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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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Xxl Fedora Hats

1 - 28 of 135 Products
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…Panama Straw Fedora Hat from Bigalli. This fedora is made in Ecuador and features a grosgrain ribbon sweatband wrapping around the crown with a bow, as well as a Bigalli metal side pin. The chic look is unrivaled!   Approx. 3 1/4" Diamond Crown 1 3/4" Up-Turned Fedora   Made…

$98.00
Available Colors:
  • NATURAL
  • WHITE

  Take it easy with the 2X Buri Straw Fedora Hat from Tommy Bahama! This casual fedora features woven straw build, with a grosgrain ribbon hat band with a straw strip. Additionally, the cotton twill sweatband offers maximum comfort, just like the breathable, unlined interior.   …

$48.00
Available Colors:
  • NATURAL

…7 3/4 - 7 7/8 XXL = 8 - 8+   Made of all-natural cotton in a classic trilby fedora shape, the Essential Cotton Trilby Fedora Hat is part of New Era's modern and stylish EK collection. Crafted with a tear drop crown and stingy (i.e. short) pre-snapped brim, the Essential Fedora is available…

$28.80

…qualify this fedora as a carryover classic. This fantastic, unlined selection is sewn together for a unique look on today's modern man.   Approx. 4" Crown 2" Snap Brim   Made of: 55% Toyo Straw (Paper) 45% Polyester   Multi-Color Striped Grosgrain Ribbon Hat Band Bailey…

$66.00

…yet lightweight the Latte is one of those hats that simply feels right on the head.    Trimmed with either tonal grosgrain ribbon for the black and white or rich chocolate brown for the sand color, the Stetson Latte Milan Straw FEdora Hat has a distinguished look. A bound edge, snap-down…

(16)
$82.00

…7/8 XXL = 8 - 8+    The Crushable Ford Fedora Hat by Jaxon Hats is our take on a hat icon. Sporting a classic teardrop crown and grosgrain hatband with side bow, this fedora features down-sloping front and back brims. Crushable/packable and water resistant, the Crushable Ford Fedora Hat

(182)
$49.95
Available Colors:
  • BLACK
  • BROWN

…= Runs 1/2 size too large  XL = Fits true to size  XXL = Fits true to size   Timeless. Classic. The C-Crown Crushable Fedora Hat by Jaxon Hats encompasses both those words and more. Made of 100% wool felt, the C-Crown Crushable Fedora Hat touts a teardrop crown (aka "C-Crown"), a grosgrain…

(467)
$49.95

  Timeless and enduring, the Pinch Crown Crushable Fedora Hat is a Jaxon Hats perennial favorite. Offered in a great crushable wool felt, the Pinch Crown Crushable Fedora Hat is easily packable and naturally water resistant. A classic 2 1/2-inch snap brim can be worn up or snapped down in the…

(150)
$49.95

Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat its soft and packable nature in addition to adding water repellency. Good looks and functionality can coexist! Bailey's Blixen Wool LiteFelt Fedora Hat has…

(2)
$98.00

Introducing the Cannery Row Wool Fedora Hat by Stacy Adams.  This is a great classic style fedora that will be your favorite for years to come. We are now lucky enough to offer from of these colors in 2XL for those who have always wanted a fedora but were unable to find the perfect fit. Approx.…

(3)
$58.00

…and unequaled value.   Approx. 4" crown 2 1/2" snap brim   Made of: 100% Wool Felt - Stiff Finish   Grosgrain ribbon hat band Removable side feather Bailey imprinted on hat band Satin Lining Poly Blend Sweatband   Sizes: S, M, L, XL, XXL and XXXL  

(4)
$110.00
Available Colors:
  • BLACK

…  Made in the USA The Tino Wool Felt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines traditional craftsmanship with today's leading technology to produce a revolutionary water repellent hat in 100% wool felt. Soft and packable, with remarkable…

(9)
$95.00

  You can relax in style with the Crochet Raffia Straw Fedora Hat from the EK Collection by New Era. This breathable hat features a crochet build, as well as a chic New Era metal side pin accenting the side of the crown. Along the interior are two fashionable stripes making up the…

$70.00
Available Colors:
  • NATURAL

…  Approx. 5" Shapeable Open Crown 2 3/4" Snap Brim   Made of: 100% Fur Felt   Grosgrain Ribbon Hat Band Lapel Cord Hat Band Grosgrain Ribbon Bound Edge Leather Sweatband Satin Lined   Sizes: 56cm (7, M) through 62cm (7 3/4, XXL), fits true to size.  

$337.50
Available Colors:
  • BLACK

…Brim Fedora Hat from the deluge of similarly styled fedoras. Featuring a smaller profile design with a stingy brim, the Alex is carefully handmade in Spain of the finest fur felt. Adorned with a coordinated grosgrain ribbon hat band, side bow and trim, the Alex is a simply exquisite. The hat's

$165.00
Available Colors:
  • OLIVEGREEN

…Deluxe Quality The Chatham by Stetson is the top of the line, Royal Deluxe quality dress hat manufactured by America's oldest and most respected hat company. This is one of the classic men's dress hats, seen (along with the Saxon and Temple) in almost every movie released during Hollywood's…

(43)
$195.00
Available Colors:
  • CARIBOU
  • BLACK
  • MINK

…Crushable Fedora Hat, the Summer C-Crown Toyo Straw Fedora Hat by Jaxon Hats also sports a timeless teardrop crown (aka "C-Crown") but in a relaxed Toyo straw build. Finished with a classic grosgrain ribbon hatband, side feather and hat pin - the Summer C-Crown Toyo Straw Fedora Hat pairs perfectly…

(129)
$34.95
Available Colors:
  • IVORY
  • NATURAL

…Crushable Wool Felt Fedora Hat from Stefeno is your dream hat! This fedora features an Italian-made design, with a wool felt build and a comfortable padded sweatband, as well as a breathable unlined interior. The most iconic and unique aspect of this hat is the grosgrain ribbon hat band layered with…

$88.20
Available Colors:
  • TAUPE

… 7 7/8 -8 3XL = 8+ Do you remember your all-time favorite hat? Beat and rumpled, you put it on and felt like Indiana Jones. This is that hat, only nice and clean. The Scala Packable Washed Twill Safari Fedora Hat shows up pre-rumpled and soft as if you've owned it for years.    …

(40)
$34.00
Available Colors:
  • KHAKI
  • OLIVEGREEN
  • CHARCOAL

…the Bailey of Hollywood Lando Toyo LiteStraw Fedora Hat. Crafted right here in the USA using their exclusive LiteStraw® finish, the Lando has a soft and supple feel in addition to retaining its shape and being water repellent. Its stingy-brimmed fedora design boasts a classic pinch front crown with…

$63.75

…and sleek tonal grosgrain ribbon hat band with side bow. Made in Italy with impeccable craftsmanship and eye for detail, the Dev Wool Felt Diamond Crown Fedora Hat bequeaths unprecedented individuality and style to the standard, run-of-the-mill black fedora hat.    Approx. 3 1/4" Diamond…

(1)
$76.50

…Crushable by Jaxon Hats offers the perfect compromise between a fedora and western hat. A teardrop crown is sleekly embellished with a smooth composite leather hat band while its generous brim slopes downward at both the front and back. Made of soft 100% wool felt, the Jaxon Hats Outback Crushable…

(211)
$49.95
Available Colors:
  • BLACK
  • BROWN
  • PECAN

…felt, the new Tear Drop Wool Felt Trilby Fedora Hat by Stefeno has a modern take on the classic fedora hat. Its trilby design includes a stouter crown and stingy brim for a smaller overall profile. Its sole accoutrement is its stitched grosgrain ribbon hat band for a clean and sleek look. Fall in…

(1)
$68.40

…Hollywood Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's LiteStraw® finish your perception of straw hats and just how comfortable…

(2)
$85.00

  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 of Hollywood Billy is a top selling topper with a stingy…

(22)
$66.00

…striped hat band gives Bailey's Tharp Shantung LiteStraw Fedora Hat a singularly striking spring/summer feel. Proudly crafted in the USA using their exclusive LiteStraw® finish, the Tharp is a soft, lightweight and water repellent straw hat blocked into a stylish tear drop crown fedora style. Its…

$114.75
Available Colors:
  • NATURALBLUE

…Scala C-Crown Panama Hat is a great every day panama. It has a classic style and looks great on almost everyone.     Approx. 4" Tear Drop Crown 2 1/2" Snap Brim  Made of: 100% Genuine Panama Straw (Handwoven in Ecuador)   Grosgrain Ribbon Hat Band  Teflon™ Water &…

(2)
$138.00
Available Colors:
  • BLEACH

… Part of Stetson's Vintage Collection, the Stetson Whippet Fur Felt Fedora Hat is created with the finest Sovereign Quality fur felt. Crafted with a smooth and delicate finish, this handsome tawny colored fedora works well with many winter outfits, jackets and coats. A rich brown grosgrain…

(5)
$200.00
Available Colors:
  • TAWNY
  • CARIBOU
  • BLACK
  • NAVYBLUE

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