Skip to main content
    • 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.
FREE SHIPPING* USE PROMO CODE USAGROUND

gambler

1 - 28 of 29 Products
View: Grid | List
Sort by

  Made in Mexico   Stay cool with the Brentwood Shantung Straw Gambler Hat from Stetson. This high-quality hat is made in Mexico and features a beautiful shantung straw vented crown that maintains a cool, comfortable, breathable fit. Speaking of comfortable and breathable, the cotton…

$48.00
Available Colors:
  • NATURAL

…Handwoven in Ecuador; Blocked & Finished in the USA   Whether you're headed to the beach or just shading yourself in style, the Jaxon Gambler Cuenca Grade 3 Panama Hat is the perfect choice. Lightweight with consistent weaving, this Panama Hat will keep you cool on those hot summer…

(7)
$79.20
Available Colors:
  • NATURAL

  The Jaxon Wool Gambler Hat is a dapper and stylish hat with a slight western flair. This hat embodies the same fast talking, risk-taking style that the name suggests. Featuring a telescope crown, this Wool Gambler is ready for adventure!   Approx. 3 3/8" Underwelt Brim 3 5/8"…

(14)
$44.96
Available Colors:
  • BLACK

…  As you look out from underneath your Jaxon Pebble Beach Gambler Hat,  you're set for a birdie on the next hole . . . Jack Nicklaus couldn't beat you today.    Constructed of stiff seagrass, the gambler features a handsome 3-pleat cotton headband and an elasticized terrycloth…

(26)
$35.96
Available Colors:
  • SEAGRASS

  Made in the USA   Looking for a Gambler hat with a distinctive look? The new Colonel Shantung Straw Gambler Hat by Stetson is just the thing! Crafted right here in the USA of premium shantung straw, the Colonel Gambler boasts a firm finish, curled wide brim and a classic grosgrain…

(1)
$120.00
Available Colors:
  • NATURAL

  Made in the USA Meet the Black Hawk Crushable Gambler Cowboy Hat, part of the Stetson Crushable Western Collection. The Black Hawk serves a gambler crown trimmed with silver-tone studs, concho accented black leather band and black leather tails.   Best of all the Black…

(49)
$75.00
Available Colors:
  • BLACK

  The Conner Deluxe Toyo Straw Gambler Hat offers an elegant and classic style in lightweight and breathable Toyo straw. Featuring a black grosgrain ribbon hatband and 3-inch, slightly upturned brim, this timeless hat is finished with an elastic cotton sweatband. Perfect for spring and summer -…

$52.00
Available Colors:
  • IVORY

  Made in the USA   A classic gambler style with a western edge, the Rockett Toyo Straw Gambler Hat by Bailey features their exclusive new Endura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

(2)
$85.00
Available Colors:
  • TAN

  Made in the USA Introducing the Joker LiteFelt® Wool Gambler Western Hat by Renegade. This is a great wool gambler with a stylish studded leather hat band and flared, upturned brim. Made in the USA by expert craftsmen, the Joker features their exclusive wool LiteFelt® finish that…

(3)
$68.00
Available Colors:
  • BLACK

  Made in Mexico   The Western Wool Felt Gambler Hat by Eddy Bros features a classic telescope crown gambler style with a western twist. Crafted of 100% wool felt with a soft, packable finish, the Western Gambler is accented with a western-inspired conch faux leather hat band tied at…

(2)
$54.00
Available Colors:
  • BLACK

  Keep the sun off and look your best on the golf course with the stylish Back Nine Straw Gambler Hat by Kenny K! Made of lightweight straw in a classic gambler hat design, the Back Nine Gambler features a telescope crown and wide, upturned brim. A 3-pleat, tropic printed hat band encircles the…

(1)
$24.00
Available Colors:
  • BLACK

  Made in the USA     Simple, yet classy, the St. Charles Shantung Straw Gambler Hat from Dobbs is stunning. This hat features a grosgrain ribbon hat band with a Dobbs metal side pin, making for a clean design. This American-made hat also has a woven sweatband and unlined…

$110.00
Available Colors:
  • NATURAL

  Made in the USA   The Stetson Kelso Crushable Wool Felt Gambler Western Hat features a gambler-style crown crafted of crushable wool felt. Adorned with a faux leather hat band overlaid with feathers, the Kelso is finished with a Stetson metal side pin, slightly flared brim and…

(5)
$80.00

…Felt Gambler Hat from Charlie 1 Horse is a high-quality hat. Made in America, this hat is pure, durable, comfortable wool, with a soft satin interior lining that just cannot be ignored. Additionally, the leather hat band matches the leather sweatband, making for one beautiful, quality gambler.

$150.00
Available Colors:
  • PECAN

  Stay in style while relaxing in the Planter Tassel Trim Wool Gambler Hat from Scala. The focus of this clean hat is the intriguing hat band, a beautiful combination of stitched colors and extra decoration. Fun and flirty, this hat has it all!   Approx. 3 1/2" Crown 3 5/8" Floppy…

$25.00
Available Colors:
  • CAMEL

  Made in the USA   Get ready for something new with the Melton LiteStraw® Seagrass Gambler Hat from Bailey! This unique hat is made with seagrass, a durable and stain-resilient material perfect for any stylish adventurer. No matter your plans, this hat should be your go-to! …

(1)
$115.00
Available Colors:
  • NATURAL

…  Prepare for sunny spring and summer days with the Wide Brim Toyo Straw Gambler Hat by Jeanne Simmons! Boasting the highest UPF sun protection rating possible (UPF 50+) with an extra wide brim, the Wide Brim Gambler has you (literally) covered from damaging UV rays. Its casual and functional…

$34.00
Available Colors:
  • NATURAL

…and class matter, that's why we know you'll love the Panama Straw Gambler Hat from Scala! This phenomenal hat is handwoven in Ecuador, then blocked and finished in the United States, resulting in one beautiful, well-made gambler. Additionally, the grosgrain ribbon hat band and Scala metal side pin…

$138.00
Available Colors:
  • NATURAL

  It's difficult to think of a finer hat than the Madrid Laminated Toyo Gambler Hat from Head 'N Home. This stunning hat features a breathable telescope crown, as well as a patterned leather hat band. Additionally, the stiff laminated finish allows for a firm, durable build.   Approx.…

$48.00
Available Colors:
  • CREAM

  UPF 50+   Handwoven in Ecuador, Finished in the USA There are men and women that just feel right in a gambler style panama hat, and for those people, the UPF 50+ Trinidad is the best offering. The unisex Pantropic Trinidad - a lightweight toquila palm-based weave - can finish…

(1)
$144.00
Available Colors:
  • NATURAL

  Handwoven, Blocked, and Finished in Ecuador   You can stay laid back with the Explorer Panama Straw Gambler Hat from Bigalli. This panama straw hat features a padded sweatband and unlined interior, which are comfortable and breathable. Additionally, the stitched leather hat band is…

$125.00
Available Colors:
  • NATURAL

  Made in the USA Introducing the Honey Straw Gambler Western Hat by Renegade. This is a gorgeous straw gambler western hat. The leather hat band is put together by pieces of leather attached to one another with a metal stud. The leather band is then accented with metal flowers…

$100.00
Available Colors:
  • NATURAL

  Conner's Leather Conch Band Wool Felt Gambler Hat is a fancy piece without the fancy price tag. The gambler keeps it shape without compromising the comfort of the hat. Be prepared though you will be receiving a lot of compliments when you wear this piece.   Approx. 4" Crown 3"…

$64.00
Available Colors:
  • BLACK

  Made in the USA   The Tattoos and Scars Wool Gambler Hat from Charlie 1 Horse is simply the top of the line! Decked out fully in subtle Charlie 1 Horse decor, this hat features a metal pin on its grosgrain hat band, as well as an authentic Charlie 1 Horse logo branding on its crown.…

$160.00
Available Colors:
  • BLACK

  Conner's Hemp Gambler Hat is a great piece for those that prefer a more structured item. The hemp material keeps the weight of the hat light but continues to give protection from the elements.   Approx. 4" Crown 2 3/4" Brim   Made of: 100% Hemp   Lined Cotton…

$48.00
Available Colors:
  • CAMEL

…Blocked & Finished in the USA   Made of twisted genuine Panama straw, Pantropic's Twisted Panama Straw Gambler Hat features a loose weave in a classic gambler hat style. Handwoven in Ecuador then blocked and finished in the USA, this style represents hours of artisanal work…

$148.00
Available Colors:
  • DARKNATURAL
  • NATURAL
  • BLACK

…who enjoys relaxing bayside or taking part in outdoor activities. Made of twisted seagrass, the open weave allows for maximum ventilation of this gambler hat. A fashionable and attractive leopard scarf wraps around the crown, ending in a bow.   Approx. 4" Crown 3 1/4" Brim   Made…

(4)
$45.00
Available Colors:
  • NATURAL

  Made in the USA   The Stetson Pin Seeker Hemp Straw Gambler Hat boasts a distinctive and handsome aesthetic not often seen in gambler styles. Crafted of premium hemp braid right here in the USA, the Pin Seeker is an ode to expert craftsmanship and exudes elegance in its simplicity.…

$165.00
Available Colors:
  • NATURALOLIVE

Village Hat Shop Sitemap

Call Us

USA: 1-888-VHS-HATS (1-888-847-4287)
INT'L: +1 619-906-4440 Se habla español

Email Newsletter

Shop for Hats at VillageHatShop.com | Privacy Policy | Website Accessibility | Site Map
Copyright © 1999-2018 Village Hat Shop: The #1 Source for Hats Online
*ALL SPECIAL OFFERS AND DISCOUNTS valid for USA Ground service only.
Excludes wholesale/B2B and special orders.

CONTACT US

We are happy to help!

1 (888) 847-4287

7 Days a Week 8am-5pm PST
Se habla espanol

Customer Service | Privacy | Returns/Exchanges

Copyright © 1999-2018 Village Hat Shop
*ALL SPECIAL OFFERS AND DISCOUNTS valid for USA Ground only.
Excludes wholesale/B2B and special orders.