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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 49-60 of 250

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  1. Shell
    Wilshire Braided Fedora
    Starting at $85.00
  2. Main Image
    Mannesroe Braided Fedora
    Starting at $75.00
  3. Bailey - Opal
    Hester Fedora
    Starting at $90.00
  4. Spencer LiteStraw® Fedora
    Spencer LiteStraw® Fedora
    Starting at $90.00
  5. Kangol - Beige/Cherry Glow
    Wild Trip 504
    Starting at $60.00
  6. Kangol Face Mask
    Kangol Face Mask
    Starting at $20.00
  7. Ronit Fedora
    Ronit Fedora
    Starting at $80.00
  8. Faux Fur Bucket
    Faux Fur Bucket
    Regular Price $75.00 Starting at $56.25
  9. Graham Cap
    Graham Cap
    Starting at $55.00
  10. Main Image
    Bamboo Mowbray
    Starting at $70.00
  11. Wind River Wind River by Bailey® Montrose LiteFelt® Western Hat - Black
    Wind River® Montrose Outback
    Regular Price $96.00 Starting at $72.00
  12. Manz Cap
    Manz Cap
    Regular Price $68.00 Starting at $51.00

Items 49-60 of 250

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!