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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.

23 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. Hats - Red
    214S Optimo
    Starting at $115.00
  5. Tilley Polaris Outback - Navy
    Tilley Polaris Outback
    Starting at $115.00
  6. Kangol - Blue Stripe
    British Peebles
    Regular Price $150.00 Starting at $112.50
  7. Ellett Fedora - Black/S
    Ellett Fedora
    Regular Price $180.00 Starting at $112.50
  8. Landry 2X - Pecan/6 5/8
    Landry 2X
    Starting at $110.00
  9. Wind River® Switchback Outback Hat - Pecan/L
    Wind River® Switchback Outback Hat
    Starting at $115.00
  10. Wind River® Firehole Outback - Black/M
    Wind River® Firehole Outback
    Starting at $115.00
  11. Bailey Western Stampede 2X Hat - Silver Belly
    Stampede 2X Hat
    Starting at $115.00
  12. Wind River® Chisolm Western Hat - Beaver/L
    Wind River® Chisolm Western Hat
    Starting at $115.00
  13. Wind River® Palisade Outback - Beaver/XS
    Wind River® Palisade Outback
    Starting at $115.00
  14. Tombstone 2X Hat - Black/6 3/4
    Tombstone 2X Hat
    Starting at $115.00
  15. Serpent
    Wind River® Joe Eder Outback Hat
    Starting at $115.00
  16. Bailey Western Jericho 3X Western Hat - Mole
    Jericho 3X Western Hat
    Starting at $110.00
  17. Bailey Western Traveller 2X Western Hat - Pecan
    Traveller 2X Western Hat
    Starting at $115.00
  18. Bailey of Hollywood Derian Raindura® Straw Fedora - Burlap
    Derian Raindura® Fedora
    Starting at $115.00
  19. Bailey of Hollywood Wynn LiteFelt® Fedora - Pewter
    Wynn LiteFelt® Fedora
    Starting at $118.00
  20. Bailey of Hollywood Lazar Cap - Dark Coffee
    Lazar Cap
    Starting at $110.00
  21. Glasby Cap - Antique Olive /S
    Glasby Cap
    Regular Price $150.00 Starting at $112.50
  22. Bailey of Hollywood Brooks Panama Fedora - Natural
    Brooks Panama Fedora
    Regular Price $175.00 Starting at $116.25
  23. Montana Outback - Dark Brown/7 1/2
    Montana Outback
    Regular Price $130.00 Starting at $110.50

23 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!