All Products

  Handwoven in Ecuador; Finished in the USA   The Hernen Two-Tone Panama Straw Fedora Hat by Bailey has a unique two-tone weave throughout the hat, giving it a sophisticated and modern look. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert…

Related Products: Bailey Panama

  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 presents the Mullan Toyo Straw Blend Safari Fedora, part of their Bailey 1922 Breed collection. The Mullan Safari features a classic safari style design including center pinch crown and down-sloped brim. Its bright, two-tone weave adds dimension and texture while also being…

Related Products: New Arrivals

  Introducing the Bailey Mannesroe Poly Braid Straw Fedora Hat, it adds a little color and style to your life. It is a great hat to spend the day walking around town in without feeling over heated.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100%…

Related Products: Straw Fedora | Bailey Fedora

  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: Trilby | Crushable Straw | Straw Fedora | Packable Fedora

  Made in Mexico   Bailey's Costa Bangora Straw Western Hat is ready for summer - are you? Crafted of airy bangora straw with vent detailing along its crown, the Costa will help you stay easy breezy this season. Additional details include a two-ply grosgrain hat band with side ties,…

Related Products: New Arrivals

  Please Note: This piece fits a little loose. Made in the USA Introducing the Alamo Wool Felt Western Hat by Bailey. This is a great piece to add to your collection. The style cattleman crown mixed with the diamond stud accents on the leather hat band create the perfect…

Related Products: Extra Large Cowboy Hats | Cowboy Hats | Size 7 7/8 Cowboy Hat | Usa Cowboy Hats

  Made in Mexico   Bailey's Verdi Open Bangora Straw Western Hat boasts a striking two-tone ivory and brown stylized weave in a tall open crown and wide brim design. A narrow grosgrain hat band in rich brown beautifully complements the Verdi's aesthetic while its interior is finished…

  A great summer hat from San Diego Hat Company, the In The Clouds Toyo Straw Bucket Hat! A beautiful woven bucket with an attractive square crown and downturned brim, the In The Clouds gives off a somewhat chic silhouette. The open weave construction of the hat allows for ventilation,…

Related Products: Open | Summer Hats | Straw Bucket Hats

  Made in the USA   A classic gambler style with a western edge, the Rockett Raindura Straw Gambler Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

Related Products: Gambler Straw Hat | Gambler Hat | Gambler | Water Resistant Straw Hats

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. 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…

Related Products: Curtis Wool | Traveler Fedora | Safari Hat | Packable Hats

  Made in the USA   Bailey Hat's most popular fedora. This premium wool felt is created with their exclusive blend of 100% virgin wool fibers, specially finished by their skilled craftsmen resulting in superior quality and unequaled value.   Approx. 4" Center Pinch Crown 2…

Related Products: Gangster Hat | Gangster | Usa Made Fedora

  Made in Mexico   Style and class combine for the Traveler Wool Felt Crossover Hat from Charlie 1 Horse. This wonderful hat features western-inspired styles in a druable wool felt body and the iconic Charlie 1 Horse branding. The narrow leather hat band wrapping around the crown has…

Related Products: Charlie 1 Horse Hats | Charlie 1 Horse | Band | Travel

  UPF 50+ Sun Protection   San Diego Hat Company's Milan Wide Brim Wheat Straw Boater Hat has a wow factor we just can't get over! With a 9 inch brim and wheat straw in an array of striking colors, you are sure to make a fashion statement. And it will also protect you from with the…

Related Products: Straw Boater | Boater Hats | Wide Brimmed Straw Hats | Orange

  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: Polypropylene | Trilby | Fedora | Bailey 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: Gambler Hat | Seagrass | Water Resistant Hats | Gambler

  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 | Wool Felt Fedora | Teal

  Made in Mexico   The Stars and Stripes Straw Western Hat by Charlie 1 Horse touts a classic western hat shape outfitted with an aged, USA flag-inspired hat band. Featuring an aged finish with curved, wired shapeable brim, the Stars and Stripes Western is a great unisex western hat…

Related Products: Straw Cowboy Hats | Straw Hats Made In Usa | Usa Cowboy Hats | Straw Western

  Made in the USA Bailey's Winstone Raindura Straw Fedora Hat is the most shape retentive, durable straw hat on the market thanks to the exclusive Raindura® finish. This revolutionary process involves thermosetting yarn which has been handwoven inside a straw body. It is then…

Related Products: Packable | Water Resistant Fedora | Bailey Fedora | Raindura

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

Related Products: Leather Newsboy Cap | Newsboy Hat | Newsboy Cap | 8 Panel Caps

  The Taxten by Bailey 1922 is a classic leather-paneled ivy cap with the casual appeal and presence of a true old-fashioned Sunday driving cap. On the interior, a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience. Continuing with this…

Related Products: Leather Scally Caps | Leather Flat Cap | Leather Newsboy Cap | Ivy Hats

  Made in the USA   Bailey 1922 debuts a new style, the Walsden Wool Felt Homburg Hat, a modified homburg. The traditional center dent of the homburg has been grazed with two side dents, creating a center pinch crown. Bailey 1922 continues with modernization, by flattening the…

Related Products: Homburg | Homburg Hat | Pencil Curl Brim | Pencil Brim

  Made in the USA   Bailey 1922 introduces their hybrid design of a traditional western with modern day style with the Niall Wool Felt Western Hat. The classic cowboy's cattleman crown is paired with a modern flat brim, mixing conventional with contemporary. The simple and narrow…

Related Products: Cowboy Hats | Flat Brim Western Hat | Cattleman | Small Brim Western Hats

  Made in New Zealand   You want to be dry and protected when the weather takes a turn for the worst so make sure to always have your packable Hills Hats of New Zealand Hydrotex Rain Bucket Hat with you. The unique characteristics of the Hydrotex Bucket has been tested to resist both…

Related Products: Black Bucket Hat | Bucket Hats | Mens Rain Hats | Packable Rain Hat

  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

Related Products: Linen Flat Cap | Linen Newsboy Cap | Linen Driving Cap | Linen Caps

  UPF 50+ Sun Protection   San Diego Hat Company's Bali Cotton Crochet Sun Hat features a classic sun hat design handmade of soft, all-natural cotton in a crocheted finished. The Bali is the hat that started it all for San Diego Hat Co. - and for good reason! This stylish hat…

Related Products: Packable Navy Blue Sun Hats

  UPF 50+ Sun Protection   These are what big hat dreams are made of...the Look At Me Braided Toyo Straw Sun Hat by San Diego Hat Company! Made of a toyo straw blend and blocked into a traditional floppy sun hat with a brim measuring 10 1/4 inches!    Approx. 4" Round Crown…

Related Products: Wire Brim Sun Hat | Toyo Straw

  The Lou Herringbone Plaid Wool Ivy Cap is a new wool blend cap from Bailey! With a multicolored herringbone plaid pattern, it is fully lined and boasts a comfortable sweatband. It's an attractive yet neutral look that is perfect all year round.   Approx. 10" Front to Back, Flat 10"…

Related Products: Snap Caps | Bailey Flat Cap | Ivy Caps | Driving Cap