All Products

  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

  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 | Xxl Straw Fedora | Bailey Fedora

  Handwoven in Ecuador; Finished in the USA   Multi-colored with a unique patterned weave, the new Giger Panama Straw Fedora Hat will take your breath away. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen, the Giger's…

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

  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 Fedora | Trilby | Bailey Mannes | Bailey Crushable Fedora

  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 Hats | Cowboy Hats | Gus | Gus Felt

  Please Note: Sizing for this style runs one size large. We suggest sizing down when purchasing or call us at 1-888-847-4287 for help. Simple and effective, don't let Baskerville Hat Company's Cheltenham Wool Twill Newsboy Cap fool you. Made of 100% Japanese wool, this is a twill…

Related Products: Twill Flat Cap | 8 Panel Newsboy Cap | Newsboy Cap With Snap | Flat Cap

  Please Note: This piece fits a little loose. Made in the USA Introducing the Dynamite Wool Felt Western Hat by Bailey. This cowboy hat is equiped with a DRI-LEX® sweatband to make sure that if you are getting a little hot, your hat isn't going to show proof of that…

Related Products: Dri Lex Sweatband | Dri-lex Sweatband | Long Oval | Long Oval Cowboy 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 | Linen Ivy Caps | Linen Flat Cap

  Please Note: These fit a little snug from front to back so we recomment ordering 1 size up.    Made in Mexico    Introducing the Bailey Kace 10X Sisal Straw Western Hat. This piece almost looks like a lace pattern made out of sisal straw from the crown all the way to the…

Related Products: Orders | Dri Lex Sweatband | Extra Large Cowboy Hats | Straw Cowboy Hats

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

  Please Note: Sizing for this style runs 1cm large. See breakdown below or call us at 1-888-847-4287 for help. S = 7 M = 7 1/4 L = 7 1/2 XL = 7 3/4 XXL = 8 Please in pinstripe with the Regency Wool Pinstripe Ivy Cap by Baskerville Hat Company. This ivy is made of 100% Italian wool…

Related Products: Italian Hats | Newsboy Cap With Snap | Italian Flat Cap

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

Related Products: Try On | Wool Flat Cap | Houndstooth | Wool Cap

  Made in the USA If you were looking for a way to stand out at the rodeo this is the way to go. As part of the Resistol Tuff Hedeman Collection we would like to introduce the Snake Eyes Wool Felt Western Hat with a little twist of style in its crown to make you stand out of the…

Related Products: Xxxl Western Hats | 2x | 3x Large Cowboy Hats | Xxl Western 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: Packable Hats | Curtis Wool | Traveler Fedora | Safari Hat

  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 | Trilby Hat | Bailey Fedora | Packable Fedora

  Limited Edition   The Talbot Micro Houndstooth Cotton Ivy Cap by Baskerville Hat Company is made of 100% Japanese cotton. Features a tiny houndstooth pattern in neutral tones and a bill with a single snap. Its lightweight design makes the Talbot a perfect choice for the warmer…

Related Products: Cotton Flat Cap | Cotton Newsboy Caps | Houndstooth | Ivy Caps

  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…

Related Products: New Arrivals

  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: Straw Fedora | Summer Trilby | Summer | Summer Fedora

  Made in the USA   Handwoven, revolutionary yarn allows the Rothney Raindura Straw Fedora Hat by Bailey to be thermosetting! After being blocked into a handsome fedora silhouette, the Rothney is treated with a ultra-light water repellent coating. The end result being a durable hat…

Related Products: Extra Large Straw | Packable Fedora | White Straw Fedora | 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 | Small Brim Western Hats | Dri-lex Sweatband | Leather Western Hats

  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

  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: Black Straw Hats | Bailey Fedora | Lightweight Fedora | Black Straw Fedora

  Made in the USA A winner for the winter is the Tucker Wool Felt Western Hat from the Resistol Wool Collection. This gorgeous piece is guaranteed to make anyone look good.   Approx. 4 5/8" Cattleman Crown 4" Curved Brim   Made of: 100% Wool Felt   Made…

Related Products: 7 3/4 Cowboy Hat | Xxxl Western Hats | 3x Large Cowboy Hats | Xxxl 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 | Gambler Hat | Water Resistant Straw Hats

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

Related Products: Trilby | Small Head Fedora | Trilby Hat | Tino

  Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

Related Products: Size 7 7/8 Cowboy Hat | Extra Large Cowboy Hats | White Hats | Xxl Western 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 | Xxxl Fedora Hats | Xxxl Fedora | 2 1/2" Brim

  There's not much sharper than the Berle Toyo Straw Blend Fedora Hat from Bailey! This neat hat's most eye-catching feature is its clean, striped grosgrain ribbon hat band wrapping around the vented toyo crochet crown. Plus, the cotton twill sweatband and unlined interior allow for a nice…

Related Products: Bailey Toyo | Blue Straw Fedora | Blue Straw | Blue Fedora