All Products

  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: Linen Flat Cap | New Arrivals

  Breathability is your first priority with the Vented Toyo Straw Ascot Ivy Cap from Capas Headwear! This functional cap features an open weave twisted toyo straw body that is reliable and comfortable, especially when paired with the cotton twill sweatband. You'll always look stylish with this…

Related Products: Straw Cap | Straw Ascot | Ivy Caps | Straw Driving Cap

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

Related Products: Straw Fedora | Black Straw Fedora | Brown Straw Fedora | Panama Straw Hats

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably…

Related Products: Black Fedora | Bailey Fedora | Tan Fedora | Snap Brim Fedora

  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: Trilby | Fedora | Bailey Fedora | Straw Fedora

  Made in the USA   Introducing the Palisade Crushable Wool LiteFelt Western Hat by Bailey. The hat band alone will make this hat stand out from the rest. The leather is inverted at various points along its length to create a unique braid pattern while the smooth sections feature…

Related Products: Small Brim Cowboy | Cowboy Hats | Usa Cowboy Hats | Packable Cowboy Hat

  Please Note: This hat fits a little loose for each size Made in the USA Introducing the Navarro Wool Felt Western Hat by Bailey. This is a great hat for the true journey man. This piece will keep its shape throughout your trip and will keep you protected along the way.…

Related Products: Usa Cowboy Hats | Vegan Cowboy Hat | Renegade | Long Oval

  Handwoven in Ecuador, Blocked & Finished in the USA   Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of…

Related Products: Straw Fedora | White Trilby | Panama Hat Made In The Usa | Fishing Hats

  Made in the USA   Charm and style are one, when it comes to the Bailey Brandt Lanolux Wool Felt Fedora Hat. You'll be walking tall with confidence in this center dent fedora with leather trim hat band!   Approx. 3 3/4" Center Pinch Crown 2 1/2" Downturned Brim   Made…

Related Products: Hat | Leather Hats | Xxxl Fedora | Bailey Fedora

  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: 2 1 2 Brim Fedora | Safari Hat | Packable Hats | Classic Fedora

  Handwoven in Ecuador; Blocked & Finished in the USA   Featuring a stylized cuenca weave, the Alix Panama Straw Fedora Hat by Bailey is a distinctive new panama hat style for the season. Alix was handwoven in Ecuador then blocked and finished in the USA by expert artisans and…

Related Products: Cuenca Weave

  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: Derby | Charlie | Bowler Hats | Bowler

  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 Lang Elite Wool Felt Gambler Hat has a distinct teardrop crown, a mix of a telescope crown with a soft point. Bailey 1922 creates the elite…

Related Products: Black Gambler Hat | Black Gambler | Gambler | Gambler Hat

  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: Black Fedora | Gangster | Gangster Hat

  Whether you need it for a Halloween costume or a school play, or maybe your little one wants to start a trend. The wool felt C-Crown Stingy Brim Fedora is a scaled down version of a classic shape.   Approx. 3 1/2" C-Crown (Teardrop) 1 1/4" Overwelt Stingy Brim   Made of:…

Related Products: Kids Fedora | Black Trilby | Size 8 Hats Wide Brim | Size 8 Fedora Hats

  Made in the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

Related Products: Straw Fedora | Shantung Straw Hats | Snap Brim Straw Hats | Small Head Hats

  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 | Seagrass Hats | Gambler Hat | Seagrass Gambler

  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: Bailey Mannes | Mannes Poly Braid Fedora Hat | Packable Trilby | Xxl Straw Hats

  Handwoven in Ecuador; Blocked & Finished in the USA   Introducing the Rene Two-Tone Panama Straw Fedora Hat by Bailey featuring a striking two-tone contrast weave. The Rene is artisanally handwoven in Ecuador then blocked and finished in the USA by expert Bailey craftsmen. The…

Related Products: Panama | Bailey Fedora

  The Kids' Wool Felt Derby Hat is made of 100% wool felt and available in children's sizes. Ideal for formal events, dress up or play time - the Kids' Derby (aka Bowler) Hat can do it all! Featuring the classic trimmings including grosgrain ribbon hat band with side bow and side feather,…

Related Products: Derby | Bowler Hats | Derby Hats | Bowler

  FINAL SALE   A perfect addition to your summer vacation, the Boa Vida Palm Straw Fedora Hat by Goorin Bros. Made of 100% palm straw, this hat pairs perfectly with salty hair and sandy feet. The hat band is multilayered with paisley pattern fabric and grosgrain ribbon, finishing…

Related Products: Straw Hats | Summer Fedora

  Calling all travelers, adventure-seekers, jetsetters, we have just the hat for your on-the-go needs, Bailey's Balans Roll Up Toyo Straw Fedora Hat. Made from a toyo straw that has been crafted into an ultra-soft lightweight braid which can be rolled and packed to easily fit into a bag or…

Related Products: Bucket Hats | Extra Small Straw Hats | Rollable Straw Hats | Straw Bucket Hats

  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

  Made in the USA   A new stingy brim fedora for our trilby fans, the Soho Poly Braid Stingy Brim Fedora Hat by Capas Headwear. A retro design with a stingy snap brim and center pinch crown, the Soho is accented with an extra wide grosgrain ribbon hat band, bow detailing and a faux…

Related Products: Stingy Brim | Xxxl Fedora | 3xl Fedora | Poly Braid

  Made in the USA Introducing the Dillinger Wool Felt Western Hat by Bailey. I bet you don't have a top hat quite like this one. This is a great mix between the old west and a classic top hat look.    Approx. 5" Flat Top Crown  4 1/2" Pencil Roll Raw Edge Brim   …

Related Products: Size 7 7/8 Cowboy Hat | Cowboy Hats | Size 7 3/4 Cowboy Hat | Pencil Roll Brim

  Please Note: This style runs about one size too large, we recommend you order one size down or call us at 1-888-847-4287 for assistance.   Made in the USA   Bailey’s Renegade Echo Wool Felt Mounty Hat is as stylish as it is functional. Handcrafted in the USA with 100%…

Related Products: Size 8 Hats | Renegade | Small Brim Western Hats

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

Related Products: Pencil Roll Brim | Pencil Brim | Bailey Western Hats | Small Brim Western Hats Gus

  Made in the USA   The Nilson Fur Felt Fedora Hat is from Bailey is part of their Superior Fur Felt collection. Features a Japanese grosgrain ribbon hat band with an origami half bow. This is finished with a vintage flooring nail. This is a Bailey favorite, full of elegance and…

Related Products: Grey Fedora | Fur Fedora | Fur Felt Fedora | Fur Felt