With the foundation of a long and proud heritage, world-renowned quality, innovation, and fashion forward styling, Bailey Hats of Hollywood continues to be a leader in the western, fashion and casual hat arena for men.

  • Sale! Holland Hats Bailey Cole Cashmere Cap - Made in Italy

    Bailey Cole Cashmere Cap – Made in Italy

    Bailey Cole Cashmere Cap – Made in Italy

    Colors
    Sizes
    $116.00 $89.95

    Bailey Cole Cashmere Cap – Made in Italy – 50% Cashmere-50% Virgin Wool, Traditional Ivy Style Shape, Discreet Bailey Medallion on Back, Fully Lined.

    Free Same Day Shipping!

  • Sale! Holland Hats Bailey Brooks Authentic Panama Fedora

    Bailey Brooks Authentic Panama Fedora Hat

    Bailey Brooks Authentic Panama Fedora Hat

    Color
    Sizes
    $150.00 $116.00

    Bailey Brooks Authentic Panama Fedora Hat – Brooks was here. Since 1922, Bailey has been setting the benchmark for dress and casual headwear. Handcrafted with pride using only the finest available materials, the Bailey of Hollywood Brooks hat sports a hand-woven cuenca weave pattern that jumps out at the viewer. Perfect to wear under the overbearing summer sun, the 100% genuine panama straw Brooks protects you accordingly. Forget about sunglasses, the casual brim on this hat will provide all the protection you need.

    Free Same Day Shipping!

     

    Brand Bailey of Hollywood
    Shape Fedora
    Material 100% Straw
    Brim 2 3/8 inches
    Crown Pinch Front
    Season Spring/Summer

     

  • Sale! Holland Hats Bailey of Hollywood - Spencer - Made in USA

    Bailey of Hollywood – Spencer – Made in USA

    Bailey of Hollywood – Spencer – Made in USA

    Color
    Sizes
    $78.00 $68.50

    Bailey of Hollywood – Spencer – Made in USA – The Spencer is made with a LiteStraw® finish that is durable, flexible, and water-repellent. It’s universally flattering teardrop crown and 2 3/8″ down-brim provide ample sun protection for those hot summer days. This hat is proudly crafted in the U.S.A.

    Brand Bailey of Hollywood
    Shape Fedora
    Material 100% LiteStraw
    Brim 2 3/8″
    Crown Teardrop
    Season Spring/Summer
    Made in USA Made in USA
    Water Resistant Water Repellent
  • Sale! Holland Hats Bailey Noclin Premium Leather 8/4 Style Cap

    Bailey Noclin Premium Leather 8/4 Style Cap

    Bailey Noclin Premium Leather 8/4 Style Cap

    Colors
    Sizes
    $116.50 $89.50

    Bailey Noclin Premium Leather 8/4 Style Cap, Premium top grain smooth leather, very soft. Bailey Medallion. Duel Snaps on peak for alternate fashion styles. Quilted lining. 

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  • Sale! Holland Hats Bailey Stockton Premium Ivy Leather Cap

    Bailey Stockton Premium Ivy Leather Cap

    Bailey Stockton Premium Ivy Leather Cap

    Colors
    Sizes
    $129.50 $99.00

    Bailey Stockton Premium Ivy Leather Cap

    Premium top grain smooth leather, very soft.

    Bailey Medallion on side

    Designer fashion backstrap with discreet buckle on back

    Duel Snaps on peak for alternate fashion styles.

    Quilted lining

    Free Same day Shipping

     

  • Sale! Holland Hats Bailey Galvin 8/4 Style Cap - Made in Italy

    Bailey Galvin 8/4 Style Cap – Made in Italy

    Bailey Galvin 8/4 Style Cap – Made in Italy

    Color
    Sizes
    $102.50 $79.95

    Bailey Galvin 8/4 Style Cap – Made in Italy – Distinct Fashion Pattern. 100% wool cap, Bailey satin lining with matching grosgrain sweatband. Discreet Bailey medallion on back

    Fully and Exquisitely Lined

    Free Same Day Shipping!

  • Sale! Holland Hats Bailey Thurman Panama Fedora - Made in USA

    Bailey Thurman Panama Fedora – Made in USA

    Bailey Thurman Panama Fedora – Made in USA

    Colors
    Sizes
    $155.00 $119.00

    Bailey Thurman Panama Fedora – Made in USA – Bailey Thurman Premium Panama featuring a 2-1/2″ brim, pinch front and crease, grosgrain hat band and finished underwelt brim.

    Free Same Day shipping

    Our Est.1922 hat highlights heritage and distinctive styles that are classic, timeless and essential to every Bailey man of style who appreciates distinctive details with decades of quality, craftsmanship and experience. We took shapes from the archives and tweaked them for the contemporary man. This hat is made from Genuine Panama, hand woven in Ecuador, an art inherited from Incan ancestors using the sustainable Toquilla plant.

  • Sale! Bailey of Hollywood Beaver Antis Fedora

    Bailey of Hollywood Beaver Antis Fedora

    Bailey of Hollywood Beaver Antis Fedora

    Color
    Sizes
    $325.00 $276.25

    Bailey of Hollywood Beaver Antis Fedora is Bailey’s Breed group salutes the pioneers of style: the experimenters, the avant garde, the most intriguing troubadours of style. Their most directional, stylish and sophisticated hats sit in Breed. This hat is made from stiffened Western inspired Fur Felt, using premium rabbit and hares fur to hold its shape. Triple back bow grosgrain band. Fine woven sweatband. Matte black staple logo. Light bulb satin lining. Made of 40% beaver, 60% rabbit. Made in the USA with Globally Sourced Materials.

    SKU 6134
    STYLE Fedora
    COLLECTION Breed
    FABRIC Felt, Fur, Superior Fur Felt
    MATERIAL 40% Beaver 60% Rabbit
    BRIM 3 1/4″ Brim CROWN Center Dent
    SEASON Autumn/Winter
    MADE IN USA Made in USA with globally sourced materials

  • Sale! Bailey of Hollywood Beaver Lydon Fedora

    Bailey of Hollywood Lydon Fedora

    Bailey of Hollywood Lydon Fedora

    Color
    Sizes
    $300.00 $255.00

    Bailey of Hollywood Lydon Fedora – This style Is made of a luxurious fur velour body. It’s soft velvet like texture in jewel toned forest and classic black are rooted in masculine elegance. The high center dent crown and 2 3/4″ snap brim is not for the faint of heart. It is the perfect statement piece.

    Style Fedora
    Collection Breed
    Fabric Felt, Fur, Superior Fur Felt
    Material 100% Rabbit Fur
    Brim 2 3/4″ Snap Brim
    Crown High Center Dent
    Season Autumn/Winter
  • Sale! Holland Hats Bailey Fedora Black

    Litefelt® Fedora By Bailey of Hollywood – Made in USA

    Litefelt® Fedora By Bailey of Hollywood – Made in USA

    Colors
    Sizes
    $90.00 $76.50

    Litefelt® Fedora By Bailey of Hollywood – Made in USA 

    About this Bailey hat-The Bailey of Hollywood Breed group salutes the pioneers of style: the experimenters, the avant garde, the most intriguing troubadours of style. Breed hats are the most directional, stylish and sophisticated hats that Bailey offers. This hat is made with the famous LiteFelt® finish, a revolutionary treatment process that takes a natural unstiffened premium wool felt hat and makes it water repellent and shape retentive. LiteFelt® adds a tough and indestructible element, combining style and function and is their best selling finish. Laser etched logo, nailhead detail on Japanese grograin. Comfort sweatband. Removable feather. 100% wool. Made in the USA.

    Fabric Felt, Litefelt®, Wool, Wool Felt
    Material 100% LiteFelt®
    Brim 2 7/8″
    Crown Pinch Front
    Season Autumn/Winter
    Made in USA Made in USA
    Water Resistant Water Repellent
    Style Fedora
  • Sale! Holland Hats Baily of Hollywood Taxten Cap

    Baily of Hollywood Taxten Cap

    Baily of Hollywood Taxten Cap

    Color
    Standard Sizes
    $100.00 $85.00

    The Baily of Hollywood Taxten Cap is a classic leather-paneled ivy cap with the casual appeal and presence of a true old-fashioned Sunday driving cap. On the interior, a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience. Continuing with this classic shape and style, Bailey of Hollywood has done it again with the rugged sheepskin leather feel of the Taxten, a cap that loudly and proudly declares your casual ambitions from the highest fashion perch.

    SKU: 25102
    COLLECTION: _poet__depr
    FABRIC: Leather
    MATERIAL: 100% Leather
    BRIM: 2 inches
    CROWN: Paneled
    STYLE: Ivy Caps & Flat Caps
    COLOR: Brown

  • Sale! Holland Hats Bailey of Hollywood Vega Aviator Black

    Bailey of Hollywood Vega Aviator

    Bailey of Hollywood Vega Aviator

    Color
    Standard Sizes
    $125.00 $106.25

    The thermostat may be frozen over, but that doesn’t mean you have to be. Winter might be the time for thick sweaters and bulky coats, however you can stay fashionable in the frigid freeze thanks to Bailey of Hollywood. The Bailey of Hollywood Vega Aviator is a trapper style cap with faux fur earflaps, and ideal for windy excursions. The Vega is fabulously comfortable and an edgy statement on the road.

    SKU: 25105
    COLLECTION: _poet__depr
    FABRIC: Leather
    MATERIAL: Leather-Polyester Blend
    CROWN: Wrapped
    SEASON: Autumn/Winter STYLE Trapper
    COLOR: Black