All Products

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

Related Products: Charlie | Chaplin | Derby | White Panama Hat

  The Rokit Toyo Straw Braid Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a versatile…

Related Products: Summer Fedora | Trilby | Straw Trilby | Packable Fedora

  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! …

Related Products: Seagrass Hats | Gambler | Gambler Hat | Seagrass

  Bailey's new Duch Linen Plaid Five Panel Ivy Cap is crafted of breezy linen in a contemporary five-panel design. Featuring a cheery plaid pattern, the Duch is simply accented with a Bailey micro side pin and single snap bill. Great for a day on the green, or any other warm-weather outing,…

Related Products: New Arrivals | Linen Flat Cap | Linen Newsboy Cap

  Made in the USA Introducing the Columbia Crushable Wool LiteFelt Western Hat by Bailey. This is a great piece for those that beat up their hats a little more than others. This hat's exclusive LiteFelt® finish allows the hat to bounce right back to shape after taking a hard beating…

Related Products: Packable Litefelt | Crushable | Wool Chincord | Extra Large Cowboy 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: Snap Brim Straw Hats | Xxl Fedora | Panama Hat Made In The Usa | 2 Brim Straw Hat

  Keep the sun off in style with the Brighton Toyo Straw Sun Hat by sur la tête! Made of stylish braided and sewn straw, the Brighton features a classic sun hat design complete with round crown and downturned wide brim. Great for spring and summer, the Brighton will complement most warm…

Related Products: Floppy Straw Hat | Packable Sun Hats | Packable Hats | Adjustable Sun Hats

  Take a step back in time with this stunning classic from sur la tete Hats. The Chloe Wool Felt Cloche Hat from sur la tete has a dimensional brim, trimmed with sleek soft feathers, an elegant satin band, and bow that makes this the perfect women’s dress hat for the season.   …

Related Products: Red Hats | Black Cloche Hats | Cloche | Womens Hats

  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.   …

Related Products: Packable Trilby | Xxl Straw Hats | Fedora | Bailey Fedora

  The Nylon Rain Bucket from sur la tete is a great bucket for year round wear. The water resistant nylon is great for the rain - water just beads up and rolls off the fabric - while its classic style can be worn with almost anything!    Approx. 4" Square Crown 2" Downturned…

Related Products: Mens Bucket Hats | Cotton Bucket Hats | Rain Hats | Extra Large Size Women's Hats

  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: Size 7 7/8 Cowboy Hat

  Made in the USA   Introducing Bailey 1922’s Appley Elite Velour Wool Felt Fedora Hat, a true epitome of sophistication and American craftsmanship. Made with 100% wool felt, this hat showcases both luxury and warmth, making it a perfect addition to your fall or winter wardrobe.…

Related Products: New Arrivals | Bailey Fedora

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

  Made in the USA A classic outback style with a touch of western flair, the Derian Raindura Straw Outback Hat by Bailey features their exclusive new Raindura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian…

Related Products: Outback Straw Hat | Made In Usa Straw | Straw Hats Made In Usa | Straw Outback

  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: Straw Cowboy Hats | Long Oval Straw | Extra Large Cowboy Hats | Long Oval

  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: Navy Blue Fedora Hats | Bailey Fedora | Wide Brim Fedora | 2" Brim Felt Fedora

  Handwoven in Ecuador, Blocked & Finished in the USA   The Cutler is a most excellent and stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and with Bailey embossed logo.     Approx.…

Related Products: Panama Jack | Straw Hats Made In Usa | Panama Straw | Straw Fedora

  Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open…

Related Products: Black Straw Hats | Open Crown | Flat Brim Straw | Shantung

  With the Samantha Braided Toyo Straw Western Hat, Cappelli Straworld has taken practical design to the next level. With an ultra-lightweight body thanks to the semi-ventilated body, this is the perfect hat for a hot day at the beach or by the pool. Also stylish thanks to an alternating…

Related Products: Cowboy Hats | Chin Cord | Packable Cowboy Hat | Cowboy Hat With Chin Strap

  Made in the USA   An excellent quality 4X virgin wool and imported angora felt blend, the Lightning Western from Bailey is the classic cowboy hat. With it's self felt hat band with buckle, you too can be riding off into the sunset in the ultimate in American styling.   …

Related Products: Extra Large Cowboy Hats | Small Brim Western Hats | Cowboy Hats | Size 7 7/8 Cowboy Hat

  Made in the USA   The McCrae Wool Felt Gus Western Hat from Bailey features one of the most unique and oldest crown shapes in western headwear, the Gus crown. This crown was made famous by Robert Duvall's character in Lonesome Dove, Augustus McCrae, abbreviated to Gus. Made in the…

Related Products: Extra Large Cowboy Hats | Gus Hats | Size 7 7/8 Gus Cowboy Hat | Xxxl Western Hats

  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 Western Hats | Outback Straw Hat | Packable Cowboy Hat | Crushable

  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 Palm Hat | Straw Cowboy Hats | Cowboy Hats Made In Mexico | Cattleman

  Made in the USA   The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels water and oil based spills. It is breathable, and durable and can be packed for ease of travel.    Approx. 4"…

Related Products: Bailey Fedora | Curtis | Travel | Crushable Fedora

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

Related Products: Tino | Bailey Fedora | Small Head Fedora | Trilby Hat

  Made in the USA   Bailey's Architect Fur Felt Cattleman Western Hat is the luxury experience in headwear. Crafted of superior fur felt, that you can keep in pristine condition thanks to the included hat brush. Handcrafted, this style takes a traditionally western silhouette with…

Related Products: Small Brim Western Hats | Small Brim Cowboy | Cattleman Crown | Cattleman

  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: Stingy Brim | Crushable Straw | Trilby

  Looking for an understated straw hat, the Kitts Toyo Straw Safari Fedora Hat by Cappelli Straworld celebrates all things subtle! The body of the Kitts features three tiers of braided toyo straw, each slightly different for an almost gradient effect. A braided cotton hat band with wooden…

Related Products: Crushable Fedora | Crushable Straw Hats | Crushable Straw