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  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

Related Products: Try On | Houndstooth Newsboy Cap | Newsboy | Houndstooth Flat Cap

  Made in the USA   The Dayton Raindura Toyo Straw Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape…

Related Products: Crushable | Packable Cowboy Hat | Crushable Western Hats | Raindura

  Introducing the Bailey Waits 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 | Pork Pie Hat | Straw Pork Pie Hats | Braided Porkpie Hat

  Made in the USA   UPF 50+ Sun Protection   There is something new and exciting under the sun. A handwoven straw hat that loves water. Created by industrial designer Stefan Schinzinger to answer the need for a straw hat that's water friendly. Made from virtually…

Related Products: Straw Hats Made In Usa | Riverz | Gus Straw Hats | Gus

  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 Hat | Mens Rain Hats | Rain Hats | Bailey Fedora

  Please Note: Coffee sack color/prints are random and cannot be selected.   Made in New Zealand   Hills Hats and Havana Coffee Works have collaborated together by recycling hemp coffee sacks from around the world into a unique range of handcrafted headwear for coffee and…

Related Products: Havana Coffee Hats | Coffee | Hills Hats Of New Zealand | Coffee Sack Hats

  Handwoven in Ecuador, Blocked & Finished in the USA   Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look…

Related Products: Optimo Crown | Bailey Roll Up | Travel Straw Hats | Roll Up

  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: Bailey Crushable Fedora | Bailey Mannes | Poly Braid | Mannes

  Made in New Zealand   The Squatter Waxed Cotton Booney Hat features genuine Australian oilskin (waxed cotton) in a classic booney design with a crushable crown. Water repellent, the wide brim will keep you protected and the chin cord with toggle will ensure a secure fit. Vertical…

Related Products: Oilskin | Small Head Sun Hats | 100 Cotton Hats | New Zealand Hats

  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

Related Products: New Arrivals | Boater Hats | Straw Boater

  Please Note: This piece fits a little loose. Made in the USA Introducing the Stampede Wool Felt Western Hat by Bailey. This is the classic western hat of your dreams. It's sleek and stylish and will go with just about anything. You can't go wrong with this piece. …

Related Products: Size 7 7/8 Cowboy Hat | Lined Western Hats | Black Western Hat | Extra Large Cowboy Hats

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

Related Products: Hat Bands | Bailey Litefelt | Trilby | Navy Blue Fedora Hats

  FINAL SALE   Handwoven in Ecuador; Blocked & Finished in the USA   Part of Bailey's timeless 1922 collection, the Brooks Panama Straw Fedora Hat exemplifies enduring taste. The hat body is handwoven in Ecuador of genuine panama straw in a classic Cuenca weave pattern…

Related Products: 2 Brim Straw Hat | Snap Brim Straw Hats | Panama Hat Made In The Usa | Blue Straw Fedora

  Made in the USA   The Dayton Raindura Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape retentive…

Related Products: Packable Cowboy Hat | Small Brim Straw Western Hats | Bailey Wind River | Small Brim Western Hats

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

Related Products: Trilby | Maroon Fedora | Usa Made Fedora | Bailey Fedora

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

Related Products: Extra Large Panama Hat | Panama Fedora | Wide Brim Straw Fedora | 3 Inch Crown Fedoras

  Made in New Zealand   Get the right amount of coverage with Hill Hats of New Zealand's Sou'wester Waxed Cotton Bucket Hat. Not only will you receive the durability and waterproofing properties that Hills Hats of New Zealand offers, the Sou'wester comes complete with an internal…

Related Products: Souwester | Caps With Ear Flaps | New Zealand Hats | Neck Protection

  Made in the USA   The Bailey Harker Wool Felt Bowler is possibly inspired by Jonathan Harker, one of the protagonists in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek.   Approx. 4 1/4" Round Crown 1 1/2" Rolled Brim …

Related Products: Bowler | Derby Hats | Bowler Hats | Extra Large Size Hats Bowler

  Please Note: Coffee sack color/prints are random and cannot be selected.   Made in New Zealand   Hills Hats and Havana Coffee Works have collaborated together by recycling jute coffee sacks from around the world into a unique range of handcrafted headwear for coffee and…

Related Products: Coffee | Jute Hats | Coffee Sack Hats | Hills Hats Of New Zealand

  Made in New Zealand   The Storm is a soft crushable crown bucket hat made of Australian oilskin waxed cotton. Water repellent, the hat is designed with self taped external seams and extra soft polar fleece lining for extra warmth.   Approx. 3 1/2" Square Crown 2 1/4"…

Related Products: Oilskin | Hills Hats Of New Zealand | Waxed Hats | New Zealand Hats

  Made in the USA   Crafted with an extra wide brim and Bailey's Elite stiffened finish, the new Colver Elite Wool Felt Fedora Hat is a handsome new style for fall and winter. Starting with a classic teardrop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band,…

Related Products: Black Wide Brim Fedora | Xxxl Fedora | Bailey Fedora | Wool Felt Fedora

  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 | 7 3/4 Cowboy Hat

  The Reffell Leather Ivy Cap is constructed of top grain smooth leather and boasts a metal plate with a Bailey insignia. This is an ivy cap made from soft, supple leather featuring a smooth lining and comfortable sweatband. Perfect for any time of the year!   Approx. 10 1/2" Front…

Related Products: Leather Scally Caps | Leather Newsboy Cap | Leather Caps | Scally Cap

  Please Note: Coffee sack color/prints are random and cannot be selected.   Made in New Zealand   Hills Hats and Havana Coffee Works have collaborated together by recycling jute coffee sacks from around the world into a unique range of handcrafted headwear for coffee and…

Related Products: Cadet Caps | New Zealand Hats | Jute | Havana Coffee Hats

  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: Extra Large Cowboy Hats | Vented Hats | Dri-lex Sweatband | Long Oval Straw

  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: Bailey Billy | Grey Fedora

  Please Note: This hat boasts a floppy brim. This is the intended look of the hat.    Made in the USA   The Bailey Jackman Packable Wool LiteFelt Fedora Hat is a prime example of a casual unstructured hat. Think of Jed Clampett, Deliverance, 60’s Hippies. If you want look…

Related Products: Charcoal Gray Fedora | Grey Fedora | Packable Hats | Vegan Hats

  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 | Cowboy Hats Made In Mexico | Size 7 7/8 Cowboy Hat | Straw Cowboy Hats