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Best Selling Hats

  1. 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
  2. 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
  3. New ProductConner Quincy Wool Gambler Hat

    Conner Quincy Wool Gambler Hat

    $69.99

    Part Western, part Gambler style made of Australian Wool, the Quincy Wool Gambler from Conner is crushable and waterproof, making it great for travel. It's wide 4 1/4" brim and UPF 50+ rating will keep your face safe in the shade on the sunniest of days  .

    • UPF 50+ Rated Sun Protection
    • Round-Crown Gambler Style
    • 100% Australian Wool
    • 3" Brim
    • 4.25" Crown
    • Leather Hatband with conchos
    • Organic Cotton Sweatband
    • Crushable / Foldable
    • Waterproof
  4. New ProductBailey 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
  5. New ProductBailey 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
  6. New ProductBailey 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
  7. 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
  8. KANGOL Wool Player Stingy Brim Trilby

    KANGOL Wool Player Stingy Brim Trilby

    $64.99

    Did you know the Player is the most popular trilby shape that Kangol makes? This versatile style can be worn with the stingy brim up or down and this particular player is made from warm, 100% wool.

    • Material: 100% Wool
    • Style: Trilby Fedora
    • Brim: 2"
    • Crown: Pinch Front Center Dent
    • Tonal Hatband with Embroidered Logo
    • Packable
    • Elasticized Hatband, Unlined
  9. Conner Mt. Warning Wool Outback Fedora Hat

    Conner Mt. Warning Wool Outback Fedora Hat

    $79.99

    The Conner Mt. Warning outback fedora is as versatile as it is beautiful, handmade from luxurious Australian wool and featuring an organic cotton inner band. The softer brim gives the Mt. Warning a great outback boho look. This hat is both crushable and waterproof, making it the perfect hat to pack along for your next adventure. Coming in a wide variety of fashionable colors, the Mt. Warning is a preferred hat for both men and women. Whether you are going on a hike through the woods or just walking around the trendiest spot downtown, the Mt Warning's versatility and style make it the perfect hat for all occasions. 

    • UPF 50+ Rated Sun Protection
    • Outback Fedora Style
    • 100% Australian Wool
    • 3" Brim
    • Suede Hatband
    • Crushable / Foldable
    • Waterproof
    • Removable Secret Pocket
  10. Bailey of Hollywood Tino Crushable Fedora

    Bailey of Hollywood Tino Crushable Fedora

    $94.99

    Consistently one of the best selling hats here at Fedoras.com, the Bailey of Hollywood Tino Crushable Fedora's durability and style is sure to exceed your highest expectations. Not only is it stylistically versatile, but it has shape retention technology so you can crush, pack or roll this hat up and still recieve the same great look when you unpack it and pop it back on your head.

    The Tino features Bailey's signature Center Dent Crown and 2 inch Snap Brim style and is crafted out of their shape retentive, water repellent LiteFelt body. From there, it is adorned with a beautiful Japanese grosgrain hat band, Bailey logo pin, and accent feather and has a comfort sweatband inside so you can wear it for hours. As if that isnt enough, this hat is proudly made right here in the USA.

    • Material: Wool Felt
    • Style: Fedora
    • Brim: 2" Snap Stingy Brim
    • Crown: Pinch Front, 4-1/4"
    • Water Repellant Finish
    • Grosgrain Ribbon Hatband with Bow and Logo Pin
    • Feathered
    • Crushable
    • Made in the USA
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