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  1. Fleet Ivy Cap - Brown/S
    Fleet Ivy Cap
    Regular Price $65.00 Starting at $48.75
  2. Novi Ivy Cap - Tan/S
    Novi Ivy Cap
    Starting at $65.00
  3. Main Image
    Cosmo LiteStraw®Fedora
    Regular Price $138.00 Starting at $103.50
  4. Main Image
    Certitude Western Hat - Exclusive
    Starting at $39.99
  5. S.O.S 507 Cap - Charcoal/S
    S.O.S 507 Cap
    Regular Price $55.00 Starting at $41.25
  6. Bailey of Hollywood Simnick - Olive
    Simnick Newsboy
    Regular Price $64.00 Starting at $48.00
  7. Baker Fedora - Charcoal/M
    Baker Fedora
    Regular Price $115.00 Starting at $69.00
  8. Doty Western Hat - Silverbelly/S
    Doty Western Hat
    Regular Price $130.00 Starting at $97.50
  9. Barkley Fedora - Black/S
    Barkley Fedora
    Starting at $150.00
  10. Bailey Western Hastings 4X Western Hat - Charcoal
    Hastings 4X Western Hat
    Starting at $145.00
  11. Wind River Wind River by Bailey® Hostler LiteFelt® Western Hat - Putty
    Wind River® Hostler Outback
    Starting at $96.00
  12. Wool Hawker - Hunter Mix/S
    Wool Hawker
    Starting at $65.00

Items 1-12 of 168

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Looking for your next favorite hat? We’ve got a huge assortment of hats including fedoras, ivy & flat caps, beanies, baseball caps, and a whole lot more! Browse all the styles to find your favorites, or use the options on the right side of the screen to filter by color, shape, size, and several other attributes to find the exact hats to fit your style and wardrobe! Shop our men’s hats to find that piece that expresses your distinctive style.

Timeless Hats For Men carries the greatest men’s hats of all time from leading brands like Bailey of Hollywood, Kangol, Country Gentleman, and more. Think of us as your ultimate guide into the world of men’s headwear. 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 Men’s Hat Styles  

Men who haven’t tried on a hat before might think they don’t know how to pick a style or hat size that works for them. Consider your personal stylist and mentor for all things headwear. We supply and categorize our men’s hats by season and material so you know when and where to rock your next favorite accessory. Shop our men’s hats for high-quality and stylish headwear and know that our selection ensures that any guy can find an accent piece that suits his taste and style.