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Bailey of Hollywood - Ivy Caps

Bailey of Hollywood - Ivy Caps

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.


Ivy and flat caps are classic and enduring styles with an ageless appeal. Right at home in the pub or on the golf course, low profile caps are a versatile shape that work with everything from your casual outfits to your most fashion-forward clothing. Ivy and flat caps remain an important staple in every stylish gentleman's wardrobe and are sported by celebrities like Samuel L. Jackson, Justin Timberlake, and LL Cool J. Choose from a wide variety of materials selections – including cotton, leather, tweed, wool, acrylic, and polyester – in a vast assortment of colors, patterns and designs. Shop our great brands like Kangol, Country Gentleman, and Bailey of Hollywood to find the perfect cap today!

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  • Butler Dockman Cap

    Butler Dockman Cap

    by Bailey of Hollywood

    See more Colors, including:
    RedBrownGreen
    S, M, L, XL
    $55.00
  • Lorant Ivy Cap

    Lorant Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    BlackGreen
    S, M, L, XL
    $55.00
  • Dormer Flat Cap

    Dormer Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    TanGreyBlue
    S, L, XL, M
    $80.00
  • Quint Flat Cap

    Quint Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    BlackBlue
    S, M, L, XL
    $55.00
  • Medd Flat Cap

    Medd Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Plaid
    S, M, L, XL
    $55.00
  • Glynn Flat Cap

    Glynn Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    BrownBlack
    S, M, L, XL
    $55.00
  • Edring Flat Cap

    Edring Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Blue
    S, M, L, XL
    $60.00
  • Muroff Ivy Cap

    Muroff Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    BlueWhite
    S, M, L, XL
    $55.00
  • Graham Cap

    Graham Cap

    by Bailey of Hollywood

    See more Colors, including:
    TanBlackGreen
    S, M, L, XL, XXL
    $45.00
  • Harston Cap

    Harston Cap

    by Bailey of Hollywood

    See more Colors, including:
    BeigeGreyBlueGreen
    L, M, S, XL, XXL
    $55.00
  • Slater Cap

    Slater Cap

    by Bailey of Hollywood

    See more Colors, including:
    Grey
    S, M, L, XL, XXL
    $53.00
  • Redford Cap

    Redford Cap

    by Bailey of Hollywood

    See more Colors, including:
    Tan
    S, M, L, XL, XXL
    $58.00
  • Noclin Cap

    Noclin Cap

    by Bailey of Hollywood

    See more Colors, including:
    Black
    L, M, S, XL
    $105.00
  • Taxten Cap

    Taxten Cap

    by Bailey of Hollywood

    See more Colors, including:
    Brown
    S, M, L, XL
    $100.00
  • Stockton Ivy Cap

    Stockton Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    Black
    L, M, S, XL
    $105.00
  • Galvin Plaid Ivy Cap

    Galvin Plaid Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    Plaid
    S, M, L, XL, XXL
    $85.00
  • Smit Flat Cap

    Smit Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    BrownBlueBlack
    S, M, L, XL
    $62.50
  • Glasby Cap

    Glasby Cap

    by Bailey of Hollywood

    See more Colors, including:
    GreenBrown
    S, M, L, XL
    $125.00
  • Pinckney Flat Cap

    Pinckney Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    GreenBrown
    S, M, L, XL
    $115.00
  • Byles Flat Cap

    Byles Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Red
    S, M, L, XL
    $125.00
  • Rand Flat Cap

    Rand Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    BlackBrownGreenRed
    S, M, L, XL
    $75.00
  • Rodis Brimmed Ivy Cap

    Rodis Brimmed Ivy Cap

    by Bailey of Hollywood

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

    Regular Price: $60.00

    Special Price: $45.00

  • Asano Flat Cap

    Asano Flat Cap

    by Bailey of Hollywood

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

    Regular Price: $55.00

    Special Price: $41.25

  • Pirkis Flat Cap

    Pirkis Flat Cap

    by Bailey of Hollywood

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

    Regular Price: $63.00

    Special Price: $47.25

  • Bilder Dockman Cap

    Bilder Dockman Cap

    by Bailey of Hollywood

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

    Regular Price: $55.00

    Special Price: $41.25

  • Bruck Flat Cap

    Bruck Flat Cap

    by Bailey of Hollywood

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

    Regular Price: $60.00

    Special Price: $45.00

  • Jared Flat Cap

    Jared Flat Cap

    by Bailey of Hollywood

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

    Regular Price: $55.00

    Special Price: $41.25

  • Marken Flat Cap

    Marken Flat Cap

    by Bailey of Hollywood

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

    Regular Price: $55.00

    Special Price: $41.25

  • Saynt Flat Cap

    Saynt Flat Cap

    by Bailey of Hollywood

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

    Regular Price: $65.00

    Special Price: $48.75

  • Edvin Flat Cap

    Edvin Flat Cap

    by Bailey of Hollywood

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

    Regular Price: $55.00

    Special Price: $41.25

Set Descending Direction

Items 1-48 of 60

per page
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