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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.

  • Bailey Laden Contemporary Newsboy Cap

    Bailey Laden

    Contemporary Newsboy Cap

    color:

    Blu Smok

    Regular Price: $60.00

    Special Price: $43.00

  • Bailey Redford Cotton Newsboy Cap

    Bailey Redford

    Cotton 8/4 Cap

    color:

    Cream/Burnt Stripe

    Regular Price: $60.00

    Special Price: $43.00

  • Bailey Hutchins Wool Felt Fedora Hat

    Bailey Hutchins

    Wool Felt Fedora Hat

    color:

    Grey

    Price: $99.00
  • Bailey Cove Packable Dockman Cap

    Bailey Cove

    Packable Dockman Cap

    color:

    Ink Pld

    Regular Price: $60.00

    Special Price: $32.00

  • Bailey Gellerth Hybrid Ivy Newsboy Cap

    Bailey Gellerth

    Hybrid Flat/Newsboy Cap

    color:

    Mink

    Regular Price: $55.00

    Special Price: $42.00

  • Bailey Casper Herringbone Ivy Cap

    Bailey Casper

    Herringbone Flat Cap

    color:

    brown

    Regular Price: $70.00

    Special Price: $38.00

  • Bailey Menaker Plaid Ivy Cap

    Bailey Menaker

    Plaid Flat Cap

    color:

    Chocolate

    Regular Price: $65.00

    Special Price: $37.00

  • Bailey Flume Fur Blend Fedora

    Bailey Flume

    Fur Blend Fedora

    color:

    Aubergin

    Regular Price: $243.00

    Special Price: $137.00

  • Bailey Rickett Plaid Newsboy Cap

    Bailey Rickett

    Plaid Newsboy Cap

    color:

    Grey PldNvy Pld

    Price: $60.00 As low as: $37.00
  • Bailey Botsford Houndstooth Newsboy Cap

    Bailey Botsford

    Houndstooth Newsboy Cap

    color:

    Gry Hnds

    Regular Price: $55.00

    Special Price: $42.00

  • Bailey Lodge Plaid Ivy Cap

    Bailey Lodge

    Plaid Flat Cap

    color:

    evergree

    Regular Price: $59.00

    Special Price: $48.00

  • Bailey Bankhead Wool Safari Hat

    Bailey Bankhead

    Wool Safari Hat

    color:

    Chocolate

    Regular Price: $120.00

    Special Price: $93.00

  • Bailey Ragon Paper Braid Stingy Brim Fedora

    Bailey Ragon

    Paper Braid Stingy Brim Fedora

    color:

    Forest

    Regular Price: $70.00

    Special Price: $38.00

  • Bailey Britten Cotton Blend Newsboy Cap

    Bailey Britten

    Cotton Blend Newsboy Cap

    color:

    Port

    Regular Price: $60.00

    Special Price: $43.00

  • Bailey Mears Tweed Newsboy Cap

    Bailey Mears

    Tweed Newsboy Cap

    color:

    DustyBlu

    Regular Price: $59.00

    Special Price: $32.00

  • Bailey Smit Hybrid Ivy Newsboy Cap

    Bailey Smit

    Hybrid Flat/Newsboy Cap

    color:

    Navy

    Regular Price: $63.00

    Special Price: $37.00

  • Bailey Ormond Hybrid Ivy/Newsboy Cap

    Bailey Ormond

    Hybrid Flat/Newsboy Cap

    color:

    brn herr

    Regular Price: $55.00

    Special Price: $32.00

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.

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.

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