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Best Selling Hats

  1. New ProductBailey Piston Wool Felt Wide Brim Fedora

    Bailey Piston Wool Felt Wide Brim Fedora

    $64.99

    The Piston fedora by Bailey of Hollywood is made of soft, luxurious wool felt and features a wide 3 1/4" brim and 4 1/2" teardrop crown. The Piston's look manages to be both casual and stylish, making it an incredibly versitle hat, perfect for a variety of different situations. This hat is fully lined, has a Comfort Sweatband inside, and is finished with a vegan leather bolo cord with metal tips.  

    • Material: Wool Felt
    • Brim: 3 1/4" Wide Brim
    • Crown: 4 1/2" Teardrop
    • Interior Comfort Sweatband
    • Vegan Leather Bolo Cord with Metal Tips
  2. New ProductBailey of Hollywood Mannesroe Fedora

    Bailey of Hollywood Mannesroe Fedora

    $69.99

    The Bailey of Hollywood Mannesroe is one of our most popular spring/summer fedoras. It has a bold, stylish look that is perfect for a summer evening out on the town. The multi colored pattern gives it a real eye catching look. The Mannesroe is made of Polypropylene straw and features a 4" center dent crown and a 2" snap stingy brim. It is finished with a hat band made of the same material and a Bailey hat pin.

    • Material: 100% Polypropylene Straw
    • Brim: 2"
    • Crown: 4" Center Dent
  3. New ProductBailey of Hollywood Waits Braided Pork Pie

    Bailey of Hollywood Waits Braided Pork Pie

    $79.99

    The Bailey of Hollywood Waits is a smooth and sleek braided pork pie with a traditional telescoping crown, a grosgrain ribbon hatband, and a stingy upturned brim. This classic tried and true pork pie shape with its many color options is a must have accessory to any outfit or occasion.

    • 50% Paper Staw, 50% Polypropylene Straw
    • 1 5/8" Snap Stingy Brim
    • 4 1/2" Telescoping Crown
    • Grosgain hat ribbon with Bailey Emblem
  4. New ProductBailey of Hollywood Billy Stingy Brim

    Bailey of Hollywood Billy Stingy Brim

    $64.99

    Premiere hat designer Bailey of Hollywood is known for creating nostalgic yet modern looks that appeal to the modern generation of hat wearers. This Billy Stingy Brim hat in the trilby fedora style will provide you both a unique and stylish look. The Billy Fedora features a comfortably sewn Toyo braid style that makes for a flexible fit and is finished with a tonal briaded band trim and a comfort sweatband. Its versatility allows you to wear this hat to almost any occasion!

    • Material: Straw Braid
    • Style: Trilby/Fedora
    • Brim: 1-5/8" Snap Stingy Brim
    • Crown: Teardrop
    • Matching Hatband with Logo Pin
  5. Bailey of Hollywood Brooks Panama

    Bailey of Hollywood Brooks Panama

    $154.99

    Be a modern traveler with the Bailey of Hollywood Brooks Panama Hat. This classic genuine Panama is a summer wardrobe staple. The teardrop crown and down brim will provide you with sun protection for years to come.  The Brooks features a unique, woven pattern providing the wearer durability and flexibility. The hat body is a hand woven in Ecuador by skilled artisans and then blocked and trimmed here in the USA. 

    • Material: Panama Straw - 100% Toquilla Straw
    • Style: Panama Fedora
    • Brim: 2-3/8" Turn Down Brim
    • Crown: Teardrop
    • Grosgrain Ribbon Band 
  6. Bailey of Hollywood Mannes Stingy Brim Fedora

    Bailey of Hollywood Mannes Stingy Brim Fedora

    $69.99

    This fedora from Bailey of Hollywood completes a look that's both retro and contemporary, fulfilling the style needs of the modern hat aficionado while remaining comfortable and lightweight. With the Mannes' excellent ventilation and braided straw composition, you won't feel stifled or overheated, and the variety of colors available ensure you can top off the perfect look.

    • Material: Polypropylene Braid
    • Style: Fedora
    • Brim: 1-1/2" Snap Stingy Brim
    • Crown: Teardrop
    • Bailey Logo Stitched on Side
  7. Bailey of Hollywood Blixen Litefelt Fedora

    Bailey of Hollywood Blixen Litefelt Fedora

    $99.99

    The Bailey of Hollywood Blixen Litefelt Fedora is a timeless choice for those looking for their next favorite hat. This fedora is made of Bailey's revolutionary Litefelt wool that is both waterproof and shape retentive. Made in America, the Blixen also features a bowed hatband with logo pin.

    • Material: Litefelt Wool
    • Style: Fedora
    • Brim: 2-1/2" Snap
    • Crown: Center Dent
    • Water Resistant Finish
    • Grosgrain Ribbon Hatband with Bow
    • Bailey Logo Pin
    • Made in the USA
  8. Bailey of Hollywood Crushable Litefelt Fedora

    Bailey of Hollywood Crushable Litefelt Fedora

    $99.99

    Find iconic style with the Bailey of Hollywood Crushable Litefelt Teardrop Fedora that sports a 2-3/4 inch snap brim and wide grosgrain band. Plus, with a water-resistant, 100% wool felt exterior and exceptional shape memory, this hat will serve you well in the concrete jungle or the real jungle.

    • Material: Wool Felt
    • Style: Fedora
    • Brim: 2-3/4"
    • Crown: Teardrop
    • Water-Resistant Finish
    • Wide Grosgrain Band
    • Feather and Logo Pin Trim
    • Crushable
    • Made in the USA
  9. Bailey of Hollywood Briar LiteFelt Hat

    Bailey of Hollywood Briar LiteFelt Hat

    $99.99

    You never know what life will throw at you, but with this Bailey original you will be ready for anything. Since it's a jungle out there, tackle all that life throws your way with the Briar Bailey of Hollywood. This safari / fedora hat is made from LifeFelt, a water repellent; 100% wool felt material. These features make for an overall soft and flexible cap. You can easily pack the Briar without worrying about it losing its original outback shape. Get ready to learn the meaning of quality product with this durable, Bailey hat.

    • Material: LiteFelt Wool
    • Style: Outback Fedora
    • Brim: 3" Contour Turn-Down
    • Crown: Teardrop Dent
    • Finish: Water Resistant
    • Made in the USA
  10. Bailey of Hollywood Darron LiteFelt Pork Pie

    Bailey of Hollywood Darron LiteFelt Pork Pie

    $94.99

    Love a modern twist on a classic style? The Darron Litefelt combines a contemporary telescope crown and stingy brim with a traditional pork pie hat. Hat aficionados love the Darron's wide tonal grosgrain band and revolutionary LiteFelt material (which is treated with Teflon to repel water). This hat is perfect for a night on the town or an afternoon at the races. By Bailey of Hollywood, the Darron is made in the USA.

    • Material: Litefelt Fur Felt
    • Style: Pork Pie
    • Brim: 1-1/2"
    • Crown: Telescope
    • Water Repellant Finish
    • Wide Grosgrain Hatband with Bow and Logo Pin
    • Packable
    • Padded Cotton Sweatband and Unlined
    • Made in the USA
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