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  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 | Gambler | Seagrass | Seagrass Gambler

  Made in the USA   The Dayton Raindura Toyo Straw Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape…

Related Products: Crushable Straw | Crushable | Straw Cowboy | Crushable Western 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 | Gambler Straw Hat | Straw Gambler | Gambler Hat

  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: Lined Fedora Hats | Black Fedora | Bailey Fedora | Blue Fedora

  It's hard to beat the classics, and everything about the Harris Tweed Overcheck Herringbone Wool Newsboy Cap from Failsworth is just that: classic. Made of 100% genuine Harris Tweed virgin wool, from the Outer Hebrides of Scotland. The 8-panel newsboy design is iconic, and the grosgrain…

Related Products: Made In Scotland | Failsworth Harris Tweed | Harris Tweed Cap | Harris Tweed Flat Caps

  Introducing the Bailey Waits Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope Crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

Related Products: Pork Pie | Porkpie | Pork Pie Hat | Packable Pork Pie

  Made in the USA The Briar Wool LiteFelt Fedora Hat is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a teardrop crown and handsome leather hat band. Great for both men and women, the Briar adds…

Related Products: Packable Litefelt | 2" Brim Felt Fedora | Womens Hats | White Felt Fedora

  Please Note: This piece fits a little loose. Made in the USA Introducing the Stampede Wool Felt Western Hat by Bailey. This is the classic western hat of your dreams. It's sleek and stylish and will go with just about anything. You can't go wrong with this piece. …

Related Products: Size 7 7/8 Cowboy Hat | Black Western Hat | Cowboy Hats | Extra Large Cowboy Hats

  Made in the USA The Stedman Elite Velour Wool Felt Fedora Hat from Bailey is practical, sharp and classic. With a traditional fedora silhouette thanks to the center dent crown and wide brim, the Stedman is made of 100% wool with a velour finish to keep you warm during the winter…

Related Products: Black Wide Brim Hats | Black Wide Brim Fedora | Leather Fedora | Xxl Wide Brim 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: Lifeguard Straw Hats | Extra Wide Brim Hats | Wide Brimmed Straw Hats | Extra Small Sun Hats

  Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

Related Products: Pork Pie | Straw Pork Pie | Waits | Crushable Pork Pie Hats

  It's hard to beat the classics, and everything about the Carloway Harris Tweed Wool Windowpane Plaid Newsboy Cap from Failsworth is just that: classic. The 8-panel newsboy design is iconic, and the grograin sweatband and cushioned interior lining maximize comfort. It's the perfect hat for…

Related Products: Made In Scotland | Newsboy Hat | Harris Tweed Flat Caps | Harris Tweed Cap

  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 | Xxl Straw Fedora | Small Brim Straw | Small Head Fedora

    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: Black Straw Hats

  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: Bailey Renegade | Western Hats | Long Oval Cowboy Hats | Black Western Hat

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

Related Products: Newsboy Hat | Leather Flat Cap | Leather | Leather Caps

  Please Note: This hat boasts a floppy brim. This is the intended look of the hat.    Made in the USA   The Bailey Jackman Packable Wool LiteFelt Fedora Hat is a prime example of a casual unstructured hat. Think of Jed Clampett, Deliverance, 60’s Hippies. If you want look…

Related Products: Packable Hats | Vegan Hats | Crushable Wool Hats | Bailey Fedora

  Made in the USA   The Bailey Harker Wool Felt Bowler is possibly inspired by Jonathan Harker, one of the protagonists in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek.   Approx. 4 1/4" Round Crown 1 1/2" Rolled Brim …

Related Products: Bowler Hats | Bowler | Derby Hats | Size 8 Derby

  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 | Small Brim Western Hats

  Officially Licensed   The officially licensed Weathered Cotton Blend Outback Hat by Indiana Jones™ is for fans of all ages! With a wired shapeable brim, this hat has a weather finish, a signature of a seasoned explorer like Dr. Henry Jones, aka Indiana Jones. Other details include…

Related Products: Official Indiana Jones Hat | Waxed Hats | Outback | Outback Hats

  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: Stingy Brim | Crushable Straw | Billy Braided

  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 Flat Cap

  It's hard to beat the classics, and everything about the Lewis Harris Tweed Multi Wool Newsboy Cap from Failsworth is just that: classic. The 8-panel newsboy design is iconic, and the grosgrain sweatband and cushioned interior lining maximize comfort. It's the perfect hat for anyone who's a…

Related Products: Newsboy Hat | Failsworth Harris Tweed | Harris Tweed Flat Caps | Made In Scotland

  FINAL SALE   Please Note: This style has a shallow crown.    Bodies Handwoven in Ecuador; Finished in the USA UPF 50+ Sun Protection   Inspired by the Napa Valley Wine Country, this hat reflects the Northern California spirit that values protection from the…

Related Products: Sun Hats | Ecuador Hats | Wide Brim | Olive Green Straw Hats

  Made in the USA   Part of Bailey's Wind River® collection of rugged hats, the Caliber Crushable Wool LiteFelt Western Hat features their exclusive LiteFelt® finish for added softness, water repellency and packability. The Caliber is crafted with a classic teardrop crown,…

Related Products: Small Brim Western Hats | Wool Outback Hats | Bailey Wind River | Small Brim Outback 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: Olive Green Straw Hats | Extra Large Straw | Packable Fedora | White Straw Fedora

  Please Note: This piece fits a little loose. Please Note: This style features an aged and stained finish. This is the intended look of the hat and does NOT constitute damage. Please enlarge each thumbnail image for a close-up view of the aged and stained finish.   Made in the…

Related Products: Size 7 7/8 Cowboy Hat | Calvary Hat | 7 3 4 Cowboy Hat | Long Oval Cowboy Hats

  Made in Mexico   Bailey's Derren Bangora Straw Western Hat features a bangora straw build with a firm finish and handsome detailing. Its classic cattleman crown is accented with stylized weaving along its sides and trimmed with a narrow grosgrain hat band and Bailey side pin. Its…

Related Products: New Arrivals