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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 254 Products
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  Made in the USA   Travel back in time with a deck of cards with Bailey's Ganon Elite Wool Felt Gambler Hat. It has a stiff finish, and its brim has been whipstitched for a polished look. Uniquely crafted with a leather hat band and a Bailey logo metal bar, the Ganon will make you…

$199.75
Available Colors:
  • BLACK
  • BONE

  Elevate your winter ensemble with the sleek Elbin Plaid Fabric Ivy Cap by Bailey 1922. Designed with comfort in mind, this plaid patterned flat cap is crafted from a rayon-poly blend, features a cotton sweatband, and is fully lined. The close-fitting design and contour flat shape ensures a…

$68.00
Available Colors:
  • CHARCOAL

  Made in the USA   Need an high-performance outdoor style that doesn't skimp on looks? The Redline Wool LiteFelt Safari Fedora Hat by Bailey features their proprietary wool Litefelt® that makes the Redline completely packable, crushable, and water resistant. This style is trimmed…

(1)
$112.00
Available Colors:
  • BLACK
  • CAMEL

  Please Note: This piece fits a little loose. Made in the USA Introducing the Trigger Wool Felt Western Hat by Bailey. This is another great example of the perfect look. The self wool felt hat band blends with the hat which causes the minature belt buckle to truly…

$140.00
Available Colors:
  • BLACK

  Made in the USA   The Bailey Jett Wool Felt Porkpie combines a classic men's style, with Bailey's fashion forward polished finish. These premium wool felts are crafted with Bailey's exclusive blend of 100% virgin wool fibers and a unique silk-like finish, adding a luxurious sense…

$131.75
Available Colors:
  • BLACK

  Made in the USA   Looking for something distinctive? The Rayne Raindura Straw Bucket Hat by Bailey has you covered! Featuring Bailey's exclusive Raindura® shape retentive and water repellant finish, the Rayne Bucket boasts a soft and pliable straw build in a classic bucket shape…

$160.00
Available Colors:
  • BLACK
  • DARKNATURAL
  • IVORY

  Made in the USA The Ore Raindura Straw Outback Hat, part of the Bailey's Wind River® collection of rugged outdoor styles, is crafted from a raindura straw blend and handwoven thermosetting yarn. This yarn makes the straw both water resistant and shape retentive. The Ore is made in…

$138.00
Available Colors:
  • ARMYGREEN
  • STONE

  Made in the USA   The Hedley Open 4.25 20X Shantung Straw Western Hat is a stunning new spring/summer style by venerable hatter, Bailey. Hedley features an open crown with stylized diamond venting all around complemented with a wide, flat brim. Trimmings include a two-ply grosgrain…

$190.00
Available Colors:
  • NATURAL

  Please Note: This piece fits a little loose. Made in the USA Introducing the Alamo Wool Felt Western Hat by Bailey. This is a great piece to add to your collection. The style cattleman crown mixed with the diamond stud accents on the leather hat band create the perfect…

(1)
$125.00
Available Colors:
  • BLACK

  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; Finished in the USA   Caramel-hued and expertly crafted, the Tessier Panama Straw Fedora Hat by Bailey will add distinctive style to your look this spring and summer! Like all genuine panama hats, the Tessier's body was artfully handwoven in Ecuador then…

(2)
$220.00

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   Hailing from New York, the Toucan Collection is coming to us with the Camelia Wool Felt Cloche that reminds us of the roaring twenties and a time when NYC was the center of…

$80.00

  Please Note: This style runs slightly large. We suggest you order one size smaller from your normal hat size.   Made in the USA   The Burnell LifeFelt Wool Fedora Hat by Bailey features a classic fedora silhouette with Bailey's top-rate LiteFelt® finish making the…

$94.50
Available Colors:
  • NATURAL

  Handwoven in Ecuador, Blocked & Finished in the USA   The Horan Panama Straw Fedora Hat by Bailey is a finely woven, lightweight headwear creation. This is hot weather perfection and will keep you cool, calm and collected. With a beautiful embossed leather hat band and delicate…

$204.00
Available Colors:
  • BLACK

  Handwoven in Ecuador, Blocked & Finished in the USA   A beautiful traditional panama with some quality details, the Coram Panama Straw Fedora Hat by Bailey! The bubble crown and flat brim make this a classic, while the ventilation on the crown and a double layered, twisted…

$204.00
Available Colors:
  • NATURAL
  • TAWNY

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   A whimsical piece that is also convenient, the Toyo Straw Backbow Packable Roller Hat by Toucan Collection. With a billowy, nonchalant look thanks to the large curled brim and…

$58.50
Available Colors:
  • NATURALOLIVE
  • NATURALRED

  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

  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

  Blocked & Finished in the USA   Bailey's Hickman Bangora Straw Western Hat minds the details. The Hickman features firm finish bangora straw in a classic cattleman western design complete with wide flared brim. The crown's sides are detailed with stylized weaving and the…

$140.00
Available Colors:
  • LINEN

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

$72.25

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

(1)
$95.00

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

$80.00

  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 made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

(1)
$220.00
Available Colors:
  • NATURAL

  Made in the USA   The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels water and oil based spills. It is breathable, and durable and can be packed for ease of travel.    Approx. 4"…

(1)
$130.00
Available Colors:
  • LIGHTBLUE

  Handmade in the USA Did you know 40% of the body heat you lose, escapes through the top of your head?!?! Cover it with a Slumbercap Cotton Beanie Hat to warm your nights and brighten your days.   The Slumbercap Cotton Beanie Hat is ideal for cold weather climates,…

(20)
$19.95

  A new staple for any flat cap fan, the Liam Linen Cotton Ivy Cap by Bailey! Made of a soft cotton and linen blend, this hat features a stripe pattern. Features a sewn bill, Bailey side pin, cotton twill sweatband and cloth lining.   Approx. 9 1/2" Front to Back, Flat 9 1/2" Side to…

$90.00

  Made in the USA Bailey's Winstone Raindura Straw Fedora Hat is the most shape retentive, durable straw hat on the market thanks to the exclusive Raindura® finish. This revolutionary process involves thermosetting yarn which has been handwoven inside a straw body. It is then…

$135.00
Available Colors:
  • NATURAL

  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

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