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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 Tino - Wool Felt Fedora Hat

    Bailey Tino

    Wool Felt Fedora Hat

    color:

    Blackbrown

    Price: $78.00
  • Bailey Werner - Wool Tweed Ivy Cap

    Bailey Werner

    Wool Tweed Ivy Cap

    color:

    Grey

    Price: $55.00
  • Bailey Cove - Packable Dockman Cap

    Bailey Cove

    Packable Dockman Cap

    color:

    gry pldInk Pld

    Price: $60.00
  • Bailey Botsford - Houndstooth Newsboy Cap

    Bailey Botsford

    Houndstooth Newsboy Cap

    color:

    Gry Hnds

    Price: $55.00
  • Bailey Port - Packable Ivy Cap

    Bailey Port

    Packable Ivy Cap

    color:

    gry/brn

    Price: $50.00
  • Bailey Yates - Water Repellent Wool Fedora

    Bailey Yates

    Water Repellent Wool Fedora

    color:

    Pewter

    Price: $90.00
  • Bailey Dewey - Wool 'Smart' Fit Ivy Cap

    Bailey Dewey

    Wool 'Smart' Fit Ivy Cap

    color:

    Grey

    Price: $69.00
  • Bailey Oran - Sueded Leather Ivy Cap

    Bailey Oran

    Sueded Leather Ivy Cap

    color:

    Grey

    Regular Price: $99.00

    Special Price: $73.00

  • Bailey Haskin - Sueded Wool Felt Fedora

    Bailey Haskin

    Sueded Wool Felt Fedora

    color:

    Asphalt

    Regular Price: $149.00

    Special Price: $126.65

  • Bailey Basil - Wool Felt Fedora Hat

    Bailey Basil

    Wool Felt Fedora Hat

    Choose Color:

    Pewter

    Regular Price: $113.00

    Special Price: $77.00

  • Bailey Lord - Classic Wool Ivy Cap

    Bailey Lord

    Classic Wool Ivy Cap

    color:

    Charcoal

    Regular Price: $79.00

    Special Price: $63.75

  • Bailey Egan - Linen Ivy Cap

    Bailey Egan

    Linen Ivy Cap

    color:

    Oyster

    Price: $65.00
  • Bailey Mannes - Multi-Braid Fedora

    Bailey Mannes

    Multi-Braid Fedora

    color:

    Char MulMilitaryNat Multnavy mulReef MulWave Mul

    Regular Price: $60.00

    Special Price: $43.00

  • Bailey Greyson - Crushable Braided Fedora

    Bailey Greyson

    Crushable Braided Fedora

    color:

    Cement

    Price: $65.00
  • Bailey Jackman - Packable Wool Felt Fedora

    Bailey Jackman

    Packable Wool Felt Fedora

    color:

    CharcoalWoodland

    Regular Price: $105.00

    Special Price: $98.00