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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.

21 Items

per page
Set Descending Direction
  1. Kangol Tropic 507 Ventair - Beige
    Tropic 507 Ventair
    Starting at $48.00
  2. Faux Fur Casual - Scarlet/S
    Faux Fur Casual
    Starting at $80.00
  3. Kangol Cord Hawker - Forrester
    Cord Hawker
    Starting at $75.00
  4. Tropic 504 Ventair - White/L
    Tropic 504 Ventair
    Regular Price $45.00 Starting at $22.50
  5. Kangol Tropic Ventair Spacecap - Beige
    Tropic Ventair Spacecap
    Regular Price $45.00 Starting at $33.75
  6. Kangol Tropic 507 Cap  - Beige
    Tropic 507
    Regular Price $53.00 Starting at $39.75
  7. Stone
    Tilley Lightweight Nylon Outback Hat
    Starting at $90.00
  8. Dickens GentleFelt® Fedora - Khaki/L
    Dickens GentleFelt® Fedora
    Regular Price $80.00 Starting at $56.25
  9. Kangol USA Tropic 504 Ventair - Black
    USA Tropic 504 Ventair
    Starting at $45.00
  10. Bamboo 507 - Black/S
    Bamboo 507
    Regular Price $60.00 Starting at $45.00
  11. Kangol Tropic 504 - Black
    Tropic 504
    Regular Price $45.00 Starting at $33.75
  12. Ammon Fedora - Almond/S
    Ammon Fedora
    Starting at $175.00
  13. Winters Fedora - Black/S
    Winters Fedora
    Regular Price $145.00 Starting at $72.50
  14. Wind River Wind River by Bailey® Columbia LiteFelt® Outback Hat - Putty
    Wind River® Columbia Outback
    Starting at $115.00
  15. Lightning 4X Cowboy Western Hat Hat - White/7 1/4
    Lightning 4X Cowboy Western Hat
    Starting at $170.00
  16. Bailey Western Cavalry II Hat - Navy
    Cavalry II Hat
    Starting at $120.00
  17. Wind River® Nock Outback - Putty/L
    Wind River® Nock Outback
    Regular Price $96.00 Starting at $67.20
  18. Bailey Western Farson 7X Western Hat - Ivory
    Farson 7X Cowboy Western Hat
    Starting at $65.00
  19. Bailey of Hollywood Chaplin Panama Bowler - Media Bleach
    Chaplin Panama Bowler
    Starting at $175.00
  20. Waits Braided Pork Pie - Black/S
    Waits Braided Pork Pie
    Regular Price $85.00 Starting at $63.75
  21. Bailey of Hollywood Brooks Panama Fedora - Natural
    Brooks Panama Fedora
    Regular Price $175.00 Starting at $87.50

21 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!