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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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Derby Hats

1 - 28 of 44 Products
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…= 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 is the Bailey of Hollywood Heritage Derby. This gorgeous piece is made in the USA and crafted to perfection. The colors are great and they are made with…

(1)
$85.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

…the English Bowler hat by Jaxon. This is a great looking bowler with all the classic trimmings and doesn't break the bank. Made in the classic bowler/derby hat tradition - the English Bowler hat has a stiff finish and features a round crown, curled brim, grosgrain ribbon hat band and edge trim as…

(84)
$49.95

…beauty, Stetson has played an integral part of the American West. Fine craftsmanship goes into every Stetson hat - especially the Derby! Stetson buyers search the globe for fine fur hats. Once carefully cleaned and weighed, the fur is put through more than 200 rigorous operations, many by hand. The…

(4)
$195.00
Available Colors:
  • BLACK
  • CARIBOU

…The Jaxon English Derby Hat is one cool derby! Made in the classic tradition with a stiff wool felt finish and curled brim, this derby features grosgrain ribbon trim, satin lining and a faux leather sweatband. Yet another classic style from Jaxon Hats to add to any gentleman's hat collection! …

(144)
$49.95

  Make an impression with the beautifully dramatic Two-Tone Big Brim Fascinator Headband by The Kentucky Derby by Scala! Feel like the belle of the ball with the Two Tone Fascinator's gorgeous wide brim shape designed to be worn tilted to the side. The Two-Tone Fascinator is trimmed with…

(1)
$160.00
Available Colors:
  • WHITEBLACK

  Be your best self with the Priscilla Sinamay Fascinator Hat from the Kentucky Derby by Scala. This elegant fascinator has it all: a stiff bow, a center feather flower, rhinestone studs adorning a ruffled dish, and more. The satin headband is a great compliment to the grosgrain ribbon…

$160.00
Available Colors:
  • BLACKFUCHSIA

  Now available from Scala, the Low Crown Wool Felt Bowler Hat features a shallower crown than most traditional bowler/derby hats. Trimmed in tonal grosgrain ribbon, this style is adorned with a Scala side pin, smooth satin lining and Scala crown tip detail. As expected from this style, the Low…

(5)
$60.00
Available Colors:
  • KELLYGREEN

  Conner's Steampunk Wool Felt Bowler Hat is a great addition to your collection. It is a dramatic rolled brim and the hat band is a real attention getter. Also there is a removable pocket on the inside of the hat. You can store cash or simply take it out. The choice is up to you.   …

(3)
$59.00
Available Colors:
  • BLACK

…Bollman Annie.   Approx. 4" Round Crown 2 1/2" Underwelt Brim   Made of: 100% Wool Felt   Made in the USA Custom Satin Bollman Lining Grosgrain Hat Band w/ Bow Grosgrain Ribbon Sweatband Hat Box and Certificate Included   Sizes: S/M and L/XL  

$100.00
Available Colors:
  • SERPENT

  Stacy Adams introduces their wool felt derby in multiple colors. This piece is for the customers that aren't a fan of the crushable hats. This piece is stiff and will stay to its original form if you take care of it. The lining in this hat is gorgeous and makes this piece a true classic. …

(1)
$66.00
Available Colors:
  • BLACK

…Straw Big Brim Hat has all the features you want in a stunning dress hat - buy yours while supplies last!    Approx. 4 3/4" Round Crown 7 1/2" Floppy Brim   Made of: 100% Sinamay Straw (Excluding Trim)   Limited Edition Officially Licensed Kentucky Derby® Style Layered…

$140.00
Available Colors:
  • TAUPE

…L = 7 5/8 (61 cm)  XL = 7 7/8 (63 cm)  The Jaxon Wool Homburg Hat is a classic! Once more popular than the fedora throughout Europe and America, this classic style was considered as formal as top hat and derby styles. Later nicknamed the "Godfather" by popular American culture, the…

(23)
$52.00
Available Colors:
  • BLACK

  The Derby Sinamay Straw Dress Hat has a dramatic wide brim, perfect for making a memorable entrance and lasting impression. Continue the drama with the ruffled sinamay straw and satin trimmed accent.   Approx. 3" Crown 6" Asymmetrical Brim   Made of: 100% Sinamay…

$120.00
Available Colors:
  • FUCHSIA
  • YELLOW
  • MOSS

  This authentic hand-pressed Derby Hat (aka Bowler) is made of faux ultra-suede and features a distressed polyester band. Perfect for Victorian-inspired costumes or as the crowning finish to your steampunk costume.    Approx. 5 1/2" Round Crown 2" Upturned Brim   Made of:…

(21)
$24.95
Available Colors:
  • BROWN
  • BLACK

…sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the BaileyChaplin Panama Straw Bowler Hat with the heart of a bowler but the ability to keep you comfortable during the summer days.   …

(2)
$127.50

  The Derby Sinamay Straw 2Tone Off Face Dress Hat is perfect for the Derby! The oversized large profile up-turned brim provides a dramatic frame for your visage. Trimmed with beautiful matching feather flowers and sinamay straw loops.   Approx. 4" Crown 5" Off Face Brim   …

$105.00

  Crafted of light-as-air organza, Betmar's Suellen Velvet Dot Organza Downbrim Hat is a dreamy spring and summer dress hat. Featuring a velvet polka dotted hat band tied into an oversized bow at the side, Suellen is finished with a pearlescent Betmar side pin and velvet polka dots along its…

$55.00
Available Colors:
  • WHITE

…Fedora Hat is a dapper new offering from Jaxon Hats. Featuring a lightweight, 100% toyo straw braid construction, the Toyo Braid Safari Fedora Hat is well-dressed with a striped satin hatband, classic side feather and Jaxon "J" side pin. Perfect for warm-weather formal events and derby season -…

(1)
$39.95
Available Colors:
  • COCOA

  From Disney's new animated feature film, Zootopia, the officially licensed Disney Judy Hopps Bowler Hat with Ears is the perfect hat for brave and aspiring detectives big and small. This fun bowler features a Zootopia Police Department Parking Enforcement badge on the front as well as Judy…

(1)
$26.00
Available Colors:
  • MULTI

  Slang for Bowler, the Kangol Tropic Bombin is perfect for those looking for a new shape to add to their Spring/Summer hat collection.   Approx. Round Crown 1 1/2" Brim   Made of: 60% Polyester 40% Chlorofibre   Elasticized Sweatband The 'KANGOL' word logo is…

(2)
$46.75
Available Colors:
  • BLACK
  • MAJESTICBLUE
  • PLUM

  Stay fashion-forward with the Dancer Sinamay Fascinator Hat from the Kentucky Derby! The faux feathers and floral accents adorning this hat are simply stunning, and the satin headband with a grosgrain ribbon lining ensures this fascinator is as comfortable as it is stylish!   …

$180.00
Available Colors:
  • GRAPEPURPLE

  The Kids' Wool Felt Derby Hat is made of 100% wool felt and available in children's sizes. Ideal for formal events, dress up or play time - the Kids' Derby (aka Bowler) Hat can do it all! Featuring the classic trimmings including grosgrain ribbon hat band with side bow and side feather, there…

(6)
$36.00
Available Colors:
  • BLACK

…in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek. Made of: 100% Premium Wool Felt Approx. 4 1/4" crown Approx. 1" brim Bailey side pin Lined Side Feather Grosgrain hat band Note: Lining can be different than what is pictured.

(2)
$93.50
Available Colors:
  • BLACK
  • HEMLOCK

  The Mini Bowler Hat by Elope is constructed of ultra faux suede, and features a tonal ribbon hatband. Perfect for adults, children and pets! Bring the laughter with Elope's Mini Bowler Hat!   Approx. 2 1/2" Round Crown 1 1/2" Overwelt, Upturned Brim   Made of: 100%…

(1)
$14.95
Available Colors:
  • BLACK

  Made in the USA   The stylish Commodore II Wool Felt Western Hat is part of Bailey's Renegade® line of western hats. Featuring a round derby/bowler crown and an extra-wide curled brim, the Commodore II is dressy, but with a slightly western edge. Trimmed with light brown grosgrain…

$90.00
Available Colors:
  • MIST

  Made in the USA Introducing the Origin Bowler by Kangol. This is a lovely derby for those searching for a super stingy brim. The detailing on the hat band makes it a unique piece and with the lining you don't have to worry about your head getting cold.   Approx. 4" Crown…

$110.50
Available Colors:
  • FLANNEL

  The Kangol Wool Bombin which originates from the slang word for bowler is a new shape for Kangol. This vintage style is designed with a rounded crown, stingy curled brim, and Kangol’s classic blocked wool construction.   Approx. 3 3/4" Round Crown 1 3/4" Stingy, Curled Brim …

(8)
$57.80

…Cloche Hat by Something Special is the picture of loveliness with its blooming flower accent and stylish asymmetric brim. Inside, its satin drawstring sweatband can be easily adjusted for a comfortable and custom fit. Its classic feminine design and brightly colored flowers are simply perfect Derby

$75.00
Available Colors:
  • BLACK
  • FUCHSIA

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Excludes wholesale/B2B and special orders.