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 Straw Hats
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Bailey of Hollywood

Bailey of Hollywood

Initially branded as the Pacific Harvest Hat Company, founder George S. Bailey realized that the rising stars in Hollywood were setting the standard for high fashion and the booming population of the West Coast needed true quality hats to finish their looks. By outfitting the likes of Bing Crosby and Gary Cooper, Bailey became the go-to brand for men's hat fashion. From that point on Bailey would be known as a designer of fashionable hats and caps.

To this day, the brand continues to make waves in the fashion industry. From fedoras to pork pies, and ivy caps to ball caps, the Bailey of Hollywood division has distinguished itself as the top source for headwear superior in both caliber and design.

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  • Challenger 3X Hat

    Challenger 3X Hat

    by Bailey of Hollywood

    See more Colors, including:
    IvoryGreyBlack
    6 5/8, 7, 7 1/8

    Regular Price: $61.99

    Special Price: $46.49

  • Arrow Creek Straw Hat

    Arrow Creek Straw Hat

    by Bailey of Hollywood

    See more Colors, including:
    Natural
    S, M, L

    Regular Price: $250.00

    Special Price: $187.50

  • Port Ivy Cap

    Port Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    BrownGrey
    S, M, XL, XXL

    Regular Price: $50.00

    Special Price: $37.50

  • Casper Ivy Cap

    Casper Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    S, M, L, XL

    Regular Price: $70.00

    Special Price: $52.50

  • Evert Ivy Cap

    Evert Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    Green
    XL

    Regular Price: $55.00

    Special Price: $41.25

  • Luther Leather Ivy Cap

    Luther Leather Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    Grey
    S, M, L, XL

    Regular Price: $100.00

    Special Price: $75.00

  • Writer Baseball Cap

    Writer Baseball Cap

    by Bailey of Hollywood

    See more Colors, including:
    Green
    One Size Fits Most

    Regular Price: $45.00

    Special Price: $33.75

  • Dorsan Baseball Cap

    Dorsan Baseball Cap

    by Bailey of Hollywood

    See more Colors, including:
    Tan
    One Size Fits Most

    Regular Price: $50.00

    Special Price: $37.50

  • Mahlon Bucket Fedora

    Mahlon Bucket Fedora

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    S, M, L

    Regular Price: $150.00

    Special Price: $112.50

  • Mendoza Fedora

    Mendoza Fedora

    by Bailey of Hollywood

    See more Colors, including:
    Orange
    S, M, L, XL

    Regular Price: $125.00

    Special Price: $93.75

  • Fimm Bucket Hat

    Fimm Bucket Hat

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    S, M, L, XL

    Regular Price: $125.00

    Special Price: $93.75

  • Jowdy Ivy Cap

    Jowdy Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S, M, L, XL

    Regular Price: $65.00

    Special Price: $48.75

  • Meade Flat Cap

    Meade Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Green
    M, L, XL

    Regular Price: $65.00

    Special Price: $48.75

  • Lodge Flat Cap

    Lodge Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    BrownGreen
    M, L, XL, S

    Regular Price: $60.00

    Special Price: $45.00

  • Mears Newsboy

    Mears Newsboy

    by Bailey of Hollywood

    See more Colors, including:
    BlueTan
    S, L, M, XL

    Regular Price: $55.00

    Special Price: $41.25

  • Tensen Newsboy

    Tensen Newsboy

    by Bailey of Hollywood

    See more Colors, including:
    Grey
    S, M, L, XL

    Regular Price: $70.00

    Special Price: $52.50

  • Werbow Trapper

    Werbow Trapper

    by Bailey of Hollywood

    See more Colors, including:
    BrownBlack
    S, M, L, XL

    Regular Price: $175.00

    Special Price: $131.25

  • Guron LiteFelt® Fedora

    Guron LiteFelt® Fedora

    by Bailey of Hollywood

    See more Colors, including:
    Black
    M

    Regular Price: $90.00

    Special Price: $67.50

  • Delin Fedora

    Delin Fedora

    by Bailey of Hollywood

    See more Colors, including:
    BlackGrey
    S, M, L

    Regular Price: $325.00

    Special Price: $243.75

  • Shapton Newsboy

    Shapton Newsboy

    by Bailey of Hollywood

    See more Colors, including:
    TanBlue
    S, M, L, XL

    Regular Price: $55.00

    Special Price: $41.25

  • Haden Trilby

    Haden Trilby

    by Bailey of Hollywood

    See more Colors, including:
    Grey
    S, L, XL

    Regular Price: $70.00

    Special Price: $52.50

  • Menaker Flat Cap

    Menaker Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    S, M, L, XL

    Regular Price: $65.00

    Special Price: $48.75

  • Rathbone Fedora

    Rathbone Fedora

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S, M

    Regular Price: $125.00

    Special Price: $93.75

  • Hogan Flat Cap

    Hogan Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    S, M, L, XL

    Regular Price: $70.00

    Special Price: $52.50

  • Hurn Fedora

    Hurn Fedora

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S, M, L, XL

    Regular Price: $70.00

    Special Price: $52.50

  • Lord Pinstripe Cap

    Lord Pinstripe Cap

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    M, S

    Regular Price: $70.00

    Special Price: $52.50

  • Madison Fedora

    Madison Fedora

    by Bailey of Hollywood

    See more Colors, including:
    RedBlack
    7, 6 3/4, 6 7/8, 7 1/8, 7 1/4, 7 3/8

    Regular Price: $229.00

    Special Price: $171.75

  • Fairbanks Litefelt® Fedora

    Fairbanks Litefelt® Fedora

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S

    Regular Price: $80.00

    Special Price: $60.00

  • Pork Pie Hat

    Pork Pie Hat

    by Bailey of Hollywood

    See more Colors, including:
    Black
    7, 6 3/4, 7 3/8, 7 1/2, 7 5/8

    Regular Price: $221.00

    Special Price: $165.75

  • Come 'n Get It

    Come 'n Get It

    by Bailey of Hollywood

    See more Colors, including:
    Blue
    S/M, L/XL

    Regular Price: $32.00

    Special Price: $24.00

  • Gotcha! Ball Cap

    Gotcha! Ball Cap

    by Bailey of Hollywood

    See more Colors, including:
    Ivory
    S/M, L/XL

    Regular Price: $35.00

    Special Price: $26.25

  • Something's Cookin' Ball Cap

    Something's Cookin' Ball Cap

    by Bailey of Hollywood

    See more Colors, including:
    Green
    S/M, L/XL

    Regular Price: $35.00

    Special Price: $26.25

  • Twill Plaid Ball Cap

    Twill Plaid Ball Cap

    by Bailey of Hollywood

    See more Colors, including:
    Plaid
    L/XL, S/M

    Regular Price: $25.00

    Special Price: $18.75

  • Crest Repeat Ball Cap

    Crest Repeat Ball Cap

    by Bailey of Hollywood

    See more Colors, including:
    Blue
    S/M, L/XL

    Regular Price: $25.00

    Special Price: $18.75

  • Sport Crest Ball Cap

    Sport Crest Ball Cap

    by Bailey of Hollywood

    See more Colors, including:
    Green
    L/XL, S/M

    Regular Price: $25.00

    Special Price: $18.75

  • Gaunt Cossack Cap

    Gaunt Cossack Cap

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S, L

    Regular Price: $95.00

    Special Price: $71.25

  • Crane

    Crane

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S, M

    Regular Price: $250.00

    Special Price: $187.50

  • Earnhardt

    Earnhardt

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    L

    Regular Price: $50.00

    Special Price: $37.50

  • Augustin Hat

    Augustin Hat

    by Bailey of Hollywood

    See more Colors, including:
    Green
    M

    Regular Price: $80.00

    Special Price: $60.00

  • Rumsen Aviator

    Rumsen Aviator

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S, M, L, XL

    Regular Price: $175.00

    Special Price: $131.25

  • Vedder Aviator

    Vedder Aviator

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    S, M, L

    Regular Price: $175.00

    Special Price: $131.25

  • Landis Fedora

    Landis Fedora

    by Bailey of Hollywood

    See more Colors, including:
    BlackBrown
    S, M, L, XL

    Regular Price: $275.00

    Special Price: $206.25

  • Bellamy Trapper

    Bellamy Trapper

    by Bailey of Hollywood

    See more Colors, including:
    Black
    S, M, L, XL

    Regular Price: $88.00

    Special Price: $66.00

  • Draper II Fedora

    Draper II Fedora

    by Bailey of Hollywood

    See more Colors, including:
    BlackBrown
    S, M, L, XL

    Regular Price: $325.00

    Special Price: $243.75

  • Tench Beanie

    Tench Beanie

    by Bailey of Hollywood

    See more Colors, including:
    Tan
    One Size Fits Most

    Regular Price: $55.00

    Special Price: $41.25

  • Duffy Trilby

    Duffy Trilby

    by Bailey of Hollywood

    See more Colors, including:
    BrownBlack
    S, M, L, XL

    Regular Price: $325.00

    Special Price: $243.75

  • Benny Fedora

    Benny Fedora

    by Bailey of Hollywood

    See more Colors, including:
    Grey
    S, M, XL

    Regular Price: $150.00

    Special Price: $112.50

  • Wardell Fedora

    Wardell Fedora

    by Bailey of Hollywood

    See more Colors, including:
    GreenBrown
    S, M, L, XL

    Regular Price: $125.00

    Special Price: $93.75

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