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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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29 - 56 of 252 Products
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  Made in the USA   The Coconut Straw Stingy Fedora Hat by New York Hat & Cap is made in the USA of 100% coconut straw. Lightweight and breathable, coconut straw is a great natural material used more and more in fashion today. Featuring a classic center pinch crown and stingy…

(2)
$125.00
Available Colors:
  • NATURAL

  Made in the USA   The Be Bop Coconut Straw Pork Pie Hat by New York Hat & Cap is made in the USA of 100% coconut straw. Lightweight and breathable, coconut straw is a great natural material used more and more in fashion today. Featuring a popular telescope crown and snap brim,…

(3)
$125.00
Available Colors:
  • NATURAL

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

(1)
$44.20
Available Colors:
  • BLACK
  • TAN

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

(30)
$75.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO
  • TAN

  The Flexfit® Tonal Cotton Blend Trucker Fitted Baseball Cap combines the ever-trendy trucker cap and the brand's signature spandex material for a one of a kind baseball cap. The mesh provides a responsive fit while the front panels are buckram-supported. A silver undervisor on the permacurv®…

$18.95
Available Colors:
  • BLACK
  • CHARCOAL
  • NAVYBLUE
  • WHITE

  Please Note: This hat is designed to have a distressed, worn-in look. Scuffs, scratches, etc. are all part of the style's intentional look and do NOT constitute damage.   Made in the USA   You're sure to look classy with the Vintage 1900 Leather Ivy Cap from the New York…

(3)
$92.00
Available Colors:
  • RUST

  Please Note: This style fits towards the smaller end of its generalized letter size. See below or call us at 1-888-847-4287 for help with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it…

(2)
$160.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an…

(3)
$164.05

  The traditional 6-panel baseball cap has a fused buckram skeleton that forms the rounded athletic crown. Spandex has been woven into the cotton twill baseball cap to allow for maximum stretch and comfort. Each panel has a tonal thread sewn eyelet for ventilation. The inner elasticized…

(20)
$18.95

  Made in the USA   Are you a "Wild one"? This Brando cap (sans chain) is similar to the style of cap that Marlon Brando wore in the Movie, "The Wild One". Featuring 8/4 (eight-quarter) paneling, a center top button, and a contrasting black lambskin leather bill/visor, the Brando…

(13)
$68.00
Available Colors:
  • KHAKI

  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

(6)
$63.75
Available Colors:
  • BEIGE
  • CHARCOAL
  • PINK

  Made in the USA with Imported Materials   Pair every outdoor activity with the Henschel Leather Safari Fedora Hat! Made of a crushable waxed cowhide, this crushable and easy travel hat comes equipped with a self band and eyelets.   Approx. 4 1/2" Center Pinch Crown 2 1/2"…

(8)
$130.00
Available Colors:
  • RUST
  • BLACK

  Made in the USA   Bring back the '70s with the Spitfire Lambskin Leather Newsboy Cap from the New York Hat Company. Made of genuine lambskin leather, this cap features a classic 8-panel design, a soft bill and elegant stitching that adds definition and detail. The unlined interior…

$90.00
Available Colors:
  • BLACK

  Made in the USA   A stiff blocked pork pie hat from Bailey, the Walsh Polished Wide Brim Wool Felt Pork Pie Hat is a sharp addition to their already stellar line of headwear. This is a contemporary take on a classic pork pie with a wider brim and a flatter, telescope crown that…

$187.00
Available Colors:
  • TAUPE
  • BLACK

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably…

(1)
$164.05

  Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

(4)
$95.00

  Please Note: Size XL in this cap runs small (fits 7 3/8 - 7 1/2).    Made in the USA   Finally the famous New York Hat & Cap Six Panel Beanie Hat is available in 100% genuine leather! Proudly made in the USA, the Six Panel Leather Skull Cap Beanie Hat ffers 6-panel…

(14)
$90.00
Available Colors:
  • BLACK

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

$63.75

  Please note: Sizes medium and large run true to size, however extra-large runs a full size small. Made in the USA   Made of durable cotton canvas, the Six Panel Canvas Skull Cap Beanie Hat has the classic dome-hugging skull cap look and feel in a hard-wearing and natural…

(5)
$58.00
Available Colors:
  • BLACK
  • OLIVEGREEN

  Made in the USA   Crafted with an extra wide brim and Bailey's Elite stiffened finish, the new Colver Elite Wool Felt Fedora Hat is a handsome new style for fall and winter. Starting with a classic teardrop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band,…

$174.25
Available Colors:
  • BLACK
  • SILVER
  • DENIM

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

(2)
$110.50
Available Colors:
  • BLACK
  • PEWTER
  • COGNAC
  • OXBLOOD
  • SERPENT

  Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat  by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium LiteFelt® for a soft, packable and water repellent…

(2)
$130.00
Available Colors:
  • BLACK
  • RED
  • GRAPHITE

  Please Note: This hat boasts a floppy brim. This is the intended look of the hat.    Made in the USA   The Bailey Jackman Packable Wool LiteFelt Fedora Hat is a prime example of a casual unstructured hat. Think of Jed Clampett, Deliverance, 60’s Hippies. If you want look…

$127.50
Available Colors:
  • BLACK
  • DARKBROWN
  • CHARCOAL
  • BURGUNDY

  Made in the USA   A bucket hat with some pork pie tendencies, we just love the originality of the Fisherman Cotton Blend Bucket Hat by the New York Hat Company. With a short, snap brim usually associated with a pork pie, the crushable, square crown and cotton material are bucket…

$85.00
Available Colors:
  • NAVYBLUE
  • TAN

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

(1)
$63.75

  Made in the USA with Imported Materials   The Henschel Cotton Twill Aussie Fedora Hat is great for all outdoor activities. Rugged and constructed to withstand all the elements you may encounter. The firm comfortable cotton twill hat will be a trustworthy companion.   …

(9)
$55.00
Available Colors:
  • GREEN
  • KHAKI

  Want a comfortable, lightweight cap, the Flexfit® Cool and Dry Pique Mesh Fitted Baseball Cap is just the ticket thanks to the pique weave fabric. Cool and dry technology are sweat and moisture-wicking will keep you dry and refreshed on your next workout. A silver undervisor on the…

$18.95
Available Colors:
  • RED
  • ROYALBLUE
  • SILVER

  The Reffell Leather Ivy Cap is constructed of top grain smooth leather and boasts a metal plate with a Bailey insignia. This is an ivy cap made from soft, supple leather featuring a smooth lining and comfortable sweatband. Perfect for any time of the year!   Approx. 10 1/2" Front…

$102.00
Available Colors:
  • COPPER
  • BLACK

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