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  1. Derren Adobe Cowboy Western Hat - Adobe/ 6 5/8
    Derren Adobe Cowboy Western Hat
    Regular Price $85.00 Starting at $63.75
  2. Deen Adobe Cowboy Western Hat -  Adobe/ 6 5/8
    Deen Adobe Cowboy Western Hat
    Regular Price $80.00 Starting at $60.00
  3. Landon Reversible Bucket Hat - White/Carbon / S/M
    Landon Reversible Bucket Hat
    Starting at $45.00
  4. Sainz Bucket - Cinnamon / M
    Sainz Bucket
    Starting at $210.00
  5. Heavy Washed Cap - Black / S
    Heavy Washed Cap
    Starting at $60.00
  6. Aviator Watch Cap - Black / S
    Aviator Watch Cap
    Regular Price $65.00 Starting at $48.75
  7. Kangol - Black
    Aviator Bugatti
    Starting at $80.00
  8. Hats - Black
    FlexFit Flat Peak Baseball
    Starting at $45.00
  9. Hats - Cream
    FlexFit Cord Baseball Cap
    Starting at $45.00
  10. Twist Stripe 504 - Black/White / S
    Twist Stripe 504
    Regular Price $65.00 Starting at $48.75
  11. Birdseye Maze 507 - Black/Red Velvet / S
    Birdseye Maze 507
    Regular Price $70.00 Starting at $52.50
  12. Wavy Pane Bin - Black/White / S
    Wavy Pane Bin
    Regular Price $75.00 Starting at $56.25
  13. Kangol - Black Mix
    Joyful Collage SpaceCap
    Regular Price $75.00 Starting at $56.25
  14. Kangol - Navy Multi
    Gadget 504
    Regular Price $65.00 Starting at $48.75
  15. Kangol - Black/White
    Wavy Pane 507
    Regular Price $65.00 Starting at $48.75
  16. Gadget Casual - Navy Multi / S
    Gadget Casual
    Regular Price $80.00 Starting at $60.00

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Shop Iconic Men’s Hats

We never limit fashion when it comes to our men’s hats. That’s why our collection of men’s caps and hats was curated so you could find the hat perfect for you and your unique look. Browse all of our men’s hat styles to find your favorites, or filter our options by color, shape, size, and more to find the exact hats that fit your style. Whether it’s our fedoras, ivy and flat caps, classy beanies, or baseball caps, we promise you’ll find that piece that expresses your distinctive style.

Timeless Fashion carries classic and modern men’s caps and hats from leading brands like Kangol, Bailey 1922, 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 trendy hats 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 specialty. With our wide variety of men’s hats, 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!

Frequently Asked Questions

1. Why are men’s fedoras so popular?

Men’s fedoras are classic men’s hat styles that can instantly make any outfit more sophisticated. They’re highly versatile and you can dress them down or up depending on the occasion. These hats also protect from the sun by blocking harmful ultraviolet rays, which may damage your skin.


2. What makes Bailey 1922 one of the most popular brands for men’s hats?

Bailey 1922 remains a top brand for men’s caps due to their sophistication, craftsmanship, and heritage. Since 1922, these hats have stood out for their fine quality and ability to help people express their individuality. The company also offers a wide variety of hats that suit various preferences and occasions, including cowboy hats, straw hats, and fedoras.


3. What are some of the most popular clothing items and accessories men shop for when purchasing hats?

Some of today’s most popular men’s accessories range from backpacks to fleece hoodies and hoodie pullovers. Men’s hat lovers also look for comfortable t-shirts (including waffle tees), track jackets, jogger pants, popovers, and down or fleece jackets.