Big Size Hats
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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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Montana Wool Felt Campaign Hat |
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Made in the USA Destined to be your new favorite outdoor hat, the Montana Wool Felt Campaign Hat by Bailey. Not just for park rangers, the Montana is a trendy headwear piece featuring a leather hat band with etched coordinates and a moisture wicking sweatband. Wonderfully distinctive, the Montana Wool Felt Campaign Hat by Bailey. Approx. 5" Montana Peak Crown 3 1/2" Flat Brim Made of: 100% Wool Felt Made in the USA Firm Body Badge/Ventilation Eyelets Leather Hat Band - Etched Coordinate Detail Raw Edge Brim DRI-LEX® Absorbent Sweatband Unlined Size(s): S, M, L, and XL; fits true to size. |
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Andover Florentine Milan Straw Fedora Hat |
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Please Note: Size information for two hat sizes 6 3/4 = fits 6 7/8 (runs large) 8 = fits 7 7/8 (runs small) Made in the USA Classy and modern, the Stetson Andover Fedora has an unmistakable look and sleek finish. The two-tone Andover Florentine Milan Straw Fedora Hat is accented with a decorative cotton hat band and Stetson side pin for a classic straw fedora look. Approx. 4" Center Pinch Crown 2 1/4" Snap Brim Made of: 100% Florentine Milan Braid Straw Made in the USA Decorative Cotton Hat Band Stetson Side Pin Bonded Leather Sweatband Unlined Sizes: 6 3/4 through 8 (XS - XXXL); fits true to size except for 2 sizes, please see disclaimer at top. |
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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" Teardrop Crown 3 1/4" 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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Hiker Wool Felt Safari Fedora Hat |
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Made in Italy Combining the style of a classic safari style with superior Italian craftsmanship, the new Hiker Wool Felt Safari Fedora Hat by Stefeno is in a league of its own. Soft, crushable and water repellent, this wool felt boasts function in addition to good looks. Adorned with a stylish and sophisticated leather and suede hat band, the Hiker Safari will compliment your fall and winter attire beautifully. Approx. 4" Teardrop Crown - Front 3 3/4" Teardrop Crown - Back 2 7/8" Downturned Brim - Front 2 1/2" Downturned Brim - Sides 2 3/4" Downturned Brim - Back Made of: 100% Wool Felt Made in Italy Genuine Leather & Suede Hat Band Cotton Twill Sweatband Unlined Water Repellent Packable / Crushable Underwelt Brim Sizes: S, M, L, XL and XXL |
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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; fits true to size. |
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Harker Wool Felt Bowler Hat |
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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 Made of: 100% Polished Wool Felt Made in the USA Grosgrain Hat Band Laser-Engraved Bailey® Logo Removable Side Feather Lined Sizes: 6 3/4 - 7 5/8; 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 teardrop crown, leather hat band with side tails and a slightly curved 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" Teardrop Crown - Front 4" Teardrop Crown - Back 3 1/4" Curved Brim Made of: 100% Wool LiteFelt® - Crushable Made in the USA Exclusive LiteFelt® Finish - Water Repellent & Packable Leather Hat Band with Side Tails Bailey Side Pin Underwelt Brim Adjustable Toggle Leather Chincord DRI-LEX® Absorbent Sweatband Unlined Sizes: XS, S, M, L and 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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Hidden Falls Crushable Wool Felt Fedora Hat |
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Please Note: Sizes run small, see sizing breakdown 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 Made in the USA Timeless craftsmanship meets comfortable functionality with Hidden Falls Wool Felt Fedora Hat. Perfect for every adventure, this USA-made piece is not only crushable and easy to pack, but it’s also water repellent and features a DRI-LEX® Absorbent Sweatband. Designed with practicality in mind without sacrificing any of the style, this hat makes for the perfect travel companion. Made of: 100% Wool Felt Approx. 4 1/4" Teardrop Crown 3 3/4" Downturned Brim Made in the USA Water Repellent Crushable/Packable Tonal Grosgrain Ribbon Hat Band Underwelt Brim Removable Stetson Side Pin DRI-LEX® Absorbent Sweatband Unlined Size(s): S, M, L, and XL; runs small, please read disclaimer at top of description. |
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Palisade Crushable Wool LiteFelt Western Hat |
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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 metal studs. Bailey's exclusive LiteFelt® finish make the Palisade soft, packable/crushable and water repellent for added functionality. Approx. 4" Teardrop Crown 3 1/2" Underwelt Brim Made of: 100% Wool LiteFelt® - Crushable Made in the USA Crushable Exclusive LiteFelt® Finish - Packable & Water Repellent Leather Hat Band Bailey Side Pin DRI-LEX® Absorbent Sweatband Unlined Sizes: XS, S, M, L, and XL; fits true to size. |
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Mullan Toyo Straw Blend Safari Fedora Hat - Green |
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Bailey presents the Mullan Toyo Straw Blend Safari Fedora, part of their Bailey 1922 Breed collection. The Mullan Safari features a classic safari style design including center pinch crown and down-sloped brim. Its bright, two-tone weave adds dimension and texture while also being lightweight, flexible, and incredibly breathable. Minimalist trimmings include a fine Japanese grosgrain ribbon hat band, Bailey micro side pin, and cotton twill sweatband. Stay cool in style this spring and summer with the sleek Mullan Toyo Straw Blend Safari Fedora by Bailey! Approx. 4" Center Pinch Crown 2 3/8" Underwelt Brim - Front & Back 2 5/8" Underwelt Brim - Sides Made of: 50% Toyo Straw 34% Polypropylene 16% Polyester Packable/Crushable Build Two-Tone Weave Japanese Grosgrain Ribbon Hat Band Bailey Micro Side Pin Cotton Twill Sweatband Unlined Lightweight Breathable Unisex Size(s): S, M, L and XL; fits true to size. New Arrival 2024 |
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Rothney Raindura Straw Fedora Hat |
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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 that will keep its shape for many years to come. The finishing touch is a hat band featuring two types of ribbon...Japanese grosgrain ribbon at the front and chambray ribbon at the back. What will Bailey think of next? Approx. 3 7/8" Long Teardrop Crown 2 7/8" Pre-Snap Brim Made of: 63% Toyo Straw 37% Acrylic Made in the USA Packable/Crushable Design Handwoven Raindura Yarn - Thermosetting Water Repellent Coating Double Ribbon Hat Band - Japanese Grosgrain Ribbon & Chambray Ribbon Bailey Metal Side Bar Underwelt Brim Dri-Lex® Absorbent Sweatband Unlined Size(s): S, M, L and XL; fits true to size. |
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Gallatin Crushable Wool Felt Outback Hat |
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Made in the USA The Stetson Gallatin Crushable Wool Felt Outback Hat is a crushable wool felt hat suitable for everyday wear. American made, the superb soft felt is also water repellent. A pick-stitched leather hat band complements this reliable outback-inspired outdoor style. Approx. 4" Teardrop Crown 3 3/8" Curved Brim Made of: 100% Wool Felt Made in the USA Crushable/Packable Leather Hat Band Water Repellent Underwelt Brim Crushable DRI-LEX® Absorbent Sweatband Unlined Sizes: S, M, L, XL, and XXL; fits true to size. |
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Oceanus Wide Brim Wool Felt Fedora Hat |
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Made in the USA Stetson's Oceanus Wide Brim Wool Felt Fedora Hat is part of their Seeker collection. Made in the USA with a stiff body, the Oceanus' stand out features are the crown adornments. At the base, we have a grosgrain ribbon band. Two hand dyed silk cord bands have been twisted together and placed on top of the grosgrain ribbon, completing the multi-layered hat band. A sleek and delicate feather has been slipped into a grosgrain ribbon cross piece and finally, a star shaped metal hat pin sits on top. Step out in a hat that brings a little extra to the table. Approx. 4 1/4" Center Pinch Crown 4" Curled Brim Made of: 100% Wool Felt Made in the USA Firm/Stiff Body Multilayered Hat Band Grosgrain Ribbon Band Removable Side Feather Double Hand Dyed Silk Cord Band Metal Hat Pin Raw Edge Brim Faux Leather Sweatband Satin Lining Size(s): S, M, L and XL; fits true to size. |
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Lang Elite Wool Felt Gambler Hat |
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Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. Made in the USA The Lang Elite Wool Felt Gambler Hat has a distinct teardrop crown, a mix of a telescope crown with a soft point. Bailey 1922 creates the elite finish with fine 16 micron sheep's wool, that undergoes carding and wet felting, twice. Proprietary sanding and hand finishing results in the a luxurious wool felt finish. The Lang Elite Wool Felt Gambler Hat is then treated with a 'hand-cooked' shellac for the heritage stiffened touch. No detail has been overlooked on the Bailey 1922 Lang Elite Wool Felt Gambler Hat. Approx. 4 1/4" Teardrop Crown 3" Snap Brim Made of: 100% Wool Felt Made in the USA Bailey Elite Wool Felt Flexible Body Raw Edge Brim Double Wrapped Leather Hat Band Metal Rectangle Fastener Detail Contrast Cross Stitch Detail Bailey Metal Bar German Sweatband Satin Lined Size(s): S, M, L, and XL - Fits true to size. |
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Tino Wool LiteFelt Trilby Fedora Hat |
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Made in the USA Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A removable feather and nail head detailing adorn the Japanese grosgrain hat band, along with a laser etched Bailey logo. Approx. 4” Center Pinch Crown 2” Snap Brim Made of: 100% Wool LiteFelt® Made in the USA Exclusive LiteFelt® Finish - Packable & Water Repellent Grosgrain Ribbon Hat Band with Side Bow Nail Head Detail on Japanese Grosgrain Ribbon Side Bow Removable Side Feather Cushioned Sweatband Underwelt Brim Unlined Size(s): S, M, L, XL and XXL; fits true to size. |
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Tate Braided Straw Fedora Hat |
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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 and a stingy snap brim. Its easy-going, packable nature travels extremely well – pack it on your next trip for a great-looking, hassle-free hat that'll get you endless compliments in addition to keeping the sun out of your eyes! Approx. 3 1/2" Pinch Front Crown - Front 3 3/4" Pinch Front Crown - Back 2 1/8" - 2 1/4" Snap Brim Made of: 100% Polypropylene Straw - Braided & Sewn Breed® Collection Braided & Sewn Design Self Hat Band Bailey Staple Side Pin Cotton Twill Sweatband Unlined Packable Sizes: S, M, L, and XL; fits true to size. |
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Curtis Wool LiteFelt Safari Fedora Hat |
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Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. Made in the USA The Curtis Wool LiteFelt 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" Downturned 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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Ore Raindura Straw Outback Hat |
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Made in the USA The Ore Raindura Straw Outback Hat, part of the Bailey's Wind River® collection of rugged outdoor styles, is crafted from a raindura straw blend and handwoven thermosetting yarn. This yarn makes the straw both water resistant and shape retentive. The Ore is made in the USA, is lightweight and features a decorative hat band. With a Dri-Lex® absorbent sweatband and unlined interior, the Ore will keep you dry and in total style this spring and summer. Approx. 4 1/2" Teardrop Crown 3 1/2" Downturned Brim Made of: 100% Raindura Straw Made in the USA Water Resistant Packable/Crushable Decorative Hat Band Bailey Logo Side Bar Underwelt Brim DRI-LEX® Absorbent Sweatband Unlined Size(s): S, M, L and XL; fits true to size. |
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Classic Shetland Wool Herringbone Duckbill Ivy Cap |
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Designed in Sweden; Made in Estonia Take a trip back in time with the Classic Shetland Wool Herringbone Duckbill Ivy Cap from Wigens Caps. The grosgrain sweatband and smooth satin interior lining allow for a comfortable fit, and the herringbone pattern is simply stunning! This cap is sure to impress. Approx. 8" Diameter 1 3/4" Pre-Curved Sewn Bill Made of: 100% Shetland Wool Designed in Sweden Made in Estonia Wigens Tag on Side 6-Panel Design Grosgrain Sweatband Satin Lining Sizes: 55cm (S) - 65cm (XXXL); fits true to size. |
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Hester Toyo Straw Blend Fedora Hat |
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Kick back and relax with the Hester Toyo Straw Blend Fedora Hat from Bailey! This fedora features a cotton twill sweatband, as well as an unlined interior, making it one incredibly comfortable hat. Most notably, the grosgrain ribbon hat band has a stunning striped detail. Approx. 3 3/4" Center Pinch Crown 2 1/8" Downturned Brim Made of: 50% Toyo Straw 50% Polypropylene Striped Grosgrain Hat Band Bailey Side Pin Cotton Twill Sweatband Unlined Sizes: S, M, L, and XL; fits true to size. |
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Tino Wool LiteFelt Trilby Fedora Hat - Moss |
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Made in the USA Bailey 1922 presents the Tino Wool LiteFelt Trilby Fedora Hat, a sophisticated and classy-looking hat! Hand-crafted in the U.S.A., this hat is practical for everyday wear as it is both water-repellant and packable, ideal for any weather worldwide, so you can take it along in your travels. Details include a grosgrain ribbon hat band with a side bow and a removable side feather. Approx. 4" Center Pinch Crown 2" Snap Brim Made of: 100% Wool LiteFelt® - Soft & Packable Made in the USA Exclusive LiteFelt® Finish - Packable & Water Repellent Grosgrain Ribbon Hat Band with Side Bow Removable Side Feather Cushioned Sweatband Underwelt Brim Unlined Size(s): S, M, L, XL and XXL; fits true to size. |
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Eli Two-Tone Vented Poly Braid Fedora Hat |
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Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes. Approx. 4" Center Pinch Crown 2 1/2" Snap Brim Made of: 100% Polypropylene Braid Flexible Body Grosgrain Ribbon Hat Band Bailey Metal Bar Cotton Twill Sweatband Unlined Size(s): S, M, L, XL, and XXL; fits true to size. |
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Liam Linen Cotton Ivy Cap |
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A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior. Approx. 10" Front to Back, Flat 9 1/4" Side to Side, Flat 1 7/8" Pre-Curved Sewn Bill Made of: 39% Linen 39% Polyester 22% Cotton Classic Ivy Cap Shape Windowpane Plaid Pattern Bailey Metal Side Pin Cotton Twill Sweatband Bailey Logo Patch - Interior Crown Tip Cloth Lining Size(s): S, M, L and XL; fits true to size. |
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Check Plaid Wool and Cashmere Ivy Cap |
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Designed in Sweden; Made in Estonia A classic checked plaid inspired by Italy, Wigens Cap's Check Plaid Wool and Cashmere Ivy Cap! Made of a luxurious wool and cashmere blend fabric designed by Bottoli Lanificio di Vittorio Veneto. Features a classic ivy design, attractive multicolored check plaid, sewn bill, grosgrain ribbon sweatband, and satin lining. Approx. 10" Front to Back, Flat 8 3/4" Side to Side, Flat 1 1/2" Pre-Curved Sewn Bill Made of: 97% Italian Wool 3% Italian Cashmere Designed in Sweden Made in Estonia Fabric by Bottoli Lanificio di Vittorio Veneto, Italy, Established in 1861 Check Plaid Pattern Wigens Logo Metal Bar Grosgrain Ribbon Sweatband Satin Lining Size(s): 54cm (S) - 65cm (XXXL); fits true to size. |
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Daxton Seagrass Straw Fedora Hat |
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Made in the USA The Bailey Daxton Seagrass Straw Fedora Hat has arrived just in time for spring and summer! Featuring a lightweight and breathable seagrass straw build, the Daxton boasts a classic tear drop crown and slightly upturned brim. Details include a wide Japanese grosgrain band with tonal ribbon overlay, narrow crosspiece detail ideal for holding a golf pencil, and a Bailey micro side pin. Get out on the green in style this season with the Daxton Seagrass Straw Fedora Hat by Bailey! Approx. 4" Tear Drop Crown 3 1/2" Upturned, Overwelt Brim Made of: 100% Seagrass Straw Made in the USA Wide Japanese Grosgrain Band with Tonal Ribbon Overlay Narrow Crosspiece Side Detail - Holds Golf Pencils Bailey Micro Side Pin Fine Woven Sweatband Unlined Breathable Size(s): S, M, L, and XL; fits true to size. |
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Arley Herringbone Wool Blend Newsboy Cap |
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Celebrating over 100 years of fine American hat making, Bailey Hats presents the Arley Herringbone Wool Blend Newsboy Cap, part of their eponymous 1922 line of classics. Featuring an 8-panel design and sewn duckbill, the Arley brings two enduring styles - the newsboy and duckbill flat caps - together in striking herringbone patterns. A Bailey micro side pin adorns the cap for a clean and muted finish. Approx. 9 3/4" Length (Flat) 10" Width (Flat) 2" Sewn Duckbill Made of: 56% Polyester 32% Wool 7% Acrylic 3% Nylon 2% Rayon Herringbone Pattern 8-Panel Design Bailey Micro Side Pin Duckbill Style Sewn Bill Fabric Sweatband Bailey 1922 Embossed Fabric Lining Size(s): S, M, L, and XL. Fits true to size. |
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