All Products

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

Related Products: Long Oval Cowboy Hats | Long Oval | Long Oval Straw Hats | Extra Large Cowboy Hats

  Made in the USA About the time of Bollman Hat Company's Founder's death in 1900 and beginning of the leadership of his son George W. Bollman, the Homburg hat was taking its place in hat style history. Popularized in England by Edward VII after visiting Germany and bringing one…

Related Products: Homburg | Homburg Hat | Godfather Hats | Homberg

  Made in the USA Introducing the Roderick Wool Felt Western Hat by Bailey. The hat band is the true focal piece of this hat, the black leather hat band is decorated with a white stitching throughout the band. The side of the band is adorned with a little metal belt buckle to give…

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

  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 | Newsboy | Wool Flat Cap | Houndstooth

  Made in Mexico  Introducing the Bailey Cassius 7X Toyo Straw Western Hat. This piece has a great two tone pattern throughout the crown and brim. You can go from a day at the ranch to a evening at the rodeo without having to change your hat. The vented crown adds comfort and style…

Related Products: Long Oval Cowboy Hats | Long Oval Straw Hats | Long Oval Hats | Long Oval

  Please Note: This style fits towards the smaller end of its generalized letter size. See below or call us at 1-888-847-4287 for help with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it…

Related Products: Extra Large Size Hats Bowler | Bowler Hats | Derby | Bailey Derby

  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 | Crushable Straw | Crushable Straw Hats | Packable Straw Hat

  Made in Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

Related Products: Extra Large Cowboy Hats | Size 7 7/8 Cowboy Hat | Made In Mexico | Summer Cowboy Hats

  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: Safari Hats Made In The Usa | Safari | Mens White Hats | Safari Hat

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

Related Products: Safari Fedora | Rain Hats | Mens Rain Hats | Safari Hat

  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: Crushable Western Hats | Extra Large Cowboy Hats | Small Brim Cowboy | Cowboy Hats

  Please Note: Weave may vary slightly from piece to piece. Each hat is individually crafted and is unique in its own way.   UPF 50+ Sun Protection   Locally based out of San Diego, CA, Hemlock Hat Co brings you their specialty line of functional, outdoor hats that…

Related Products: Made In Usa Straw | Sun Hats Made In Usa | Straw Hats Made In Usa | Hemlock

  Made in the USA A classic outback style with a touch of western flair, the Derian Raindura Straw Outback Hat by Bailey features their exclusive new Raindura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian…

Related Products: Bailey Straw Hats | Bailey Toyo | Packable Outback | Small Brim Straw Western Hats

  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: Cavalry | Size 7 7/8 Cowboy Hat | 7 3 4 Cowboy Hat | Usa Cowboy Hats

  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

  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

  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 | Porkpie | Summer Hats | Pork Pie Hat

  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

  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 | Waits | Crushable Pork Pie Hats | Pork Pie Hat

  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

  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: Straw Stingy Brim | Bailey Billy | Grey Fedora

  Made in the USA   The Dayton Raindura 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 retentive…

Related Products: Bailey Wind River | Crushable Straw | Packable Cowboy Hat | Straw Hats Made In Usa

  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 | Waits | Pork Pie Hat | Straw Pork Pie Hats

  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 | Cowboy Hats | Top | Top Hat

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

Related Products: Panama Hat | Fedora 3 Inch Brim | 3 Inch Brim Straw | Wide Brim Panama Hat

  Made in the USA The flamboyance and fast times of the 1920's gave way to a much more somber climate in the 1930's. The Stock Market Crash of 1929 ushered in a decade best remembered as a national crisis of unseen magnitude. What today is known as The Great Depression was…

Related Products: Trilby | Fur Felt Fedora | Wool Felt Fedora | Snap Brim Fedora

  Made in the USA   Crafted in the USA of Bailey's superior fur felt blend, the new Ralat Superior Fur Felt Fedora Hat offers a classic pinch front crown and a stylish, wide brim. Trimmed with a Japanese grosgrain ribbon hat band and vintage flooring nail side detail, the Ralat…

Related Products: Grey Fedora | Fur Felt Fedora | Beaver Fedora | Gray Fedora