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  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: Palm Straw | Straw Small Brim Fedora | Panama Hat | Panama

  FINAL SALE   Village Hat Shop Exclusive Color Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium…

Related Products: Bailey Litefelt | Bailey Crushable Fedora | Packable Litefelt | Crushable Mens Fedoras

  Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer straw hat line, the Carver features classic details like a snap brim and telescope crown with a wide grosgrain ribbon and heathered thin ribbons stitched on top as a modern hat…

Related Products: Pork Pie Hat | Bailey Toyo | Pork Pie | Straw Pork Pie

  Made in the USA The King of the Cowboys, Roy Rogers, was a famous singer and cowboy actor during the days of television. He and his third wife Dale Evans (the Queen of the West), his golden palomino Trigger, and his German Shepard Bullet, were featured in over one hundred movies…

Related Products: Small Brim Western Hats | Size 9 Hats | Cowboy Hats Wool Felt | Lined Western Hats

  Designed for those who thrive in the great outdoors and seek sun protection, Bailey's Dario Toyo Straw Blend Lifeguard Hat has an extra wide downturned brim perfect for keeping harmful rays off your face. The chin cord with adjustable toggle allows for extra security no matter the adventure.…

Related Products: Extra Large Straw Lifeguard | Extra Wide Brim Hats | Size 8 Straw Hats | Lifeguard

  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 made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

Related Products: Palm Straw | Bailey Panama | Straw Fedora | Panama

  Made in the USA   Dress to impress with the Pageant II 2X Wool Felt Western Hat by Bailey! Featuring a classic cattleman crown and dramatic flared brim, the Pageant II is crafted of genuine 2X wool felt. Trimmings are kept at a minimum for an elegant finish and include a self-felt…

Related Products: Vegan Cowboy Hat | Xs Womens Hats | Womens Cowboy Hats

  Made in the USA The "Roaring Twenties", as the decade is affectionately dubbed, saw an explosion of rich cultural activity, brought on by unprecedented economic prosperity. Gangsters, flappers, speakeasies, jazz and the Charleston were sweeping the nation. Fashion likewise grew by…

Related Products: Gangster | Humphrey Bogart | Trilby | Gangster Hat

  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: Raindura | Navy Blue Fedora Hats | Crushable Straw | Toyo Straw Fedora

  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: Navy Straw | Straw Fedora | Palm Straw | Montecristi 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 | Straw Western Hats

  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 | Brown Western Hat | Beaver Hat | Usa Cowboy Hats

  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: Raindura | Fedora | Crushable Straw | Packable Straw Hat

  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 | 2 1/2" Brim | Leather Hats | Xxxl Fedora

  Made in the USA A standard during Jazz's glory age, the Pork Pie gained relevance during a time of worldly transition, as evidenced by its growing popularity among celebrities and public figures. Physicist Robert Oppenheimer regularly wore a pork pie hat during his field studies.…

Related Products: Porkpie Hats | Pork Pie | Low Crown Hats | Pork Pie Hat

  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: Bowler | Derby | Charlie | Bowler 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: Small Head Fedora | Straw Fedora | Shantung Straw Hats | Snap Brim Straw Hats

  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 Fedora | Bailey Fedora | Straw Trilby Hat | Bailey Straw Hats

  Made in the USA Bailey's Winstone Raindura Straw Fedora Hat is the most shape retentive, durable straw hat on the market thanks to the exclusive Raindura® finish. This revolutionary process involves thermosetting yarn which has been handwoven inside a straw body. It is then…

Related Products: Water Resistant Fedora | Raindura | Crushable Straw | Water Repellent Straw 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

  Made in the USA The 1910's saw the advent of a true piece of Americana in the Montana Peak Hat (Campaign Hat). Its popularity "peaked" on September 8th, 1911 when it was adopted by the United States Army. What began as a military standard has since become a symbol of both…

Related Products: Campaign Hat | Campaign | Montana | Extra Large Size 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 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, Blocked, and Finished in Ecuador   Keep it chic with the Petra Grade 3 Panama Fedora Hat from Bigalli. This hat features a vented teardrop crown which is adorned with a multi-layered hat band of grosgrain ribbon and faux leather. The brim is pre-snapped. The Petra is…

Related Products: Made In Ecuador | Vented Fedora | 2 3 4 Brim | Panama Straw 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 | Cuban Fedora | Panama | Panama White Straw Hats

  Made in Ecuador   Introducing the Navarra Wool Felt Gaucho Hat by Bigalli. Made in Ecuador with 100% wool felt, this water repellent hat showcases both incredible craftsmanship and versatile functionality. Featuring an optimo crown and stiff raw edge flat brim, key characteristics…

Related Products: Gaucho | Gaucho Hat | Flat Brim | Bolero Or Gaucho Hat