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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

  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 | Xxl Straw Hats

  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

  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 | 6 Panel Newsboy Cap | Newsboy Extra Large | Lightweight Newsboy Cap

  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

  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 | All Weather Fedora

  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

  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: Xxl Fedora Hats | Straw Trilby | Crushable Straw | White 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

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

  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

  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

  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 | Cowboy Hats | Size 7 7/8 Cowboy Hat

  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 Hats | Pork Pie Hat

  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: Summer Scally Caps | Summer Flat Caps | Summer Newsboy Caps | Cotton Newsboy Caps

  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: Mannes | Straw Trilby | Small Brim Fedora | Packable 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

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

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

Related Products: Black Straw Hats | Beige Fedora | Lightweight Fedora | Bailey's Stingy Brim

  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

  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: Bailey's Stingy Brim | Crushable Straw | Billy Braided | Trilby

  The Twisted Toyo Straw Safari Fedora Hat by Conner is a lightweight and airy Safari fedora hat made of twisted 100% Toyo straw. Adorned with a simple two-toned twisted straw hat band, the Twisted Toyo Safari Fedora Hat by Conner is finished with a soft elasticized cotton sweatband. The open…

Related Products: Safari Hat | Breathable Straw Hats | Summer Hats | Summer Fedora

  UPF 50+ Sun Protection   Handmade   The 1970 Wool Hat by Conner is a stunning retro 1970s style swinger with boho flair. Featuring a leather band studded with bright turquoise colored wood beads add a pop of instant cool to your look. Made with a sun protection rating of…

Related Products: Leather Floppy | Floppy Hats

  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 Straw Hats | Long Oval | 7 5/8 Long Oval | 4x 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 | Houndstooth Flat Cap | Wool Cap | Wool Newsboy

  Conner's Navajo Bead and Feather Western Hat is the perfect choice for the cowgirl that prefers a little extra flair. The different subtle shades of brown in the straw make this piece gorgeous and the decor on the hat band is what gives it a life of its own.   Approx. 4 1/4"…

Related Products: Hat Band Feathers | Cowboy Hat Bands Feathers Bands | Straw Cowboy Hats | Cowgirl

  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