All Products

  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 | Size 7 3/4 Cowboy Hat | Pencil Roll Brim | Top

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with some funky color combinations, may we present the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain…

Related Products: White Panama Hat | Cuban Fedora | Panama | Panama White Straw Hats

  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 | Linen Newsboy Cap | New Arrivals

  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 Curl Brim | Pencil Roll Brim | Pencil Brim | Bailey Western Hats

  UPF 50+ Sun Protection   Get two looks with one, the Pride Fabric Reversible Bucket Hat by Peter Grimm! The patterns are fun, the style is convenient and the look is trendy. An easy add-on to any summer outing!   Approx. 3 1/4" Square Crown 2 6/8" Downturned Brim …

Related Products: Bucket Hats

  Made in the USA   A classic styled fedora by Bailey, the Ernest Elite Velour Wool Felt Fedora Hat. With a wide Japanese grosgrain ribbon hat band which has been finished with a single horizontal pleated tail. A dipped nail is strategically tucked behind, its a Bailey signature. And…

Related Products: White Fedora | White Wool Fedora | Wool Felt Fedora | White Felt Fedora

  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 an elongated teardrop crown (aka C-Crown), the Criss Wool LiteFelt Long Teardrop Fedora Hat by Bailey also boasts a distinctive polished felt finish, resulting in a lustrous finish and silky felt texture. Trimmed with a deluxe Japanese grosgrain ribbon…

Related Products: Wool Felt Fedora | Packable Fedora | Bailey Fedora | Bailey Litefelt

  Made in Italy   Combine style and craftsmanship with the Superiore Como Fur Felt Fedora Hat from Borsalino. The stylish grosgrain ribbon hat band and side bow accent the crown beautifully, and the leather sweatband is something of high class. The fur felt texture is additionally…

Related Products: Side Snap | Fur Felt Fedora

  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

  Made in Mexico   UPF 50+ Sun Protection   One of four from Peter Grimm's Crown of Hearts collection currently available on our website, the Desire Heart Palm Straw Lifeguard Hat. With a UPF 50+ sun protection rating, this hat will keep you cool, comfortable and stylish…

Related Products: Crushable Straw | Made In Mexico | Lifeguard Palm | Chin Strap

  Please Note: This style features a distressed finish. This is the intended look of the hat and does NOT constitute damage.  Be ready for an adventure with Captain Jack Sparrow and the gang when you wear the Pirates of the Caribbean Elizabeth Swann Tricorn Hat by Disney! Officially…

Related Products: Pirate | Tricorn Hats | Pirate Hat | Jack Sparrow Tricorn

  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   The Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

Related Products: Open Crown Hat | Open Crown | Flat Brim

  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

  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

  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

  Made in the USA with Imported Materials   UPF 50+ Sun Protection   The Trailblazer Mesh Hiker Outback Hat from Henschel is the ruggest partner you need when exploring the outdoors. The mesh crown provides excellent ventilation and the 3 inch wide brim provides relief from…

Related Products: 4 Inch Brim | 3 Inch Brim | Ventilated Hats | Ventilated Sun Hat

  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: Trilby | Stingy Brim | Bailey's Stingy Brim | Crushable Straw

  Made of all-natural straw in a chunky weave, the Kenny Solid Straw Lifeguard Hat by Peter Grimm provides excellent sun coverage with a pop of personality. Featuring a solid color fabric underlay and chincord, the Kenny is lightweight and no-fuss. Great for wearing while gardening or spending…

Related Products: Lined Straw Hat | Gardening Straw Hats | Lifeguard Straw Hats

  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: Poly Braid Fedora | Bailey Fedora

  Made in Mexico   UPF 50+ Sun Protection   A lifeguard hat for all your sun activity needs, the Tuna Coconut Straw Lifeguard Hat by local San Diego company, Peter Grimm. Made of 100% coconut straw which has been constructed into a classic lifeguard hat design, the tuna…

Related Products: Lifeguard Straw Hats | Ventilated Sun Hat | Made In Mexico Straw Hat | Ventilated Straw Hat

  The Bailey Slater Fabric Ivy Cap adds a little bit of oomph to the standard flat cap style. The Slater features a contemporary five-panel design complete with single-snap bill and Bailey micro side pin. The sweatband and lining are lightweight for comfort and overall breathability. Ideal for…

Related Products: Summer Flat Caps | Basalt | Summer Driving Cap | Snap Bill

  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

  Please Note: This style features earflaps which may make the hat fit tighter when tucked into the crown. Please keep this in mind when ordering.  Made in the USA Introducing the Joe Eder Crushable Wool LiteFelt Earflap Western Hat by Bailey. This wool western hat is…

Related Products: Crushable Western Hats | Crushable Wool Hats | Crushable With Earflaps | Small Brim Western Hats