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Best Selling Hats

  1. Bailey of Hollywood Curtis Indy Fedora

    Bailey of Hollywood Curtis Indy Fedora

    $94.99

    For a great looking silhouette, there is nothing classier than a hat made by Bailey of Hollywood. This Bailey Curtis Fedora is in the Litefelt line, which combines traditional artisanship with modern technology to provide a sleek, crushable hat that will always return back to its original shape. This hat features a turn down brim, which has a slight downturn in the front and back. The 100% wool felt is water repellent, which means you'll be stylish, even on the rainiest of days.

    • Material: Litefelt Wool Felt
    • Style: Fedora
    • Brim: 2-3/4" Turn-Down
    • Crown: Low Profile Pinch Front
    • Water Repellent 100% Wool Felt
    • Ribbon Band with Bow
    • Made in the USA
  2. Bailey of Hollywood Guthrie Shantung Litestraw

    Bailey of Hollywood Guthrie Shantung Litestraw

    $114.99

    Perfect for a summer afternoon sipping iced tea on a wraparound porch. The Bailey of Hollywood Guthrie Shantung Litestraw fedora features a fine and smooth straw braid that is soft and flexible. It has a water repellent finish and a Dri-Lex sweatband, making it a perfect warm-weather hat. The Guthrie Shantung exudes style with a 2-inch snap brim and a feather detail.

    • Material: LiteStraw (1x1 Shantung Straw)
    • Brim: 2"
    • Crown: Teardrop
    • Water Repellant Finish
    • Grosgrain Ribbon Hatband with Bow
    • Feather and Logo Pin Trim
    • Dri-Lex Sweatband
  3. Bailey of Hollywood Salem Summer Braid Fedora

    Bailey of Hollywood Salem Summer Braid Fedora

    $64.99

    The Bailey of Hollywood Salem Summer Braid fedora features a breathable Toyo paper straw braid to make it the perfect warm weather hat. Besides the ideal craftsmanship of the Bailey hat company, the inner cloth sweatband and striped grosgrain band make it the ideal hat for the golf course or pool side. As featured on GQ. com, the Salem Summer Braid fedora is flexible and functional for any modern man

  4. Bailey of Hollywood Mannes Summer Fedora

    Bailey of Hollywood Mannes Summer Fedora

    $64.99

    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
    • Crown: Teardrop
    • Bailey Logo Stitched on Side
  5. 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
  6. Bailey 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 fedora style will provide you both a unique and stylish look. The Billy Fedora features a comfortably sewn braid style that makes for a flexible fit. Its versatility allows you to wear this hat to almost any occasion!

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

    Bailey of Hollywood Cutler Panama Straw Hat

    $149.99
    Imagine yourself sitting under a palm tree, drink in hand, wearing this Panama straw fedora. The Cutler combines fashion and function with sun protective properties and a UPF of 50+. A 2-7/8-inch snap brim keeps your face shaded, while its straw exterior keeps your head cool. Plus, the hat looks great! This straw fedora is perfect for any summer afternoon.
    • Material: Genuine Panama Cuenca Weave Straw
    • Style: Panama
    • Brim: 2 7/8"
    • Crown: Grad
    • Leather Hatband with Logo Pin
    • UPF 50+ Sun Protection
  8. Bailey of Hollywood Gangster Wool Felt Capone Style

    Bailey of Hollywood Gangster Wool Felt Capone Style

    $104.99

    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
  9. Bailey of Hollywood Derby Wool Bowler

    Bailey of Hollywood Derby Wool Bowler

    $104.99
    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
  10. Bailey of Hollywood Godfather Wool Felt Homburg

    Bailey of Hollywood Godfather Wool Felt Homburg

    $104.99

    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
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