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  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. 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…

Related Products: Straw Fedora | Bailey Billy | Cuban Hats | Bailey Fedora

  Crafted with a telescope crown and curved brim, the Little Joe Wool Felt Gambler Western Hat by Eddy Bros is not your usual western hat. Floral embossing, metal button accents and triple chain detailing at the front of its faux leather hat band give the Little Joe an edgy feel. Made with a…

Related Products: Gambler Hat | Small Brim Western Hats | Telescope Crown | Cowboy Gambler

  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. 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…

Related Products: Straw Trilby | Blue Straw Fedora | Trilby | Small Brim Straw

  The Western Wool Felt Gambler Hat by Eddy Bros features a classic telescope crown gambler style with a western twist. Crafted of 100% wool felt with a soft, packable finish, the Western Gambler is accented with a western-inspired conch faux leather hat band tied at the side. Unlined for…

Related Products: Gambler Hat | Gambler | Wool Felt Gambler Hat | Cowboy Hats

  Handmade   Conner's Merrik Cotton Newsboy Cap is made from a lightweight and water resistant distressed cotton blend. Featuring a six-panel construction with sewn bill, the Merrik Cotton Newsboy Cap offers a low profile. Handmade to last - the Merrik Cotton Newsboy Cap by Conner…

Related Products: 6 Panel Flat Caps | Newsboy Extra Large | Lightweight Newsboy Cap | Duck Bill Cap

  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

Related Products: Summer Fedora | Black Straw Fedora | Mens Summer Fedora | Mens White Fedora

  Please Note: These fit a little tight from front to back so we recommend ordering 1 size up.    Made in Mexico   Introducing the Kent Toyo Straw Western Hat by Eddy Bros. This is one great looking cowboy hat. There are three side vents on both sides of the crown to make…

Related Products: Extra Large Straw Cowboy Hats | Straw Cowboy Hats | Cowboy Hats | 3" Brim Western Straw Hats

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a teardrop crown and all-around snap stingy brim. A…

Related Products: Packable Trilby | Cuban Hats | Straw Stingy Brim | Summer Fedora

  Conner's Steampunk Wool Felt Bowler Hat is a great addition to your collection. The dramatic rolled brim and double layered hat band is a real attention getter. There is a removable pocket on the interior of the hat, you can store cash or simply remove the pocket, the choice is up to…

Related Products: Felt Bucket Hat | Extra Large Size Hats Bowler | Derby | Black Bowler Hat

  Please Note: This style runs a bit tight so we recommend ordering 1 size up.    Made in Mexico   Introducing the Cutter Toyo Straw Western Hat by Eddy Bros. This is a very affordable piece to wear out on the ranch or out around the town. The three eyelets on each side of…

Related Products: Extra Large Cowboy Hats | Size 7 7/8 Cowboy Hat | 6 3/4 Hat Size | Straw Cowboy Hats

  Conner's Weathered Cotton Bucket Hat is a great piece to take on any trip. It has two side grommets on the left and right side to help with ventilation. It can easily be thrown in a bag and at the ready any time.   Approx. 3" Square Crown 2 1/4" Downturned Brim   Made of:…

Related Products: Bucket Hats | Bucket | Conner | Conner Hats

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

Related Products: Linen Flat Cap | Linen Newsboy Cap | Linen Caps | Linen Newsboy

  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: Rain Hats | Cotton Fedora | Rain Fedora | Vegan Hats

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

Related Products: Packable Trilby | Straw Trilby | Crushable Straw | White Fedora

  Made in Mexico   Since 1929, Eddy Bros has been making quality hats with style and class and the same goes for the Reed Toyo Straw Gambler Hat. This gambler has a stiff body with the classic telescope crown and dramatically curved brim. The hat band is made of leather with metal…

Related Products: Gambler Straw Hat | Gambler Hat | Black Straw Hats | Gambler

Handmade   The Tarpon Springs Floating Supplex Sailing Hat by Conner is an incredibly lightweight and completely crushable boating hat that also floats! Made of approximately 5 recycled plastic bottles, the Tarpon Springs Hat is eco-friendly in addition to all its great features. Fully…

Related Products: Floating Hats | Xxl | Crushable Hats | Conner

  Please Note: This style runs one size (1/8) too small. See below for fit or call us at 1-888-847-4287 for help with sizing.  6 3/4 = 6 5/8 6 7/8 = 6 3/4 7 = 6 7/8 7 1/8 = 7 7 1/4 = 7 1/8 7 3/8 = 7 1/4 7 1/2 = 7 3/8 7 5/8 = 7 1/2 7 3/4 = 7 5/8   Made in Mexico   Bailey…

Related Products: Extra Large Cowboy Hats | 8 1/2 Cowboy Hats | Cowboy Hats | Size 7 7/8 Cowboy Hat

  Conner's Leather Conch Band Wool Felt Gambler Hat is a fancy piece without the fancy price tag. The gambler keeps it shape without compromising the comfort of the hat. Be prepared, you will be receiving a lot of compliments when you wear this hat.   Approx. 4" Telescope Crown 3"…

Related Products: Gambler Hat | Amish Hats | Leather Gambler | Gambler Crowns

  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: Wide Brim Pork Pie Hat | Blue Straw | Summer Pork Pie Hats | Summer 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 | Pork Pie Hat | Straw Porkpie | Porkpie

  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: Billy Braided | Grey Straw Fedora | Bailey Billy

  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

Related Products: 6 Panel Flat Caps | Summer Scally Caps | Summer Flat Caps | Summer Newsboy Caps

UPF 50+ Sun Protection   Handmade   The Bird and Feather Wool Felt Hat by Conner is a stylish and universally flattering shape with a little boho attitude. Handmade from 100% Australian wool felt, that provides UPF 50+ sun protection. Featuring a leather chin cord, Conner dove…

Related Products: Leather Floppy | Wool Felt | Packable Felt Hat | Chin Strap Leather

  Eddy Bros presents their new Cougar Packable Wool Felt Western Hat crafted of packable wool felt with a water repellent finish. Whether you're looking for a new work hat or going-out-on-the-town hat, the Cougar Western is for you! Enjoy the comfort and convenience of a packable wool felt…

Related Products: Crushable Western Hats | Small Brim Western Hats | Packable Cowboy Hat | 3" Brim Western 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. The teardrop…

Related Products: Small Brim Fedora | Mannes | Straw Trilby | Packable Fedora

  Conner's Mesh Crown Hemp Fabric Safari Fedora Hat has a great mesh crown for those that prefer a bit more ventilation for their head. The hemp material keeps this piece lightweight, but it won't go flying off your head when using the chin strap.   Approx. 4" Flat Top Crown 2 1/2"…

Related Products: Lightweight Fedora | Chin Strap | Hemp | Hemp Fedora

  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 | Xxl Straw Hats | Fedora

  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 Straw Hats | Snap Brim Straw Hats | Cuban Hats