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  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

Related Products: New Arrivals | Boater Hats | Straw Boater | Black Panama Straw Hats

  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 | Bailey Panama Hat | Black Straw Fedora | Blue Straw Fedora

  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 Newsboy Cap | Linen Flat Cap | New Arrivals

  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: Black Western Hat | Felt Hats | Bailey Renegade | Cowboy Hats

  Handwoven in Ecuador, Blocked & Finished in the USA   Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look…

Related Products: Optimo Crown | Rolled Panama Hat | Roll Up Fedora | Gambler Or High Roller

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

  Made in Mexico   Bailey presents their Ricker Bangora Straw Western Hat featuring a classic cattleman crown and flared wide brim. The Ricker boasts stylized venting along its crown, a two-ply grosgrain hat band with side ties, and Bailey side pin. Its interior maximizes comfort…

Related Products: New Arrivals

  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: Size 7 7/8 Cowboy Hat Straw | Cowboy Hats | Size 7 7/8 Cowboy Hat | Black Cowboy 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: Trilby | Crushable Straw | Straw Fedora | Packable Fedora

  Made in the USA   The 1890s slang word hightail originated from US cattle ranches, where many animals flee with their tail up. The Bailey Hightail Wool Felt Western Hat is made of a 2X wool felt firm/stiff body; it has a plaited cotton cord hat band, topped with a tricolor woven…

Related Products: Cowboy Hats | Bailey Western | Dri-lex Sweatband | Bailey Western Hats

  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 Braylon Sisal LiteStraw Fedora Hat by Bailey features a finer weave than most other straws in a classic design,…

Related Products: Bailey Fedora | Lightweight Fedora | Black Straw Fedora | Water Repellent Straw Hats

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

Related Products: Trilby Hat | Trilby | Bailey Fedora | Black Trilby

  Made in the USA   The distinct crown of the Bailey Jutland Wool Felt Gus Western Hat stands out amongst the rest of western headwear. As one of the oldest crown shapes, this veteran is seen from felt to straw, from the low plains to the mountain range. The sturdy 2X wool felt body…

Related Products: Gus | Gus Hats | Gus Crown | Cowboy 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

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

Related Products: Panama Hat | Navy Straw | Straw Fedora | Palm Straw

  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: 2x | Summer Flat Caps | Basalt | Summer Driving Cap

  Combining toyo straw and thermo, the Bailey Elliot Straw Fedora Hat offers a breezy option for spring and summer. Lightweight and stylish, the Elliot features a pinch front crown, narrow grosgrain ribbon hat band and a stingy, pre-snapped brim. Don't sweat it this spring/summer, just wear…

Related Products: Summer Trilby | Cuban Hats | Summer | Summer Fedora

  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: Bailey Guthrie | Small Brim Straw | Straw Fedora | Shantung Straw 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: Bailey Litefelt | Crushable With Earflaps | Crushable Western Hats | Crushable Wool Hats

  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 | Panama Straw Hats | Cuban Fedora | Panama

  Made in Belgium   The soft, rich Matte Nappa Leather Ivy Cap by City Sport Caps will leave you looking polished and sophisticated. Known for its softness and durability, this nappa leather flat cap has flexible qualities making for a comfortable fit. Leather will always represent a…

Related Products: Leather Flat Cap | City Sport Newsboy | Brown Ivy Cap | Leather Caps

  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 Belgium with Genuine British Isles Virgin Wool   Village Hat Shop Exclusive   A unique, innovative take on the ivy, the Patchwork British Wool Pub Ivy Cap by City Sport Cap is an unusual patchwork design of 100% virgin wool that was woven in the British Isles. The…

Related Products: 6 Panel Ivy | British Wool Ivy Cap | City Sports Caps | Duckbill Caps

  Made in the USA   A great companion on adventures, the Calaway Crushable LiteFelt Wool Outback Hat is crafted from Bailey's signature LiteFelt wool making it water repellent and shape retentive. Comes with a genuine leather hat band with metal and threading accents. Casual but with…

Related Products: Outback | Bailey Litefelt | Felt Hats | Crushable Made In Usa

  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 | Straw Derby | Bowler Hats | Bowler

  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 | Wool Felt 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