    Ellett Fedora
    Regular Price $180.00 Starting at $112.50
  19. Burgan Fedora - Ink Blue/S
    Burgan Fedora
    Regular Price $360.00 Starting at $270.00
  20. USA Woollux 504 - Limited Edition - Black/S
    USA Woollux 504 - Limited Edition
    Starting at $150.00
  21. Parson Panama Fedora - Ivory/Brown/S
    Parson Panama Fedora
    Regular Price $175.00 Starting at $131.25
  22. LiteFelt® Pork Pie - Black/L
    LiteFelt® Pork Pie
    Starting at $125.00
  23. 1920s Bollman Heritage Collection Fedora - Navy/L
    1920s Bollman Heritage Collection Fedora
    Starting at $120.00
  24. Bollman Hat Company 2000s Bollman Collection Stingy Brim - Teal
    2000s Bollman Heritage Collection Stingy Brim
    Starting at $120.00
  25. Jackman Fedora - Dark Brown/S
    Jackman Fedora
    Starting at $135.00
  26. Brandt Fedora - Black/S
    Brandt Fedora
    Starting at $155.00
  27. Criss Fedora - Black/S
    Criss Fedora
    Starting at $155.00
  28. Ammon Fedora - Almond/S
    Ammon Fedora
    Starting at $175.00
  29. Bogan Elite Fedora - Black/S
    Bogan Elite Fedora
    Starting at $175.00
  30. Winters Fedora - Black/S
    Winters Fedora
    Starting at $145.00
  31. Bailey of Hollywood Tasmin Panama Fedora - Natural Multi
    Tasmin Panama Fedora
    Regular Price $175.00 Starting at $131.25
  32. Bailey of Hollywood Giger Panama Fedora - Brown Plaid
    Giger Panama Fedora
    Starting at $175.00
  33. Bailey Western Stampede 2X Hat - Silver Belly
    Stampede 2X Hat
    Starting at $115.00
  34. Lightning 4X Hat - White/7 1/4
    Lightning 4X
    Starting at $170.00
  35. Bailey Western Cavalry II Hat - Navy
    Cavalry II Hat
    Starting at $120.00
  36. Bailey of Hollywood Chaplin Panama Bowler - Media Bleach
    Chaplin Panama Bowler
    Starting at $175.00
  37. Bailey of Hollywood Blackburn Litestraw® Fedora - Natural
    Blackburn LiteStraw® Fedora
    Regular Price $155.00 Starting at $105.00
  38. Main Image
    Cuban Panama Fedora
    Regular Price $180.00 Starting at $123.75
  39. Bailey of Hollywood Colver Fedora - Black
    Colver Fedora
    Starting at $185.00
  40. Bailey of Hollywood Briar Fedora - Black
    Briar Fedora
    Starting at $120.00
  41. Perry - navy
    Perry Fedora
    Starting at $145.00
  42. Bailey of Hollywood Sperling LiteFelt® Fedora - Bluestone
    Sperling LiteFelt® Fedora
    Starting at $145.00
  43. Bailey of Hollywood Derby Hat - Black
    Derby Hat
    Starting at $135.00
  44. Alternate View
    Acker Fedora
    Starting at $135.00
  45. Bailey of Hollywood Brooks Panama Fedora - Natural
    Brooks Panama Fedora
    Regular Price $175.00 Starting at $116.25

45 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!