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Bailey Bailey Bailey

Bailey

Ready to add some timeless style to your wardrobe? A Bailey men’s hat is just the way to do it. Styles from this classic hat-maker have stood the test of time and continue to be popular choices for men’s fashion.

The Bailey Brand

Built upon a nearly century-old legacy of Hollywood and the New West, Bailey hats embody the spirit of fashionable, functional headwear that evolved out of 1920s Los Angeles. Hat-maker George Bailey initially started the small hat company to cater to ranchers and business people in Southern California. But eventually, his signature styles gained popularity among celebrities like Humphrey Bogart, Gary Cooper and Bing Crosby. The Bailey hat is known for its exceptional craftsmanship and attention to detail, with styles made from quality materials like fur felt, leather and genuine Panama straw.

Selection Meets Style

At Hats in the Belfry, we carry all of the most popular Bailey hats, including a huge selection of Bailey fedoras made from lightweight straw, luxurious wool felt and other long-lasting materials. Bailey even offers a selection of waterproof fedoras as well as packable fedoras designed for modern travel. You’ll also find a variety of Bailey ivy caps, safari hats and newsboy caps from this iconic hat-maker. And if you’ve been searching for a pork pie hat with an updated, modern style, Bailey’s is the perfect brand for you. Browse our full collection of Bailey’s men’s hats to find a great new look with a hint of classic Hollywood style.
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  • Bailey Ormond - Paneled Ivy Cap

    Bailey Ormond

    Paneled Ivy Cap

    color:

    Black

    Price: $55.00
  • Bailey Yates - Water Repellent Wool Fedora

    Bailey Yates

    Water Repellent Wool Fedora

    color:

    Pewter

    Price: $90.00
  • Bailey Lord - Classic Wool Ivy Cap

    Bailey Lord

    Classic Wool Ivy Cap

    color:

    Charcoal

    Regular Price: $79.00

    Special Price: $63.75

  • Bailey Hopper - Wool Cattleman Fedora

    Bailey Hopper

    Wool Cattleman Fedora

    color:

    Black

    Regular Price: $149.00

    Special Price: $126.65

  • Bailey Leander - Cotton & Leather Ivy Cap

    Bailey Leander

    Cotton & Leather Ivy Cap

    color:

    Blackbrown

    Price: $65.00
  • Bailey Dalton - Canvas Safari Rain Hat

    Bailey Dalton

    Canvas Safari Rain Hat

    color:

    Blackbrown

    Price: $55.00