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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.
  • Bailey Cove - Packable Dockman Cap

    Bailey Cove

    Packable Dockman Cap


    Ink Pldgry pld

    Price: $60.00
  • Bailey Vito - Packable Lightweight Fedora

    Bailey Vito

    Packable Lightweight Fedora


    NavyCopperBlk Mix

    Price: $70.00
  • Bailey Perry - Lanolux Wool Felt Fedora

    Bailey Perry

    Lanolux Wool Felt Fedora



    Price: $120.00
  • Bailey Sheldon - Plaid Wool Flat Cap

    Bailey Sheldon

    Plaid Wool Flat Cap



    Regular Price: $89.00

    Special Price: $59.50

  • Bailey Mannes - Multi-Braid Fedora

    Bailey Mannes

    Multi-Braid Fedora


    navy mulNat MultMilitaryChar MulReef MulWave Mul

    Regular Price: $60.00

    Special Price: $43.00