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    • Small
      Pequeuño
      Size
      6
      3/4
      -
      6
      7/8
      Tamaño
      21
      1/8
      "
      -
      21
      1/2
      "
      54
      cm
      -
      55
      cm
    • Medium
      Medio
      Size
      7
      -
      7
      1/8
      Tamaño
      21
      7/8
      "
      -
      22
      1/4
      "
      56
      cm
      -
      57
      cm
    • large
      Grande
      Size
      7
      1/4
      -
      7
      3/8
      Tamaño
      22
      5/8
      "
      -
      23
      "
      58
      cm
      -
      59
      cm
    • X-Large
      X-Grande
      Size
      7
      1/2
      -
      7
      5/8
      Tamaño
      23
      1/2
      "
      -
      23
      7/8
      "
      60
      cm
      -
      61
      cm
    • XX-Large
      XX-Grande
      Size
      7
      3/4
      -
      7
      7/8
      Tamaño
      24
      1/4
      "
      -
      24
      5/8
      "
      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
      Size
        8
       - 
      8 +
      Tamaño
      25
      "
      -
      25
      3/8
      "
      64
      cm
      -
      65
      cm
  • This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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141 - 168 of 392 Products
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  Made in the USA   The Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

$148.75
Available Colors:
  • BLACK
  • SILVER

  Handwoven in Ecuador; Blocked & Finished in the USA   Introducing the Rene Two-Tone Panama Straw Fedora Hat by Bailey featuring a striking two-tone contrast weave. The Rene is artisanally handwoven in Ecuador then blocked and finished in the USA by expert Bailey craftsmen. The…

$250.00
Available Colors:
  • BROWNBLACK
  • NATURALSILVER

  Forget the practical wide brim for great sun protection, forget the elastic sweatband that makes this hat so comfortable to wear - wearing the sur la tete Milan Boater makes me feel like Madeline - ready to take on the world. Channel your inner Madeline by wearing the sur la tete Milan…

(14)
$49.95
Available Colors:
  • NATURAL

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style.   …

$85.00

  Made in the USA   The distinct crown of the Bailey Jutland Wool Felt Gus Western Hat stands out amongst the rest of western headwear. As one of the oldest crown shapes, this veteran is seen from felt to straw, from the low plains to the mountain range. The sturdy 2X wool felt body…

$145.00
Available Colors:
  • TAUPE

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

$110.50

  Please Note: This style runs about one size too large, we recommend you order one size down or call us at 1-888-847-4287 for assistance.   Made in the USA   Bailey’s Renegade Echo Wool Felt Mounty Hat is as stylish as it is functional. Handcrafted in the USA with 100%…

$155.00
Available Colors:
  • WHITE

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

$240.00
Available Colors:
  • NATURAL
  • NAVYBLUE

  With Kangol's Faux Leather Newsboy Cap get inspired by the past to create something completely new. The newsboy silhouette peaked in popularity in the 1920s, while the wearing of leather jackets and hats is a recent and contemporary style. The Faux Leather Newsboy Cap combines these two…

$55.25
Available Colors:
  • BLACK

  Look fresh with the Bermuda Stripe Bucket Hat from Kangol. This cool hat is a fun terrycloth texture, and packable and crushable, perfect for bringing on any adventure! Additionally, the rib knit stretch sweatband ensures that you'll be comfortable, and this hat will fit well on any…

(2)
$85.00
Available Colors:
  • NAVYBLUE
  • BLACK
  • BROWN
  • GREEN
  • SCARLETRED

  Handwoven in Ecuador, Finished in the USA   Accept nothing less than the best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is crafted of fine, genuine panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

$170.00

  Made in the USA   Handwoven, revolutionary yarn allows the Rothney Raindura Straw Fedora Hat by Bailey to be thermosetting! After being blocked into a handsome fedora silhouette, the Rothney is treated with a ultra-light water repellent coating. The end result being a durable hat…

$140.00
Available Colors:
  • GREEN
  • IVORY

  Please Note: This style is designed to sit atop the head tilted to one side similar to a fascinator. This style is not meant to fit over your entire head as a traditional hat would.    Please fasten your seatbelt. Make sure your seat is in its full upright position ... sound…

(22)
$29.95
Available Colors:
  • BLACK
  • NAVYBLUE
  • RED

  Made in the USA The Switchback is a classic Wind River® by Bailey western style. Made in the USA of their exclusive wool LiteFelt® that is both packable/crushable and water repellent, the Switchback features a braided leather hat band and curved brim for a timeless Aussie/western…

(5)
$135.00
Available Colors:
  • BLACK
  • PECAN

  Bailey's Leif Linen Cotton Pub Cap is a buttery soft flat cap for warm weather thanks to the blend of linen and cotton. With a contour 8-panel shape, the Leif is designed to fit snugly. The stripe pattern completes this overall classic style.    Approx. 9 1/2" Front to Back - Flat…

$90.00
Available Colors:
  • CREAM
  • NAVYBLUE

  The Prep Plaid 507 Ivy Cap by Kangol is a striking all-over plaid pattern ivy cap. Using Kangol's 507 shape the Tropic yarn is combined with recycled material to create this preppy look that is far from boring.  Kangol kangaroo embroidery adorns the back. A new style that is sure to become a…

$52.50
Available Colors:
  • BLACK
  • BLUE
  • NATURAL

  Kangol's stylish and cold weather appropriate Furgora Bucket Hat is a glorious addition to the Fall/Winter collection of hats we have this year. Made of an angora blend with a lovely, soft fur finish. Features a traditional bucket design with a packable body and a rib knit stretch sweatband.…

$80.00
Available Colors:
  • BLACK
  • IVORY

  Calling all travelers, adventure-seekers, jetsetters, we have just the hat for your on-the-go needs, Bailey's Balans Roll Up Toyo Straw Fedora Hat. Made from a toyo straw that has been crafted into an ultra-soft lightweight braid which can be rolled and packed to easily fit into a bag or…

$100.00

  Now available in wool, the Enfield Wool Fiddler Cap by Kangol is their sleek interpretation of timeless fisherman/fiddler caps. Featuring a slightly rounded, soft crown complete with self-fabric 'hat band' and flexible bill, the Enfield Wool Fiddler is only adorned with an embroidered Kangol…

(2)
$59.50
Available Colors:
  • BLACK
  • TAN

  Kangol makes sure a stripe pattern ivy cap is always within the collection, but it is never the same and the Twist Stripe 504 Knit Ivy Cap is this season's design. The stripes have a twisted effect, successfully accomplished with the two-color jacquard knit fabric. The iconic 504 shape…

$55.25

  Made in the USA   The Nilson Fur Felt Fedora Hat is from Bailey is part of their Superior Fur Felt collection. Features a Japanese grosgrain ribbon hat band with an origami half bow. This is finished with a vintage flooring nail. This is a Bailey favorite, full of elegance and…

$361.25
Available Colors:
  • SLATE
  • ARMYGREEN
  • COPPER

  Simple and clean, the Spitfire Wool Newsboy Cap from Kangol doesn't waste your time. The unlined interior has no time for frills and pizzazz, and the packable design allows you to bring it with you anywhere. Keep it on your head or in your back pocket for any occasion.   Approx. 10…

$59.50
Available Colors:
  • WINE

  FINAL SALE   Kick back and relax with the High Ponytail Rose All Day Mesh Adjustable Baseball Cap from C.C PonyCaps! This fun baseball cap will have you feeling as fresh as when you've just poured yourself a glass of chilled rosé, especially considering the breathable mesh back…

$11.95

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with some funky color combinations, may we present the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain…

$220.00
Available Colors:
  • BLEACH

  FINAL SALE   Have yourself a great day with the High Ponytail Hello Sunshine Mesh Adjustable Baseball Cap from C.C Ponycaps! This cap keeps in simple, with a solid, breathable, comfortable body, complimented by a fun-loving solar color-changing embroidery of "Hello Sunshine"…

$11.95
Available Colors:
  • KHAKI
  • WHITE

  Please Note: This style's inner satin lining color/print may vary from that pictured.   Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too…

$185.00
Available Colors:
  • BLACK

  First introduced in 1954, the iconic Kangol 504 Ivy cap shape remains a timeless classic.   Named after the block number on which it is made, the Kangol Wool 504 Ivy Cap is a seamless, 100% wool cap. Unlined with a rib knit stretch sweatband, the Kangol Wool 504 Ivy Cap is…

$47.60
Available Colors:
  • LODENGREEN
  • TAUPE

  Made in the USA   Bailey 1922 debuts a new style, the Walsden Wool Felt Homburg Hat, a modified homburg. The traditional center dent of the homburg has been grazed with two side dents, creating a center pinch crown. Bailey 1922 continues with modernization, by flattening the…

$144.50

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