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.

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 Brooks Authentic Panama Fedora

    Bailey Brooks Authentic Panama Fedora Hat – Final Clearance

    Bailey Brooks Authentic Panama Fedora Hat – Final Clearance

    Color
    Sizes
    $175.00 $148.75

    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.

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

     

  • Sale! Holland Hats Bailey Fedora Black

    Litefelt® Fedora By Bailey of Hollywood – Made in USA – Final Clearance

    Litefelt® Fedora By Bailey of Hollywood – Made in USA – Final Clearance

    Colors
    Sizes
    $118.00 $100.30

    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 Bailey Thurman Panama Fedora - Made in USA

    Bailey Thurman Panama Fedora – Made in USA – Final Clearance

    Bailey Thurman Panama Fedora – Made in USA – Final Clearance

    Colors
    Sizes
    $155.00 $131.75

    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.

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    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! Holland Hats Bailey Cole Cashmere Cap - Made in Italy

    Bailey Cole Cashmere Cap – Made in Italy – Final Clearance

    Bailey Cole Cashmere Cap – Made in Italy – Final Clearance

    Colors
    Sizes
    $95.00 $80.75

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

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

    Bailey of Hollywood – Spencer – Made in USA – Final Clearance

    Bailey of Hollywood – Spencer – Made in USA – Final Clearance

    Color
    Sizes
    $90.00 $76.50

    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 Chiron blue

    Bailey Chiron Cotton/Linen Ivy Style Cap – Final Clearance

    Bailey Chiron Cotton/Linen Ivy Style Cap – Final Clearance

    Colors
    Sizes
    $55.00 $46.75

    Bailey Chiron Cotton/Linen Ivy Style Cap-

    The Bailey of Hollywood Chiron is a classic flat cap boasting a dapper plaid pattern. This cotton and linen blend cap is lightweight and comfortable, perfect for the spring and summer seasons. It is fully lined and finished with a comfort sweatband. The Chiron is part of the Bailey of Hollywood Breed collection; hats that represent a forward-thinking, creative aesthetic.

    Style Ivy Caps & Flat Caps
    Collection Breed by Bailey
    Fabric Cut & Sew, Cotton, Linen
    Material 60% Cotton
    40% Linen
    Crown Flat
    Season Spring/Summer
  • Sale! Holland Hats Bailey of Hollywood Gangster Fedora

    Bailey of Hollywood Gangster Fedora – Final Clearance

    Bailey of Hollywood Gangster Fedora – Final Clearance

    Color
    Standard Sizes
    $130.00 $110.50

    The Bailey of Hollywood Gangster Fedora found widespread use and immense popularity among infamous prohibition-era lawbreakers, bootleggers, and bank robbers. Iconic and celebrated crooks such as Al Capone, Bugsy Siegal, and John Dillinger all preferred this fedora style, with its distinctive front pinch and wide brim, and feather accent over a wide grosgrain band and bow. The Bailey of Hollywood interpretation of the Gangster Hat is a classic Fedora with a sleek modern look, and great feel. Experiencing a rejuvenation in popular culture, the Gangster is a timeless fashion piece. Made in the U.S.A.

    SKU 3814
    COLLECTION Est. 1922
    FABRIC Felt, Wool
    MATERIAL 100% Wool
    BRIM 2 1/2 inches
    CROWN Pinch Front
    MADE IN USA Made in USA STYLE Fedora

  • Sale! Holland Hats Bailey of Hollywood Brandt Fedora Walnut

    Bailey of Hollywood Brandt Fedora – Final Clearance

    Bailey of Hollywood Brandt Fedora – Final Clearance

    Color
    Standard Sizes
    $155.00 $131.75

    The Bailey of Hollywood Brandt Fedora is a classic pinch-front fedora with a casual turn-down brim and a leather two-tone band. Bailey® continues its long tradition of excellence and innovation with their Lanolux® line. These hats are made in the USA from foreign and domestic components. From 100% virgin wool of the finest microns with a fur felt finish, Lanolux® employs a unique sueding process to create a lightweight, packable, and luxurious material.

    SKU 37158
    COLLECTION _poet__depr
    FABRIC Lanolux®, Wool, Wool Felt
    MATERIAL 100% Lanolux Wool
    BRIM 2 1/2 inches
    CROWN Center Dent S
    EASON Autumn/Winter
    MADE IN USA Made in USA STYLE Fedora

  • Sale! Holland Hats Bailey of hollywood langham cap Black

    Bailey of Hollywood Langham Cap – Final Clearance

    Bailey of Hollywood Langham Cap – Final Clearance

    Color
    Standard Sizes
    $138.00 $117.30

    Casual and luxurious at the same time, the Bailey of Hollywood Langham Cap is made of soft and supple leather. Great look, quality construction, and perfect fit make the Langham a timeless cap!

    SKU 25109
    COLLECTION Breed
    FABRIC Leather
    MATERIAL Metal
    Logo Pin
    Grosgrain Sweatband
    Lined BRIM 2″ CROWN Flat
    SEASON Autumn/Winter STYLE Ivy Caps & Flat Caps

  • Sale! Holland Hats Bailey Of Hollywood Tino LiteFelt Fedora Black

    BAILEY TINO LITEFELT® FEDORA – Final Clearance

    BAILEY TINO LITEFELT® FEDORA – Final Clearance

    Colors
    Sizes
    $105.00 $89.25

    BAILEY TINO LITEFELT® FEDORA – The Bailey of Hollywood Tino is made with our 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 Bailey’s best-selling finish. This hat is our best seller year after year! Laser etched logo. Nailhead detail on Japanese grosgrain. Comfort sweatband. Removable feather. Made in the U.S.A.

    SKU: 7001
    STYLE: Fedora
    COLLECTION: Breed by Bailey
    FABRIC: LiteFelt, Wool Felt
    MATERIAL: 100% LiteFelt
    BRIM: 2″
    CROWN: Center Dent
    SEASON: Autumn/Winter
    MADE IN USA: Made in USA
    WATER RESISTANT: Water Repellent
  • Sale! Holland Hats Bailey of Hollywood Lord Nailhead Cap

    Bailey of Hollywood Lord Nailhead Cap – Final Clearance

    Bailey of Hollywood Lord Nailhead Cap – Final Clearance

    Color
    Standard Sizes
    $90.00 $76.50

    Crafted in Italy, the Bailey of Hollywood Lord Nailhead Cap. It is made with a wool blend that is finished with a striking nailhead pattern. Details include a satin lining and a grosgrain sweatband.

    SKU 25205
    COLLECTION Est. 1922
    FABRIC Cut and Sew, Wool
    MATERIAL 100% Wool
    BRIM 1 3/4 inches
    CROWN Ivy
    SEASON Autumn/Winter
    STYLE Ivy Caps & Flat Caps

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

    Bailey Galvin 8/4 Style Cap – Made in Italy – Final Clearance

    Bailey Galvin 8/4 Style Cap – Made in Italy – Final Clearance

    Color
    Sizes
    $95.00 $80.75

    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

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