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Wool Hats

  1. Bailey of Hollywood Harker Derby Bowler Hat

    Bailey of Hollywood Harker Derby Bowler Hat

    $149.99

    Channel your inner Charlie Chaplin in this Derby Bowler hat! It is made of 100% wool and the iconic derby crown and stingy rolled brim make the Harker the epitome of a bowler.

    • Material: Wool
    • Style: Derby Bowler
    • Brim: 1-1/2" Stingy Rolled with Binding
    • Crown: Round
    • Grosgrain Hatband with Bow and Pin
    • Feather Accent
    • Interior Sweatband
    • Lined
    • Made in the USA
  2. Bailey of Hollywood Lord Wool Solid Ivy Cap

    Bailey of Hollywood Lord Wool Solid Ivy Cap

    $94.99

    Try out this solid color wool cap that will fit any style or mood you have to throw at it. The Bailey of Hollywood Lord Solid Ivy Cap is made in Italy with a quality wool blend. The solid color choices keep this cap a classic choice for all occasions.

    • Material: Wool/Poly/Rayon Blend
    • Style: Ivy Cap
    • Brim: 1-7/8" Snap Down
    • Crown: Ivy
    • Bailey Logo Pin
    • Packable
    • Woven Poly Sweatband, Satin Lining
    • Made in Italy
  3. Bailey of Hollywood Lord Herringbone Ivy Cap

    Bailey of Hollywood Lord Herringbone Ivy Cap

    $94.99
    This Ivy cap is Italian made for true authenticity. Fit the part, look great and stay warm in this great cap that comes in Black or Brown Tweed Wool. You will look great while out on the town, out for a Sunday drive, or just relaxing with some old friend. Whatever the occasion may be, this hat will be a perfect fit.
    • Material: Wool
    • Style: Ivy Cap
    • Brim: 1-3/4" Snap Down
    • Crown: Ivy
    • Bailey Logo
    • Grosgrain Sweatband, Satin Lining
    • Packable
    • Made in Italy
  4. Bailey of Hollywood Lord Plaid Ivy Cap

    Bailey of Hollywood Lord Plaid Ivy Cap

    $94.99

    The of high quality fabric and great fit of the Bailey of Hollywood Lord Plaid Ivy Cap gives the wearer unbeatable lightweight comfort, as well as casual style. The wool blend tweed design is sure to make a smart choice for the well dressed man. Made in Italy from quality materials and craftsmanship.

    • Materials: Wool/Poly/Acrylic Blend
    • Style: Ivy Cap
    • Brim: 1-3/4 Snap
    • Crown: Ivy
    • Logo Pin
    • Grosgrain Sweatband, Satin Lining
    • Made in Italy
  5. Bailey of Hollywood Lord Nailhead Ivy Cap

    Bailey of Hollywood Lord Nailhead Ivy Cap

    $94.99

    You're ready for any situation, you've got you're "A" game ready. Now you just need a hat to complete the look. This classic style hat that provides Italian made comfort and durability with warmth and style.

    • Material: Wool
    • Style: Ivy Cap
    • Brim: 1-3/4"
    • Crown: Ivy
    • Logo Pin
    • Packable
    • Grosgrain Sweatband, Interior Lining
    • Made in Italy
  6. Bailey of Hollywood Gangster Wool Felt Capone Style

    Bailey of Hollywood Gangster Wool Felt Capone Style

    $139.99

    Channel the mafia's glory days with this Capone-style felt dress hat. You'll feel like a prohibition-era lawbreaker with the hat's 2 1/2-inch snap brim, 5-inch crown, raw edge, feather accent, and wide grosgrain band and bow. As a fully lined hat with a 100% virgin wool exterior, this quality hat delivers superior style good enough for the likes of Al Capone, Bugsy Siegal, and John Dillinger. This fedora is a fantastic interpretation of the classic gangster hat.

    • Material: Wool Felt
    • Style: Fedora
    • Brim: 2 1/2" Snap
    • Center Dent Crown
    • Grosgrain Ribbon Band
    • Bow and Feather Trim
    • Available in the United States Only
  7. Bailey of Hollywood Derby Wool Bowler

    Bailey of Hollywood Derby Wool Bowler

    $144.99
    If you're looking for a classy and timeless hat that's steeped in tradition, then the Bailey of Hollywood Derby Wool Bowler is for you. You'll feel like a British gentleman wearing this hat, and it will bring some refined style to the most modern ensemble. This hat features a 2 1/8-inch rolled brim, 100% virgin wool fibers, and a feather accent. As a fully lined, made-in-the-USA hat, you know you're investing in quality style.
    • Material: Wool
    • Style: Derby/Bowler Hat
    • Brim: 2-1/8"
    • Feathered
    • Bailey Logo
  8. Bailey of Hollywood Godfather Wool Felt Homburg

    Bailey of Hollywood Godfather Wool Felt Homburg

    $139.99

    Channel the style of Don Vito Corleone with the Bailey of Hollywood Godfather Wool Felt Homburg. This fedora features a 2 3/4-inch rolled bound edge rim, 100% virgin wool fibers, a luxurious lining, and a homburg crown. This recognized style is celebrated as part of Bailey of Hollywood's Heritage Collection. Grab yourself a piece of Bailey tradition, just try to avoid illicit activities while wearing this mafioso's hat.

    • Material: Wool Felt
    • Style: Homburg
    • Brim: 2-3/4" Roll with Binding
    • Crown: Center Crease
    • Grosgrain Ribbon Band with Bow and Pin
    • Feathered
    • Cotton Sweatband and Interior Lining
    • Made in the USA
  9. Bailey Soft Wool Vivienne Top

    Bailey Soft Wool Vivienne Top

    $109.99
    Bailey Soft Wool Vivienne Top
  10. Bailey Joker Gambler Hat

    Bailey Joker Gambler Hat

    $84.95
    Take on the Australian cowboy look with the beautiful Bailey Joke Gambler Hat. A simple black western hat, the Joker has a stylish leather hatband with studs and metal medallions This hat is made with the quality and craftsmanship that all Bailey products uphold.
    • Material: Wool
    • Style: Gambler
    • Brim: 3-1/8"
    • Crown: 3-1/2" Telescope
    • Leather Band
    • Made in the USA
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