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  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

Related Products: Xxl Fedora | Summer Fedora | Womens Straw Fedora | Black Straw Fedora

  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…

Related Products: Crushable Straw | Black Straw Fedora | Billy Braided Toyo | Straw Fedora

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

Related Products: Straw Trilby | Straw Fedora | Fedora | Toyo Straw

  Please Note: This style runs one size (1/8) too small. See below for fit or call us at 1-888-847-4287 for help with sizing.  6 3/4 = 6 5/8 6 7/8 = 6 3/4 7 = 6 7/8 7 1/8 = 7 7 1/4 = 7 1/8 7 3/8 = 7 1/4 7 1/2 = 7 3/8 7 5/8 = 7 1/2 7 3/4 = 7 5/8   Made in Mexico   Bailey…

Related Products: Extra Large Cowboy Hats | Straw Cowboy Hats | Black Straw Hats | 7 7/8

  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…

Related Products: Small Brim Straw | White Fedora | Billy | Trilby

  Made in Mexico    Introducing the Bailey Evers 10X Toyo Straw Western Hat. This is a great piece to keep you safe from the sun while enjoying something that you love. The crown has a vented pattern to make sure you are comfortable the whole time you are wearing it.    …

Related Products: Extra Large Cowboy Hats | Vented Cowboy Hats | Dri Lex Sweatband | White Western Hat

  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…

Related Products: Safari Fedora | Rain Hats | Mens Rain Hats | Safari Hat

  Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer straw hat line, the Carver features classic details like a snap brim and telescope crown with a wide grosgrain ribbon and heathered thin ribbons stitched on top as a modern hat…

Related Products: Pork Pie | Porkpie | Summer Hats | Pork Pie Hat

  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%…

Related Products: Pork Pie | Waits | Crushable Pork Pie Hats | Pork Pie Hat

  Made in Mexico   Bailey's Vaquero 10X Palm Straw Western Hat is a classic wide brimmed western hat made in Mexico of palm straw. With its cattleman crown and a wide shovel brim, the Vaquero is sure to make a statement wherever you go. Features a narrow leather hat band neatly…

Related Products: Size 7 7/8 Cowboy Hat Straw | Cowboy Hats | Size 7 7/8 Cowboy Hat | Black Cowboy Hat

  Made in the USA   The Six Way Wool Felt Hat by Toucan Collection is so simple and chic, stripping everything back to celebrate the classic cloche style of the 1920s. The classic bell shape shines with no adornments to disrupt the seamless flow from crown to brim, also making it…

Related Products: No Brim | Black Cloche Hats | Cloche | Toucan Collection

  Bailey's Leif Linen Cotton Pub Cap is a buttery soft flat cap for warm weather thanks to the blend of linen and cotton. With a contour 8-panel shape, the Leif is designed to fit snugly. The stripe pattern completes this overall classic style.    Approx. 9 1/2" Front to Back - Flat…

Related Products: Linen Flat Cap | Linen Newsboy Cap | 8 Panel Caps

  Made in the USA   UPF 50+ Sun Protection   The Turquoise Band Toyo Straw Gaucho Hat from the Toucan Collection, conjures up images of artistic Santa Fe, New Mexico. The wide brim gaucho style makes one think of the wild west, while the colorful multi-material hat band…

Related Products: Gaucho | Santa Fe | Made In Mexico | Gaucho Hat

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

Related Products: Trilby | Fedora | Bailey Fedora | Black Straw Hats

  Made in Mexico   The Bailey Farson 7X Shantung Straw Western Hat features a classic western/cowboy look in a lightweight shantung straw design. Its cattleman crown is complemented with a wide flared brim; trimmings include a genuine leather hat band adorned with silver conchos and…

  The Toucan Collection has something for everyone, including our vegan shoppers...introducing the Vegan Suede Safari Fedora Hat. With a suede finish but completely vegan, this hat has a handsome safari silhouette, perfect for fall. The only trimming is a braided faux leather hat band, also…

Related Products: Vegan Hats | Suede Fedora | Safari Fedora | Vegan Fedora

  FINAL SALE   Made in the USA   Crown your restless spirit with the new Ashmore Wool LiteFelt Fedora Hat by Bailey! Part of their Poet® Travel Collection inspired by the spirit and grit of the Old American West, Ashmore is crafted in the USA using Bailey's exclusive wool…

Related Products: Bailey Poet

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

  Made in Mexico   The Big Bend Bangora Straw Western Hat by Bailey features crown vent detailing and a genuine leather hat band. Further details include a Bailey side pin, flared overwelt brim, moisture-wicking sweatband, and Bailey crown tip. Perfect for warm weather, the Big Bend…

  Made in Mexico   Bailey presents their Ricker Bangora Straw Western Hat featuring a classic cattleman crown and flared wide brim. The Ricker boasts stylized venting along its crown, a two-ply grosgrain hat band with side ties, and Bailey side pin. Its interior maximizes comfort…

Related Products: New Arrivals

  Bailey presents the Marnix Waffle Five Panel Ivy Cap featuring a handsome waffled texture for a distinctive touch. The Marnix is a classic cut-and-sewn ivy cap boasting a contemporary 5-panel design and sewn bill. Accoutrements include a Bailey micro side pin, lightweight fabric sweatband,…

  Fashion need not be so flashy, and the Graham Cotton Blend Ivy Cap epitomizes that adage with a flash of brilliance! The Graham Ivy has the classic profile of a cap, with the crown stitched to the bill, it reinforces a strong and sleek silhouette. Carefully crafted from water resistant…

Related Products: Signature Flat Caps | Cotton Flat Cap | Cotton Ivy Cap | Duck Bill Cap

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   Hailing from New York, the Toucan Collection is coming to us with the Camelia Wool Felt Cloche that reminds us of the roaring twenties and a time when NYC was the center of…

Related Products: Cloche | Toucan Collection

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   For the flower child in us all, the Velvet Rose Wool Beret by Toucan Collection is a beret with a beautifully adorned faux flower accent. Made of 100% wool, made of quality material…

Related Products: Extra Large Beret | Toucan Collection | Wool Beret | Beret

  Sophistication meets comfort with the Harwood Houndstooth Wool Blend Ivy Cap by Bailey 1922. Crafted from a premium wool blend, this cap features a timeless houndstooth pattern that exudes distinguished style. This fully lined cap ensures a snug and comfortable fit for all-day wear with the…

Related Products: Houndstooth Driving Cap | Houndstooth | Bailey Flat Cap

  Made in Mexico   Bailey's Derren Bangora Straw Western Hat features a bangora straw build with a firm finish and handsome detailing. Its classic cattleman crown is accented with stylized weaving along its sides and trimmed with a narrow grosgrain hat band and Bailey side pin. Its…

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   Toucan Collection's Toyo Straw Bow Cloche Hat is a unique and innovative design thanks to the straw bow that adorns the crown. A herringbone ribbon hat band adds a splash of color.…

Related Products: Toucan Hats | Red Hats | Toyo Straw

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   The Saddle Stitch Rose Profile Wool Felt Cloche Hat by Toucan Collection creates that magical moment when the leaves start to change color and the chilly air starts to make its way…