All Products

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

Related Products: Sisal

  Made in the USA Bailey has given us a headwear piece that will suit everyone, the Adlay Raindura Straw Fedora Hat. The raindura straw blend and handwoven thermosetting yarn makes the Adlay both water resistant and shape retentive. With its snap brim and raised teardrop crown, this…

Related Products: Crushable Straw | Navy Blue Straw Hats | Raindura | Navy Blue Fedora Hats

  Please Note: This item is MADE TO ORDER. This item takes 5 to 7 business days to make before it will ship.   Made in the USA   Let's return to the classics with this stylish Double Button Profile Wool Felt Cloche Hat by Kathy Jeanne. Made in the USA, it is beautifully…

Related Products: Cloche

  Handwoven in Ecuador, Blocked & Finished in the USA   With the Racer Panama Straw Fedora Hat by Bailey you get both comfort and style. This is a custom panama handcrafted in Ecuador with a woven crochet teardrop crown and brisa snap brim. Finishing touches are the Japanese…

Related Products: Panama | Straw Trilby | Ecuador 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 | Pencil Brim | Homberg | Homburg Hat Black

  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…

  Made in the USA The Bailey Hanson Shantung LiteStraw Fedora Hat is not your typical stiff straw hat. Crafted in the USA using their exclusive LiteStraw® finish, the Hanson has a soft and supple feel that rivals much-celebrated Panama straw hats with the added benefits of water…

Related Products: Panama | Panama Jack Hats | Panama Hat Made In The Usa | Water Repellent Straw Hats

  Finished in the USA; Handwoven in Ecuador   Bailey's Bystrom Panama Straw Fedora Hat, made out of 100% toquilla palm leaves, has come to stand out. A leather cord hat band and a pop of contrasting color on the pinch front crown provides a unique and versatile style. A uniquely made…

  Made in the USA   Bailey 1922 debuts a new wool felt finish with the Croft Wool Felt Fedora Hat. Their 'beaver finish' creates a fuzzy and woolly texture. It has an 'outdoorsman' crown, a center pinch block with a wider center dent. The wide brim heightens the contemporary style,…

Related Products: Beaver Fedora | Beaver Felt Fedora

  The thermostat may be frozen over, but that doesn't mean you have to be. Winter might be the time of thick sweaters and bulky coats, however you can stay fashionable in the frigid freeze thanks to Bailey 1922. The Vega is a trapper style cap with faux fur earflaps. The Vega Lambskin Leather…

Related Products: Trapper

  Made in the USA   The Lachlan Raindura Straw Fedora Hat by Bailey features their exclusive Raindura® shape retentive and water repellant straw finish for added durability and function. The Lachlan Fedora features a classic tear drop crown adorned with a custom, laser-etched leaf…

  MADE TO ORDER. This Item Takes 5 to 7 business days to make before it will ship.   Made in the USA   Style and class come together to form the Velvet Band Wool Felt Asymmetrical Cloche Hat from Kathy Jeanne. This fashionable cloche features a velvet hat band and bow, as…

Related Products: Cloche | Red Wool Hats

  Made in the USA   The Imlay Knotted Shantung Straw Fedora Hat by Bailey has been created with a unique weave that adds texture to the body of this classic fedora. This style is simply decorated with partial suede hat band and Bailey's signature dipped nail. A finely woven sweatband…

Related Products: Outdoor Fedora

  Handwoven in Ecuador; Finished in the USA   Handwoven in Ecuador, the Hinx Hand-Dyed Panama Straw Fedora Hat by Bailey is a stunning hat featuring a hand-dyed body with a twist teardrop crown and snap brim. The front of the teardrop crown has an additional dent blocked by hand.…

  MADE TO ORDER. This Item Takes 5 to 7 business days to make before it will ship.   Made in the USA   The Bengaline Band Wool Felt Off Face Hat from Kathy Jeanne is a unique, vibrant hat for your matching style! Made in America, this hat is hand-blocked and sewn, with a…

  Made in the USA   Scaling back and keeping it minimalistic and modern is Bailey's claim to fame with the Barksdale Polished Wool Felt Fedora Hat. The teardrop crown and hand curled brim have been designed with Bailey's Polished Elite Stiffened finish. The crown has been adorned…

Related Products: Custom Fedora | Bailey Fedora | Black Felt Fedora

  Made in the USA   Looking for something distinctive? The Rayne Raindura Straw Bucket Hat by Bailey has you covered! Featuring Bailey's exclusive Raindura® shape retentive and water repellant finish, the Rayne Bucket boasts a soft and pliable straw build in a classic bucket shape…

  Made in the USA   Make a statement with Kathy Jeanne's Plume Toyo Straw Boater Hat! Featuring a rich dark teal hue with a striking iridescent feather accent band and trailing suede tails, the Plume Boater is not for those who conform. Crafted in the USA of lightweight toyo straw,…

  Made in the USA   Bailey's Clorindon Elite Wool Felt Fedora Hat is a flexible fedora with a bubble crown and grosgrain ribbon trimmed brim. The crown features a wide Japanese grosgrain band which is overlaid with a silk blend, heathered, narrow ribbon, giving the Clorindon extra…

Related Products: White Fedora

  Made in the USA   Add a little 1920's inspiration to your look this season with the Stripe Rosette Toyo Straw Cloche Hat by Kathy Jeanne! The Stripe Rosette Cloche is crafted in the USA of fine toyo straw and adorned with a chic striped band artfully draped around its crown and…

  Made in the USA   Featuring beautiful cool toned colors, the Magness LiteStraw Fedora Hat by Bailey is made of 100% shantung straw which has been finished with innovative LiteStraw technology. The Magness is a stiff fedora and has been crafted using colorblocking. The hat band is…

Related Products: Shantung Straw | Water Repellent Straw Hats | Shantung | Flat Brim Straw

  Handwoven in Ecuador, Finished in the USA   Accept nothing less than the best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is crafted of fine, genuine panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

  Made in the USA   The Colter Elite Merino Wool Felt Fedora Hat features Bailey's expert design and craftmanship. With a semi stiff finish, the Colter is a smart option for fall or winter. Made of Merino wool, the crown is adorned with a multilayered grosgrain ribbon hat band. The…

Related Products: 3xl Fedora

  Please Note: This item is MADE TO ORDER. This item takes 5 to 7 business days to make before it will ship.   Made in the USA   A timeless and classic style is awaiting your hat collection! The Black Rose Asymmetrical Wool Felt Cloche Hat by Kathy Jeanne is an elegant…

Related Products: Cloche

  Please Note: Due to the nature of the straw, there may be some variance from hat to hat and is part of its beauty and uniqueness.   Made in the USA   The Glaser Sisal LiteStraw Fedora Hat by Bailey is a great choice for sun protection. With a 3" flat brim and Bailey's…

Related Products: Sun Hats Made In Usa | Sisal

  Handwoven in Ecuador, Blocked & Finished in the USA   From Bailey's newest line of panamas, the Bystrom Panama Straw Fedora Hat! This genuine panama is handwoven in Ecuador with a bubble crown and flat brim. The two-tone crown adds some beautiful interest while the leather hat…

  Handwoven in Ecuador, Blocked & Finished in the USA   A beautiful traditional panama with some quality details, the Coram Panama Straw Fedora Hat by Bailey! The bubble crown and flat brim make this a classic, while the ventilation on the crown and a double layered, twisted…

Related Products: Panama | Denim Hats | Panama Hat Made In The Usa | Ventilated Straw Hat

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

Related Products: Sisal | Two Toned Fedora