All Products

  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: Summer Fedora | White Fedora | Packable Fedora | Mens Summer Hats

  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: Black Straw Fedora | Billy Braided Toyo | Bailey Toyo | Billy

  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: Packable Fedora | Black Straw Fedora | Fedora | Crushable

  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: Black Wide Brim Hats | Pork Pie | Navy Blue Pork Pie Hat | Xl Pork Pie

  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: Xxl Fedora Hats White | White Fedora | Small Brim Straw | Straw Stingy Brim

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style. The teardrop…

Related Products: 2x Fedora Hats | Straw Trilby | Packable Trilby | Crushable Straw

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a teardrop crown and all-around snap stingy brim. A…

Related Products: Straw Trilby | Trilby | Packable Fedora | Crushable 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 | Black Straw Hats | Xxl Cowboy Hats | Straw Cowboy Hats

  Made in Mexico   The Maverick Palm Straw Western Hat by Charlie 1 Horse is crafted of hearty palm leaf straw in a wide-brimmed design ideal for providing sun coverage. Its cattleman crown boasts three ventilation eyelets per side to ensure the hat breathes comfortably while a…

Related Products: Extra Large Cowboy Hats | Palm Leaf Hat | 7 3/4 Cowboy Hat | Western

  Made in Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

Related Products: Extra Large Cowboy Hats | Size 7 7/8 Cowboy Hat | Xxl Cowboy Hats | 7 3/4 Cowboy Hat

  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

Related Products: Summer Newsboy Caps | Scally Cap | Summer Flat Caps | Summer Scally Caps

  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 topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

Related Products: Billy Braided | Straw Stingy Brim | Bailey Billy | Grey Straw Fedora

  Crafted with a telescope crown and curved brim, the Little Joe Wool Felt Gambler Western Hat by Eddy Bros is not your usual western hat. Floral embossing, metal button accents and triple chain detailing at the front of its faux leather hat band give the Little Joe an edgy feel. Made with a…

Related Products: Gambler Hat | Telescope Crown | Small Brim Western Hats | Gambler

  Made in Mexico   A classic Gus design with added personality, the Bandito Palm Leaf Straw Gus Hat by Charlie 1 Horse gives the classic western look a stylish new twist. Crafted in Mexico of genuine Mexican palm leaf straw, the Bandito is sturdy yet flexible and boasts a slight…

Related Products: Made In Mexico | Palm Leaf Hat | Extra Large Straw | Palm Leaf

  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 the side. Unlined for…

Related Products: Gambler | Gambler Hat | Pencil Brim | Telescope Crown

  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: Black Wide Brim Hats | Wide Brimmed Straw Hats | Black Straw Hats | Size 7 7/8 Cowboy Hat Straw

  Made in the USA   A bucket hat with some pork pie tendencies, we just love the originality of the Fisherman Cotton Blend Bucket Hat by the New York Hat Company. With a short, snap brim usually associated with a pork pie, the crushable, square crown and cotton material are bucket…

Related Products: New York Hat Company | Bucket Hats Usa Made | Crushable Pork Pie Hats | Bucket

  FINAL SALE   Village Hat Shop Exclusive Color Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium…

Related Products: Bailey Litefelt | Packable Wool Litefelt Fedora Hat | Navy Blue Mens Hats | Bailey Crushable Fedora

  Made in Mexico  Introducing the Bailey Cassius 7X Toyo Straw Western Hat. This piece has a great two tone pattern throughout the crown and brim. You can go from a day at the ranch to a evening at the rodeo without having to change your hat. The vented crown adds comfort and style…

Related Products: Long Oval Straw Hats | Long Oval Cowboy Hats | Long Oval | Long Oval Hats

  Please Note: This hat is designed to have a distressed, worn-in look. Scuffs, scratches, etc. are all part of the style's intentional look and do NOT constitute damage.   Made in the USA   You're sure to look classy with the Vintage 1900 Leather Ivy Cap from the New York…

Related Products: Leather Caps | Leather Hats Made In Usa | Leather Flat Cap | Orange Flat Caps

  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: Hat Care | Safari Hat | All Weather Fedora | Safari

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

Related Products: Long Oval Cowboy Hats | Extra Large Cowboy Hats | Long Oval | Dri-lex Sweatband

  Please Note: Size XL in this cap runs small (fits 7 3/8 - 7 1/2).    Made in the USA   Finally the famous New York Hat & Cap Six Panel Beanie Hat is available in 100% genuine leather! Proudly made in the USA, the Six Panel Leather Skull Cap Beanie Hat ffers 6-panel…

Related Products: Leather Beanie | Beanie | 6 Panel Newsboy Cap | Skull Hats

  Made in the USA   Are you a "Wild one"? This Brando cap (sans chain) is similar to the style of cap that Marlon Brando wore in the Movie, "The Wild One". Featuring 8/4 (eight-quarter) paneling, a center top button, and a contrasting black lambskin leather bill/visor, the Brando…

Related Products: Marlon Brando Caps | Cap | Brando | Wild One Cap

  Made in Mexico   Since 1929, Eddy Bros has been making quality hats with style and class and the same goes for the Reed Toyo Straw Gambler Hat. This gambler has a stiff body with the classic telescope crown and dramatically curved brim. The hat band is made of leather with metal…

Related Products: Gambler Straw Hat | Black Straw Gambler | Black Straw Hats | Black Gambler Hat

  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: Dri Lex Sweatband | Extra Large Cowboy Hats | Size 7 7/8 Cowboy Hat Straw | Vented Cowboy Hats

  Please Note: Sizing for this style runs small. Call us at 1-888-847-4287 for help with sizing.   Made in Mexico   Charlie 1 Horse, coming in with the minimalistic, the classic, the oh-so-wearable Highway Wide Brim Wool Felt Fedora Hat! Made in Mexico of 100% wool, this…

Related Products: Black Wide Brim Hats | Floppy Fedora | Wide Brim Fedora | Charlie 1 Horse

  Made in the USA   We love the retro vibes the New York Hat Company is giving us this spring and the same is true with the 1900 Lambskin Leather Ivy Cap. Made of genuine lambskin leather, this cap features a classic ivy paneled design, a flat bill and elegant stitching that adds…

Related Products: Leather Newsboy Cap | Leather Flat Cap | Xxl Leather Ivy Cap | Black Leather Cap