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19th Hole Twisted Seagrass Straw Gambler Hat
Vendor:Dorfman PacificRegular price $44.99 USDRegular price$49.99 USDSale price $44.99 USDSale -
San Juan Shantung Straw Planter Hat
Vendor:DobbsRegular price $131.74 USDRegular price$154.99 USDSale price $131.74 USDSale -
Panama Straw Grade 10 Gambler Hat
Vendor:Hats MontecristiRegular price $149.95 USDRegular price$149.95 USDSale price $149.95 USD -
Oasis Shantung Straw Gambler Hat
Vendor:StetsonRegular price $124.99 USDRegular price$124.99 USDSale price $124.99 USD -
St. Charles Shantung Straw Gambler Hat
Vendor:DobbsRegular price $123.99 USDRegular price$154.99 USDSale price $123.99 USDSale -
High Desert Wool Felt Gambler Hat
Vendor:Charlie 1 HorseRegular price $189.99 USDRegular price$189.99 USDSale price $189.99 USD -
Revenger Buffalo Fur Felt Western Hat
Vendor:StetsonRegular price $169.99 USDRegular price$169.99 USDSale price $169.99 USD -
Toyo Braid Straw Gambler Hat
Vendor:Jeanne SimmonsRegular price $31.95 USDRegular price$31.95 USDSale price $31.95 USD -
Lang Elite Wool Felt Gambler Hat - Avion
Vendor:Bailey 1922Regular price $240.00 USDRegular price$240.00 USDSale price $240.00 USD -
Lang Elite Wool Felt Gambler Hat
Vendor:Bailey 1922Regular price $240.00 USDRegular price$240.00 USDSale price $240.00 USD -
Los Rios Panama Straw Gambler Hat
Vendor:BigalliRegular price $170.95 USDRegular price$170.95 USDSale price $170.95 USD -
Belted Southwest Gambler Hat - Made to Order
Vendor:Toucan CollectionRegular price $129.95 USDRegular price$129.95 USDSale price $129.95 USD -
Rose Panama Straw Gambler Dress Hat - Made to Order
Vendor:Toucan CollectionRegular price $129.95 USDRegular price$129.95 USDSale price $129.95 USD -
Jermyn Toyo LiteStraw Gambler Hat
Vendor:Bailey 1922Regular price $195.00 USDRegular price$195.00 USDSale price $195.00 USD -
Ganon Elite Wool Felt Gambler Hat - Black
Vendor:Bailey 1922Regular price $175.00 USDRegular price$250.00 USDSale price $175.00 USDSale
Gambler Hats
Named after patrons of casino riverboats that traveled up and down the Mississippi River during the 1800s, Gambler Hats offer a distinctive design inextricably associated with the American West and its Frontier spirit. It is believed this style stemmed from Mexican charros (cowboys) who brought them to the Southwest and/or "Planter" Hats worn by wealthy Southern landowners. Gambler Hats traditionally feature a telescope crown and wide, flat brim with curled edge. The style of its trim can vary and is dependent on its overall design - either Classic/Dress or Western/Cowboy. For the former, often a grosgrain ribbon or pleated hat band and perhaps a side pin complete the look. For Western/Cowboy-bent designs, Gambler Hats are often trimmed with leather hat bands, often featuring concho, stud, bead, and/or feather accents.
No matter the style you're looking for - dress or Western - Village Hat Shop has a Gambler Hat for you! We have a wide collection of Gambler Hats in an array of materials including Firm-Finish Wool Felt, Crushable Wool Felt, Panama Straw, Shantung Straw, Palm Straw and more. Shop Gambler Hats from popular brands like Stetson, Bailey, Dobbs, Renegade, Eddy Bros, Charlie 1 Horse, and many others.
See Also: Western & Cowboy Hats, Bolero & Gaucho Hats, Pork Pie Hats














