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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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  This item is FINAL SALE. Fancy yourself an Ivy Leaguer? Do you own all the right slacks and ties, yet lacking in your Ivy headwear? We have your covered, literally, with our new bulk item; the Ivy League. You pick your size and we will do the rest. You will receive a $100 value of…

(17)
$49.95

  Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow.    Made in the USA The Tino Wool LiteFelt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…

(13)
$130.00
Available Colors:

  Made of 100% washed cotton twill, the VHS Bucket Hat is an everyday wardrobe staple. Simple and straightforward, the VHS Bucket Hat features a soft construction and classic two-inch brim for casual sun protection. Completely packable and crushable, the VHS Bucket Hat can be easily folded and…

(10)
$24.95
Available Colors:
  • PUTTY

  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. 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…

(29)
$85.00

  Made in Canada   The Wool Military Beret with Lambskin Band is proudly made in North America by the same manufacturer who supplies berets for the American military (Green Berets) as well as for the Royal Air Force of Great Britain. Berets have been a part of the military uniform…

(44)
$39.95
Available Colors:

  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

  Please Note: Sizes can fit a range of head sizes depending on how deep or shallow you like to wear your fez.  S = 6 1/2 (XS) through 7 (M)  M = 6 5/8 (XS) through 7 1/8 (M) L = 7 (M) through 7 3/8 (L)  XL = 7 1/8 (M) through 7 1/2 (XL) XXL = 7 1/4 (L) through 7 3/4 (XXL)   A simple…

(132)
$24.95
Available Colors:
  • MAROONBLACK

  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. The teardrop…

(8)
$85.00

  Made in the USA Introducing the Firehole Crushable Wool LiteFelt Western Hat by Bailey. Crafted with Bailey's exclusive LiteFelt® finish, the Firehole Western is not only incredibly soft and packable/crushable but also water repellent. Able to retain its shape, the Firehole is up…

(7)
$135.00
Available Colors:
  • BLACK
  • BEAVER
  • LODENGREEN
  • TAWNY

  Made in the USA   The Bailey Godfather Heritage Wool Felt Hat is a classic Godfather/Homburg style crafted with care right here in the USA. Featuring classic stiff finish wool felt, the Godfather Heritage Hat boasts the traditional center dent crown adorned with a grosgrain ribbon…

(2)
$131.75
Available Colors:
  • BLACK

  Handwoven in Ecuador, Blocked & Finished in the USA   Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of…

(1)
$200.00

  Made in the USA   Class and style come together in the Center Pinch Shantung Straw Fedora Hat from Dobbs. This high-quality hat features a grosgrain ribbon hat band, topped with a signature Dobbs metal side pin, as well as a beautiful firm finish on the Shantung body. This…

(1)
$139.49
Available Colors:
  • NATURAL

  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

  Introducing the Bailey Mannesroe Poly Braid Straw Fedora Hat, it adds a little color and style to your life. It is a great hat to spend the day walking around town in without feeling over heated.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100%…

(2)
$85.00

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

(5)
$130.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • COGNAC
  • BASALT
  • SILVERBELLY

  Made of 100% washed cotton twill, the VHS Bucket Hat is an everyday wardrobe staple. Simple and straightforward, the VHS Bucket Hat features a soft construction and classic two-inch brim for casual sun protection. Completely packable and crushable, the VHS Bucket Hat can be easily folded and…

(16)
$24.95

  Made of 100% washed cotton twill, the VHS Bucket Hat is an everyday wardrobe staple. Simple and straightforward, the VHS Bucket Hat features a soft construction and classic two-inch brim for casual sun protection. Completely packable and crushable, the VHS Bucket Hat can be easily folded and…

(28)
$24.95
Available Colors:
  • KHAKI

  Please Note: Sizes Medium to XX-Large run large S = Fits true to size  M = 7 3/8 (L)  L = 7 5/8 (XL)  XL = 7 7/8 (XXL)  XXL = 8 1/8 (XXXL)   A classic wool felt fez with color tassel, the Black Fez with Black Tassel is as classic as they come. Lightweight, packable and great…

(13)
$24.95
Available Colors:
  • BLACK

  By popular demand, we now have an all-wool, military style beret that is less expensive than the official USA Army style. The quality remains top notch - this beret is cotton lined, has a grosgrain-bound edge, two eyelets on the right side, and a half-moon insert at its front.    …

(26)
$16.95
Available Colors:
  • BLACK
  • NAVYBLUE
  • RED

  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

  Made in the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

(7)
$170.00
Available Colors:
  • NATURALBLACK

  Made in the USA   The Bailey Darron Wool LiteFelt Pork Pie Hat is proudly made in the USA using their very own premium LiteFelt® finish for superior softness, flexibility, and repelling of water. Featuring the classic pork pie look including a telescope crown and stingy brim, the…

(5)
$130.00

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. 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…

(11)
$130.00

  Made in the USA   Bailey Hat's most popular fedora. This premium wool felt is created with their exclusive blend of 100% virgin wool fibers, specially finished by their skilled craftsmen resulting in superior quality and unequaled value.   Approx. 4" Center Pinch Crown 2…

(6)
$155.00
Available Colors:
  • BLACK

  Please Note: Sizing is inconsistent. See below or call us at 1-888-847-4287 for help with sizing.  S = 6 7/8 to 7 M = 7 to 7 1/8 L = 7 1/2 XL = 7 3/4 XXL = 8    The Village Hat Shop offers a great basic 100% cotton booney hat. This hat is perfect for everyday wear, travelling and…

(19)
$24.95
Available Colors:
  • KHAKI

  Made of 100% washed cotton twill, the VHS Bucket Hat is an everyday wardrobe staple. Simple and straightforward, the VHS Bucket Hat features a soft construction and classic two-inch brim for casual sun protection. Completely packable and crushable, the VHS Bucket Hat can be easily folded and…

(11)
$24.95
Available Colors:
  • NAVYBLUE

  Please Note: Sizing is inconsistent. See below or call us at 1-888-847-4287 for help with sizing. S = 7 M = 7 1/4 L = 7 1/2 XL = 7 3/4 XXL = 8    The Village Hat Shop offers a great basic 100% cotton booney hat. This hat is perfect for everyday wear, travelling and the great…

(10)
$24.95
Available Colors:
  • PUTTY

  Made in the USA   Charm and style are one, when it comes to the Bailey Brandt Lanolux Wool Felt Fedora Hat. You'll be walking tall with confidence in this center dent fedora with leather trim hat band!   Approx. 3 3/4" Center Pinch Crown 2 1/2" Downturned Brim   Made…

(1)
$144.50
Available Colors:
  • BLACK
  • WALNUTBROWN
  • BLUE
  • BLACKMIX

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