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SmallPequeuñoSize63/4-67/8Tamaño211/8"-211/2"54cm-55cm
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MediumMedioSize7-71/8Tamaño217/8"-221/4"56cm-57cm
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largeGrandeSize71/4-73/8Tamaño225/8"-23"58cm-59cm
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X-LargeX-GrandeSize71/2-75/8Tamaño231/2"-237/8"60cm-61cm
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XX-LargeXX-GrandeSize73/4-77/8Tamaño241/4"-245/8"62cm-63cm
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XXX-LargeXXX-GrandeSize8-8 +Tamaño25"-253/8"64cm-65cm
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This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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1 - 28 of 172 Products
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Mannes Poly Braid Fedora Hat |
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| Street-wise and ready for action, the Bailey of Hollywood Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This short 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 crown with a pinched front is trimmed with a coordinating grosgrain fashion band and bow. On the inside is a soft and luxurious Bailey custom woven polyester sweatband that conforms to your brow, inasmuch as your look conforms to anything but your own fashion standards. Approx. 3 1/2" Teardrop Crown 1 5/8" Snap Brim Made of: 100% Polypropylene Braid Black Bailey Side Pin Striped Grosgrain Ribbon Hat Band & Loop Woven Polyester Sweatband Unlined Packable / Crushable Sizes: S, M, L, XL, and XXL; fits true to size. |
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Dalton Cotton Blend Rain Fedora Hat |
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| Firm, structured, virtually impenetrable...the Bailey of Hollywood Dalton Cotton Blend Rain 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 adventurous human spirit, contributing handily during spur-of-the-moment open air outings that require a degree of head protection. Designed with care to withstand the outdoor elements in style and in good taste, the Bailey of Hollywood Dalton outback fedora gets you out there. Approx. 4 1/4" Crown 2 5/8" Brim Made of: 65% Polyester 35% Cotton Unlined Padded cotton sweatnand Side eyelets Leather headband with prong back Bailey oval pin Water repellent Sizes: S, M, L, XL, and XXL; fits true to size. |
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Keter Cotton Ivy Cap |
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| 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 style to your look with the stylish Keter Cotton Ivy Cap by Bailey. Approx. 10" Length, Flat 10 1/2" Width, Flat 1 7/8" - 2" Single Snap Bill Made of: 100% Cotton Unique 6-Panel Design Bailey Staple Side Pin Cotton Sweatband Custom Printed Cotton Lining Single Snap Bill Sizes: S, M, L and XL |
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Billy Braided Toyo Straw Fedora Hat |
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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 topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect for a relaxed day or a night out on the town. A matching braided hat band and loop with the Bailey logo nicely finishes off the outside, while a comfy custom Bailey sweatband should keep you comfortable for every event, day or night. The Bailey Billy fedora is a casual masterstroke from a true quality brand. Approx. 3 7/8" Teardrop Crown 1 3/4" Snap Brim Made of: 55% Toyo Straw 45% Polyester Self Hat Band Cotton Sweatband Bailey Side Pin OR Tag Unlined Packable / Crushable Size(s): S, M, L, XL and XXL - Fits true to size. |
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Godfather Heritage Wool Felt Hat |
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| Made in the USA The Bailey Godfather Heritage Wool Felt Hat is a classic Godfather/Homburg style crafted with care right here in the USA. Featuring classic stiff finish wool felt, the Godfather Heritage Hat boasts the traditional center dent crown adorned with a grosgrain ribbon hat band, side bow and tonal side feather. Instead of a traditional side pin, however, the Godfather Heritage boasts a laser-etched micro Bailey logo on its side bow. The classic curled brim is trimmed in grosgrain ribbon while the hat's interior features a comfort sweatband and satin lining. Approx. 4" Center Dent Crown 2 3/4" Curled Brim Made of: 100% Wool Felt - Stiff Finish Made in the USA Grosgrain Ribbon Hat Band w/ Side Bow Side Feather Laser Etched Bailey Side Logo Grosgrain Ribbon Trimmed Brim Comfort Sweatband Satin Lining Sizes: S, M, L, XL and XXL |
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Derby Heritage Hat |
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| 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 is the Bailey of Hollywood Heritage Derby. This gorgeous piece is made in the USA and crafted to perfection. The colors are great and they are made with just enough stiffness to keep the shape but flexible as well so it won't squeeze your temples and give you a headache. Approx. 4 1/2" Round Crown 2" Rolled Brim with Binding Made of: 100% Wool Felt Grosgrain Ribbon Hat Band & Binding Side Feather Cotton/Polyester Blend Sweatband Lined Sizes: S, M, L, XL and XXL; runs small please see disclaimer at top. |
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Salem Braided Toyo Straw Fedora Hat |
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| Classic styling and skilled craftsmanship make the Bailey of Hollywood Salem Braided Fedora a style to be proud to own. As featured on GQ.com, the soft/packable sewn braid construction, pinched front crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined selection is sewn together for a unique look on today's modern man. Approx. 4" Crown 2" Snap Brim Made of: 55% Toyo Straw (Paper) 45% Polyester Multi-Color Striped Grosgrain Ribbon Hat Band Bailey Side Pin Cotton Sweatband Unlined Packable / Crushable Sizes: S, M, L, XL, and XXL; fits true to size. |
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Shawk Linen Newsboy Cap |
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| 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 the style is finished with a cotton twill sweatband and sewn Bailey label on its lining. Approx. 10 1/2" Length, Flat 12" Width, Flat 1 5/8" Single Snap Bill Made of: 100% Linen Oversized 8-Panel Design Wooden Bailey Side Pin Cotton Twill Sweatband Cotton Lining w/ Bailey Crown Tip Sizes: S, M, L and XL; fits true to size. |
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Craig Straw Fedora Hat |
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| Bailey introduces the Craig 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 option for those looking for a hat with the look of straw, without the hassle straw hats require. What's not to love? Approx. 3 7/8" Pinch Crown 2" - 2 1/8" Snap Brim Made of: 100% Polypropelene Grosgrain Hat Band Bailey Staple Side Pin Cotton Twill Sweatband Unlined Packable (Flexible) Breathable Sizes: S, M, L, and XL; fits true to size. |
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Colver Elite Wool Felt Fedora Hat |
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| Made in the USA Crafted with an extra wide brim and Bailey's Elite stiffened finish, the new Colver Elite Wool Felt Fedora Hat is a handsome new style for fall and winter. Starting with a classic tear drop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band, grosgrain ribbon bound brim and antique flooring nail side detail. Its wide brim provides plenty of coverage and a distinctive look. Approx. 4 1/4" Tear Drop Crown - Front 4" Tear Drop Crown - Back 3 1/8" Snap Brim Made of: 100% Wool Felt - Elite Stiffened Finish Made in the USA Narrow Japanese Grosgrain Ribbon Hat Band Vintage Flooring Nail Side Detail Grosgrain Ribbon Trimmed Brim Dri-Lex® Absorbent Sweatband Lined Sizes: S, M, L and XL; fits true to size. |
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Doty Wool Felt Cattleman Western Hat |
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| Made in the USA The Doty Wool Felt Cattleman Western Hat by Bailey features their exclusive new 606 Finish that takes the world's finest 16-micron wool and blends, double cards and extra hand wet felts it to give it an incredibly soft and lustrous finish. Part of Bailey's rugged Poet® Collection, the Doty Western boasts a classic cattleman crown accented with a simple, narrow hat band tied at the side. Inside, a supple leather sweatband feels soft against your forehead while the inner crown is lined in luxurious satin featuring custom artwork. "American Made Matters" – choose American-made; choose the Doty Wool Felt Cattleman Western hand-crafted by expert Bailey craftsmen right here in the USA! Approx. 4" Cattleman Crown 2 5/8" Slightly Upturned Brim Made of: 100% Wool Felt Made in the USA Poet® Collection Style Exclusive 606 Finish - 16 micron Wool Felt w/ Luxurious Suede Finish Narrow Hat Band Tied at Side Supple Leather Sweatband Custom Satin Lining Sizes: S, M, L and XL; fits true to size. |
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Vito Toyo Straw Braid Trilby Fedora Hat |
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| Introducing the Bailey of Hollywood Vito Toyo Straw Braid Trilby Fedora Hat which has a great combination of colors. The pattern on the crown creates the appearance of a hat band without one actually being present. This hat is also crushable so you don't have to worry about someone picking up the hat and pinching it in the wrong spot and ruining the hat. Approx. 4" Crown 1 1/2" Brim Made of: 40% Acrylic 40% Toyo Straw (Paper) 20% Polypropylene Inlaid Stripe 'Hat Band' Bailey Side Pin Cotton Sweatband Unlined Crushable / Packable Sizes: S, M, L and XL |
$41.30
COMPARE: $70.00
SAVE UP TO $29 (41%)
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Gangster Fedora Hat |
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| Made in the USA Bailey Hat's most popular fedora. This premium wool felt is created with their exclusive blend of 100% virgin wool fibers, specially finished by their skilled craftsmen resulting in superior quality and unequaled value. Approx. 4" crown 2 1/2" snap brim Made of: 100% Wool Felt - Stiff Finish Grosgrain ribbon hat band Removable side feather Bailey imprinted on hat band Satin Lining Poly Blend Sweatband Sizes: S, M, L, XL, and XXL; fits true to size. |
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Simnick Duckbill Cap |
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| When it comes to the Simnick Duckbill Cap from Bailey of Hollywood, simplicity is key. The 8-panel design has no muss and no fuss, just a small metallic Bailey side label. Underneath, the interior lining is decorated with small illustrations, proving that this hat is full of style! Approx. 9 1/2" Diameter 2" Pre-Curved Sewn Bill/Brim Made of: 100% Polyester 8-Panel Design Bailey Metallic Side Label Comfortable Sweatband Illustrated Lining Sizes: S, M, L and XL; fits true to size. |
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Guthrie 7X Shantung Straw Western Hat |
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| Made in the USA Bailey's Guthrie 7X Shantung Straw Western Hat is made in the USA of high-quality, stiff 7X shantung straw in a classic cattleman design. Its lightweight design features a cattleman crown with three ventilation grommets per side, a narrow two-ply grosgrain ribbon hat band tied at the side and a custom Bailey spur side pin. Stay cool and keep the sun out of your eyes with a quintessential western hat style – get the Guthrie 7X Shantung Straw Western Hat by Bailey today! Approx. 4 1/8" - 4 1/4" Cattleman Crown 3" Flared Overwelt Brim Made of: 100% Firm Shantung Straw, 7X Made in the USA Narrow 2-Ply Grosgrain Ribbon Hat Band, Tied at Side Spur Side Pin Three Ventilation Grommets per Side DRI-LEX® Absorbent Sweatband Custom Bailey Crown Tip Unlined Lightweight Sizes: 6 7/8 (S) - 7 5/8 (XL); fits true to size. |
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Hooper Toyo Straw Blend Trilby Fedora Hat |
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| 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 tear drop crown and all-around snap stingy brim. A striped inlaid "hat band" adorns the crown and includes both the crown and brim colors. Sleek and unfettered by traditional hat bands, side feathers and miscellaneous accoutrements, the Hooper shines as a stylish contemporary fedora hat style for spring and summer. Approx. 3 5/8" - 3 3/4" Tear Drop Crown 1 3/4" Snap Brim Made of: 100% Fine Toyolene Braid (50% Toyo Straw [i.e. Paper], 50% Propylene) Inlaid Striped "Hat Band" Small Wooden Bailey Side Pin Comfort Sweatband Unlined for Maximum Breathability Packable / Crushable Sizes: S, M, L, and XL; fits true to size. |
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Brooks Panama Fedora Hat |
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| Handwoven in Ecuador, Blocked & Finished in the USA Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of water, countless tins of tuna fish, a generator and plenty of protective headgear - both for the sun and the rain. This beauty was obviously his sun hat - he still needed protection for the sun - and he still needed to look good doing it. Approx. 4" Teardrop Crown 2 3/8" Brim Made of: 100% Genuine Panama Straw (Cuenca Weave) Handwoven in Ecuador Blocked & Finished in the USA Double Layer Japanese Grosgrain Ribbon Hat Band Bailey Side Pin Fine Woven Sweatband Sizes: S, M, L, XL, and XXL; fits true to size. |
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Curtis Wool Felt Safari Fedora Hat |
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| Made in the USA The Curtis Wool Felt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels water and oil based spills. It is breathable, and durable and can be packed for ease of travel. Approx. 4" Center Pinch Crown 2 1/2" Snap Brim Made of: 100% Wool LiteFelt® - Soft & Packable Made in the USA Premium LiteFelt® Finish - Soft, Packable & Water Repellent 12-Lignes Grosgrain Hat Band Cotton Sweatband Unlined Packable / Crushable Sizes: S, M, L, XL and XXL; fits true to size. |
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Morgan Crushable Wool LiteFelt Western Hat |
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| Made in the USA Part of their outdoor-inspired Wind River line, the Bailey Morgan Crushable Wool LiteFelt Aussie Western Hat features their exclusive LiteFelt® making it both water repellent and packable. Crafted in a classic Australian/Outback western shape, the Morgan features a tear drop crown, leather hat band with side tails and a slightly flared brim. An adjustable toggle chincord can be worn under the chin in high-wind conditions, tucked into the hat or cinched over the back brim of the hat. Be ready for anything with the packable, water repellent Morgan LiteFelt Western by Bailey. Approx. 3 1/2" Tear Drop Crown - Front 4" Tear Drop Crown - Back 3 1/4" Underwelt Brim Made of: 100% Wool LiteFelt® - Crushable Made in the USA Exclusive LiteFelt® Finish - Water Repellent & Packable Leather Hat Band w/ Side Tails Bailey Side Pin Adjustable Toggle Leather Chincord DRI-LEX® Absorbent Sweatband Unlined Sizes: 6 3/4 (XS) - 7 5/8 (XL); fits true to size. |
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Firehole Crushable Wool LiteFelt Western Hat |
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| Made in the USA Introducing the Firehole Crushable Wool LiteFelt Western Hat by Bailey. Crafted with Bailey's exclusive LiteFelt® finish, the Firehole Western is not only incredibly soft and packable/crushable but also water repellent. Able to retain its shape, the Firehole is up for anything your adventures throw your way. Who said good looking hats can't be functional? With the Bailey Firehole Wool LiteFelt Western Hat, the world is your playground! Approx. 4" Tear Drop Crown 3 1/4" Flared Underwelt Brim Made of: 100% Wool LiteFelt® - Crushable Made in the USA Crushable Exclusive LiteFelt® Finish - Packable & Water Repellent Leather Hat Band DRI-LEX® Absorbent Sweatband Unlined Sizes: XS, S, M, L, XL, and XXL; fits true to size. |
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Carver Toyo Straw Blend Pork Pie Hat |
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| Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer 2021 straw hats, 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 band. Made of a toyo straw blend, this pork pie hat is finished with a colorful underwelt binding on brim. Approx. 4 1/2" Telescope Crown 1 5/8" Snap Brim Made of: 100% Polypropylene Wide Grosgrain Ribbon Hat Band Striped and Heathered Thin Ribbons Contrast Binding On Brim Cotton Twill Sweatband Unlined Size(s): S, M, L and XL; fits true to size. |
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Mannesroe Polybraid Straw Fedora Hat |
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| Introducing the Bailey Mannesroe fedora that adds a little color and style to your life. It is a great hat to spend the day walking around town in without feeling over heated. Approx. 4" Center Pinch Crown 2" Snap Brim Made of: 100% Polypropylene Comfort Sweatband Unlined Bailey Side Pin Sizes: S, M, L, XL, and XXL; fits true to size. |
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Ralat Superior Fur Felt Fedora Hat |
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| 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 boasts a fine woven sweatband and custom printed satin lining. Approx. 4 3/8" Pinch Front Crown 3" Raw Edge Snap Brim 3 1/4" Raw Edge Snap Brim Made of: 100% Superior Fur Felt (Beaver & Rabbit Blend) Made in the USA Breed® Collection Hat Japanese Grosgrain Ribbon Hat Band Vintage Flooring Nail Side Detail Micro Bailey Staple Side Pin Fine Woven Sweatband Custom Printed Satin Lining Sizes: S, M, L and XL; fits true to size. |
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Evers 10x Toyo Straw Western Hat |
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| Made in Mexico Introducing the Bailey Evers 10x Toyo Straw Western Hat. This is a great piece to keep you safe from the sun while enjoying something that you love. The crown has a vented hole pattern to make sure you are comfortable the whole time you are wearing it. Approx. 4" Rodeo Crown 4 1/4" Overwelt Brim Made of: 100% Toyo Straw Made in Mexico Metal Spur Pin Ribbon Hat Band DRI-LEX® Absorbent Sweatband Unlined Sizes: 6 7/8 (S) through 7 5/8 (XL); fits true to size. |
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Draper III Fur Felt Fedora Hat |
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| Made in the USA Introducing the Bailey Draper III Fur Felt Fedora Hat. For those that love their fur fedoras you can't go wrong with this piece and the gorgeous colors it comes in. The fur is a mix between rabbit and beaver and is soft to the touch. Approx. 4 1/2" Center Pinch Crown 2 1/2" Snap Brim Made of: 60% Rabbit Fur 40% Beaver Fur Made in the USA Embroidered Bailey Logo on Hat Band Grosgrain Hat Band Lined Sizes: 6 7/8 (S) through 7 5/8 (XL); fits true to size. |
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Rockett Raindura Straw Gambler Hat |
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| 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 classic telescope crown and is finished with a braided hat band complete with side star pin and wooden Bailey side pin. Its Dri-Lex® absorbent sweatband helps absorb sweat while the inside remains unlined for maximum breathability. Approx. 3 7/8" Telescope Crown - Front 3 5/8" Telescope Crown - Back 3" Flared Brim Made of: 100% Toyo Straw with Raindura Finish - Water Resistant & Shape Retentive Made in the USA Exclusive Raindura Finish - Maintains its shape even after getting wet! Braided Hat Band w/ Star Side Pin Small Wooden Bailey Side Pin DRI-LEX® Absorbent Sweatband Unlined Packable Sizes: S, M, L, and XL; fits true to size. |
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Briar Wool Felt Fedora Hat |
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| Made in the USA The Bailey Briar Fedora 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 tear drop crown and handsome leather hat band. Great for both men and women, the Briar adds sophisticated and casual style to almost any look! Approx. 4" Tear Drop Crown 3" Brim - Front & Back 2 3/8" Brim - Sides Made of: 100% Wool Felt Leather Hat Band & Loop with Bronze Buckle Oval Bailey Pin Cotton Sweatband Inner Bailey Leather Crest Patch Unlined Water Repellent Packable (Shape Retentive) Sizes: S, M, L and XL; fits true to size. |
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Tino Wool Felt Trilby Fedora Hat |
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| Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow. Made in the USA The Tino Wool Felt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines traditional craftsmanship with today's leading technology to produce a revolutionary water repellent hat in 100% wool felt. Soft and packable, with remarkable memory, the Tino will spring back to it's original shape. Approx. 3 3/4" Center Dent Crown 2" Underwelt Snap Brim Made of: 100% Wool Felt - Soft & Packable Finish Made in the USA Grosgrain Ribbon Hat Band Side Feather Printed Bailey Logo - On Side Bow Sweatband Unlined Packable / Crushable Sizes: S, M, L, XL and XXL; fits true to size. |
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*ALL SPECIAL OFFERS AND DISCOUNTS valid for USA Ground only.
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*ALL SPECIAL OFFERS AND DISCOUNTS valid for USA Ground only.
Excludes wholesale/B2B and special orders.