Men's Winter Hats

Showing 1–100 of 124 results

504 Wool Flat Cap by Kangol

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The Wool 504 is the iconic, original Kangol® Cap. First introduced in 1954, the 504 cap gets its name from the block number that it is made on. The 100% seamless wool cap is the ultimate cap for comfort & style. Bill: 2″ (5 cm) Style: Ivy Cap/ Flat Cap Material: 100% Wool felt Unlined Elasticized nylon sweatband for easy fitting. Sewn down brim Kangol logo embroidered on rear of cap  
195.00

507 Bamboo Ivy Cap by Kangol

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The 507 is a modern & sleek Kangol cap shape that has a similar fit to a baseball cap, it is made from Bamboo giving a soft & luxurious hand feel.  At Kangol their Bamboo is made using the government approved viscose process. Brim: 1 3/4″ Crown: Flat Material: 60% Viscose from Bamboo, 35% Modacrylic
145.00220.00

507 Distressed Morse Cap by Kangol

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The Distressed Morse 507 by Kangol is a fashion 507 featuring a space-dye jacquard. The acrylic blend 507 cap is a perfect addition to your 507 Collection. Brim: 1 3/4″ (4,5 cm) Style: Like Duckbill Shape Material: 64% Acrylic, 25% Modacrylic, 10% Wool Unlined Kangaroo Logo on the Back
250.00

507 Tropic Ivy Cap by Kangol

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The Tropic 507 is a modern & sleek Kangol cap shape with curved side panelling to create an ergonomic fit. The 507 is a perfect melding of the classic Kangol cap combined with the fit of a baseball. Brim: 1 3/4″ Crown: Flat Fabric: Polyester-Cholorfiber Blend Spring Summer Cap Washable
195.00

507 Wool Cap by Kangol

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The 507’s ergonomic fit is a melding of the classic 504 cap & the fit of a baseball. Made using a seamless knitted blocked wool fabric. The Seamless Wool 507 presents the original 507 cap without the seamed side panels. Bill: 1 3/4″ (4.5 cm) Style: Duckbill Material: 70% Wool, 30% Modacrylic Kangol Logo  
225.00

Alden Harris Tweed Flat Cap by Stetson

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Simple, subtle, stylish. The Stetson Alden men’s wool ivy cap keeps your head warm but your wardrobe cool. Wear it out or wear it in, either way, you’re bound for recognition. Style: Ivy Cap Bill: 2.5″ (6.4 cm) Material: 100 Genuine Harris Tweed Wool Genuine Suede Sewn Down Brim & Trim Cotton Lining Cotton Sweatband      
235.00

Apache Buffalo Hat by Stetson

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The Apache is part of Stetson’s Buffalo Collection which features felt hats containing the finest natural fibers blended. This unique mixture creates head wear that is durable and water repellent. This fine looking 4X blend hat boasts a 4″ brim and a 4 5/8″ cattleman crown with a profile 75. Finally, the hat band is exquisite with its four piece buckle set with a buffalo concho buckle. Brim: 4″ (10 cm) Crown: 4 5/8″ (11.5 cm) Cattleman Crown Material: Genuine Western Buffalo Fur Buffalo Collection Durable and Water Repellent Profile 75 Made in the USA  Stetson Hat Box
650.00

Arizona by Denton

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The Arizona is 100% wool felt ranger crushable and packable hat. Teflon coated and showerproof. 6cm width brim. It comes with a 100% real leather belt. Brim: 2 1/3″ (6 cm) Straight Brim Crown: 3 1/2″ (9 cm) Center Dent Material: 100% Wool felt Crushable/ Packable Leather Belt Teflon coated Shower proof
250.00

Backstage Wool Fedora by Carlos Santana

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Carlos!! Jazzy Wool Felt Fedora with teardrop crown and a 2″ Brim. Casual or dress it up! Brim: 2″  (5″ cm) Snap brim Crown: 4″ (10 cm) Teardrop Material: 100% Wool Felt Guitar Metal Side Pin. Leather Sweatband Removeable Feather
350.00

Balmoral Tweed Cap by Christy’s

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Christys’ iconic Balmoral flat cap has stood the test of time with flying colours. Expertly made with great fit and shape this is the best flat cap available. Seen here in fine Scottish tweed, it is breathable, warm and weather resistant. It looks great too. This hat will be a reliable lifelong companion. Material: Made of 100% wool Bill: Sewn down brim Grosgrain Ribbon Inner Sweatband Satin lined Scottish Tweed Breathable and weather resistant Expertly made with great fit and shape Handmade in the UK
225.00

Basix Wool Felt Fedora by Brooklyn Hat Co.

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Dress up your everyday style with a bit of boho-chic charm when you don this fedora made from cozy wool for all-weather warmth. Brim: 2 ” (5 cm) Trilby Style Crown: 3 1/2″ (9 cm) approx Center Dent Material: 100% Wool Felt Lined Cotton Sweatband Grosgrain Band
225.00

Batson Cattleman Western Hat by Stetson

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A friend for life. No matter where your path leads: This hat will accompany you as an ever faithful companion (John Silver). This fun to wear, waterproofpack awayhat will never let you down in any situation. The wire in the brim means you can shape it as you like. Asahi Guard by Stetson leaves this felt hat looking new for longer, even when it should look long in the tooth, and makes it extremely durable. The cowboy hat is equipped with a fabric sweatband and an attractive leather trim. Crown: 4″ approx Brim: 3.5″ approx Fabric: 100% wool felt  Asahi Guard by Stetson Shapeable brim
535.00

Beam Rib 507 Cap by Kangol

No rating
The Beam Rib 507 has embossed broken stripes that angle towards the center of the cap then run vertically towards the back. The 507’s ergonomic fit is a melding of the classic 504 cap & the fit of a baseball. Bill: 2″ (5 cm) Sewn Down Style: (similar) Duckbill Material: 65% Acrylic, 24% Modacrylic, 11% Wool Unlined Kangol Kangaroo Logo on the back.  
225.00

Belfast by Stetson

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This little beauty is fantastic! Fits like a glove and the hat band gives it a nice contrast. This can easily compete with some of the higher end hats. Once again Stetson does not disappoint. Brim: 2 1/4″ (5.5 cm) Snap Brim Crown: 4 1/2″ (11.5 cm) Teardrop Crown Material: Wool and Fur Blend Felt Genuine Leather Sweatband Stetson metal pin Made in the USA
675.00

Belloq Crushable Outback by Indiana Jones

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Indiana Jones never leaves for an adventure without his signature hat, and now you don’t have to either. Headwear inspired by the man, the movie and the adventures. The authentic IJ wool felt fedoras, Outback’s, Safari’s and cotton ball caps are your ticket to adventure. Brim: 2 1/2″ (6.35 cm)  Bound Edge Crown: 4″ (10 cm) Teardrop Crown Material: 100% Wool Felt Crushable/ Packable Water Resistant Grosgrain Band Indiana Jones Pin    
295.00

Bidwell Fedora by Bailey

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For versatility there is nothing like a Lite Felt hat. It’s been called the “mailman” of the hat world-neither snow nor rain nor cold or night can stop this hat from its appointed task, to keep you warm and looking good. Waterproof and crushable too. Brim: 2 5/8″ snap brim Crown: Long Teardrop Fabric: LiteFelt Wool Felt Water repellent Crushable Made in the USA
465.00

Boonie Rain Hat by Rains

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Rains’ Boonie Hat is inspired from the wide-brim hat commonly used by military forces. Made from a waterproof fabric with a matte finish and crafted with a chin strap, the hat has a stylish yet practical function. Brim: 4″ (10 cm) Crown: Round Material: 64% polyester, 36% polyurethane (Foggy: 100% TPU) Waterproof- 4000 mm/cm2 water column pressure Chin Straps    
150.00

Brandt by Bailey’s

No rating
The Brandt is a classic center dent crown with a turn down brim. It’s crafted out of our Lanolux® body, which offers superior shape retention in a fine sueded finish. Trimmed with a two toned natural leather band and fully lined with a fine woven sweatband. Brim: 2 1/2 inches Crown: Center Dent Shape: Fedora Fabric is Lanolux® wool felt Fine sueded finish Made in the U.S.A.
495.00

Brooklyn Virgin Wool & Cashmere by Stetson

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A plain-colored design, six-part cut and high-quality materials: This head-hugging flat cap from Stetson focuses on the essentials. Warming new wool, breathable and skin-friendly cotton, and elegant cashmere fibers make the flat cap into an elegant and functional hat that is a welcome sight in both the winter and during the change of seasons. Bill: 2″ (5 cm ) Style: Six Panel Material:  71% virgin wool; 25% cotton; 4% cashmere Lining: 100% Cotton Made in Europe
275.00

Cadet Leather Cap by Capas Headwear

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Tough Leather Cap Stands at Attention! When you’re as rugged as this cap, you don’t need to be fancy. Thick, black leather give this unlined cap plenty of attitude. Warm and durable, this is the type of hat that develops more character with age. Material:  100% Authentic Leather Cotton Sweatband  
295.00

Casual Rain by Kangol

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The Rain Casual by Kangol will keep you dry this season in their classic Casual body. Available in two colors, the clear visor detail will add a fashion element to an otherwise boring rain hat. Brim: 2 3/4″ (6.9 cm) Crown: Round Material: 90% Cotton, 10% Polyvinyl Chloride Waterproof-PVC outer for rain protection  Adjustable toggle for a customizable wear. Visible Kangaroo Logo  
250.00

Chadwick Harris Tweed Newsboy Cap by Stetson

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The subtle multi-tone make of the Stetson Chadwick men’s wool 8/4 cap won’t miss your keen eye. Built to last, and built to keep you warm through the winter, this quality hat will make you look the part, no matter what the role. Style: Newsboy Bill: 2 1/2″ ( 6.4 cm) Material: 100% Genuine Harris Tweed Wool Cotton Sweatband Cotton Lining Geniune Suede peak and trim.  
250.00

Chicago Ivy Cap by Stetson

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In a five-part, form-fitting cut, this flat cap knows how to impress without beating around the bush. Reasons for choosing it include a warm wool blend in micro herringbone quality and a stretchy finish, as well as a cotton lining, which feels pleasantly soft against the head. Bill:  2″ (5cm) Shape: Ivy/ Flat Material: 50% Wool, 40% Polyester, 9% Polyamid, 1% Elasthan Cotton Lined Metal Stetson Pin Made in Europe        
195.00

Colver by Bailey

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This hat is made with our famous LiteFelt® finish, a revolutionary treatment process that takes a natural unstiffened premium wool felt hat and makes it water repellent and shape retentive. LiteFelt® adds a tough and indestructible element, combining style and function and is Bailey’s best-selling finish. This hat is our best seller year after year! Laser etched logo. Nailhead detail on Japanese grograin. Brim: 3″ Brim w/ Bound Edge Crown: Raised Front Teardrop 100% Wool Felt, Elite Stiffened Finish  Lined and finished with a DriLex® Wicking Sweatband. Made in the USA
495.00 371.00

Cotswold Wool Felt Fedora by Christy’s

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Inspired on one of Christy’s most popular hat styles, the flattering and timeless Madison.  A practical item, easy to wear & style, it’s a great compliment to any wardrobe. It is currently available in a wide range of colours. Brim: Down Brim Crown: Center Dent Material: 100% Wool Felt TEFLON coated water repellent hat Leather Band Handmade in the UK    
350.00

Cranston Wool Felt Pork Pie by Stetson

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The Cranston Wool Pork Pie features a distinct drop-shaped crown, discreet brim, interior cotton sweatband and is finished with a grosgrain hat band.  This hat is the definition of comfort and elegance. Brim: 1 1/2-2 inches Crown: 3 1/2 inches Fabric: Wool Felt Grosgrain hat band Made in the USA
275.00

Crossgrain Wool Blend Trilby by Stetson

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What better to wear on your head in brisk weather than the Men’s Crossgrain Wool Fedora by Stetson? There’s not another hat out there that rivals its sophisticated style and supreme craftsmanship. Brim: 1 1/2″ (4 cm) approx Crown: 4″ ( 10 cm) Teardrop Material: 60% Terylene, 40% Wool Plaid Lining’ Contrast Hatband Metal plate brand logo.
250.00

Crush Wool Felt Fedora by Stacy Adams

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Stacy Adams and men that know style have been a perfect fit for over 100 years. Generation after generation a The Crush Stacy Adams Fedora hat provides that extra touch of class to any dress wardrobe. Style: Fedora Brim: 2 Inch Lightly Padded Sweatband Logo Satin Lining Grosgrain Ribbon Trim With Feather Accent Stacy Adams SA Logo Pin At Side Material: 100% Wool Felt Note: Band may differ from the picture. Your hat band might have either a shiny satin or a matte satin finish.
295.00

Crushable Wool Felt Safari by Christy’s

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With its unique wool felt composition this hat is great for the rugged traveller and the well-dressed alike. True to its name it can be ‘crushed’ to fit into your luggage or overhead locker making it the perfect companion for exploring the globe. Brim: 2 3/8″-2 6/8″ (6-7cm) approx. (slightly wider at the front) Crown: 5″ (12.5 cm) approx. Material: 100% Wool Felt Packable and Crushable for Ease of Transport Teflon Coated for Water Resistance Faux Leather Decorative Belt/Band Comfortable Fabric Sweatband
350.00

Dakota Crushable Wool Outback by Scala

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Scala brings the adventure to you with its water-repellent wool felt men’s outback hat. Your next weekend hike or week-long camping trip is sure to offer plenty of opportunity for you to show off the new fashionista frontiersman in you. Brim: 3″ (7.5 cm)Flared Brim – Front- approx 2 7/8″ (7 cm) Flared Brim – Back Crown: 4 1/4″ (11.5 cm) Teardrop Crown – Front-approx 3 1/2″ (9 cm) Teardrop Crown – Back Material: 100% Wool felt Crushable/Packable Water Repellent Printed Sweatband Faux Leather Hat Band Feather Accent Scala Metal Side Label Cotton Twill Sweatband Unlined  
350.00

Darwin by Denton

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The Darwin Australian style hat is made from fine oiled leather .It has a great platted  band around the hat with a same color leather in it.   This hat is great for the outdoors and wears well on many people. 100% Authentic Leather Platted Band Durable Accented with Pressed Studs Made in the UK
225.00

Derby Wool Hat by Stacy Adams

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Elevate your look with this men’s derby hat from Stacy Adams.  A traditional bowler design, this classic style also includes a satin lining and leather sweatband. Brim: 2″ (5 cm) Crown: 4 1/4″  (11 cm) Grosgrain trim Satin lining Leather ribbon band Feather accent
275.00

Docker Knit Cap by Stetson

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A classical iteration of a seasonal beanie arriving as part of this season’s Stetson collection the Docker Hat can trace it’s roots of popularization way back to the 1930’s when it was adopted by Port Workers later seeing many variants serve in the US navy. Adding a touch of warmth with a knitted cotton 6 panel construction  with the inclusion of metal Stetson branding at the side. Style: Docker Material: 100% Cotton Cotton Lining Velcro Adjustable Leather Strap Cotton Sweatband
195.00

Dove Cadet Cap by Carlos Santana

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Santana by Carlos Santana head wear! Inspired by one of the world’s best-known musical signatures, the Carlos Santana hat collection reflects the passion and soul of carlos santana’s artistry which transcends musical genres and generational, cultural and geographic boundaries. Carlos Santana spirit cadet garment wash leather embroidered velcro adjust back . Brim: 2″ (5 CM) approx Material: 100% Twill Cotton Washed cotton True-fit touch fastener backstrap Embroidered art on the brim, sides and inside the crown Cadet style, satin lining One size fits most, imported
195.00

Dreghorn Goat Skin Safari Hat by Stetson

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Smooth genuine goat leather safari style hat. Classic fedora type C-crown with pinched front. Brim: 2.5″ Down Brim Crown: 4″ Center Dent Material: 100% Genuine Goat Leather Antique finish metal side buckle and STETSON pin. two-tone braided leather string Soft inner band Fabric lined
450.00

Dunbar Duckbill Cap by Stetson

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Hats off to the Men’s Dunbar Packable Ivy Cap by Stetson! Made of a warm wool and polyester blend, this flat cap has a small sewn-down brim in front and a reinforced headband so it will keep its shape. Clap it on your noggin, and look spiffy and smart when cooler weather hits! Bill: 2″ (5 cm) Shape: Duckbill Material: 80% Wool, 20% Polyester Sewn-down brim. Reinforced headband  
175.00

Elkader Trilby by Stetson

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The Elkader by Stetson is unmatched as far as Trilbys go. It is made from ASAHI GUARD, a specially treated wool felt, making it completely weather, oil and mud proof, without compromising the texture, breathability, or the smooth, classic look that Stetsons are famous for. Finished with a traditional ribbon band, feather flourish and logo stud, it’s destined to become indispensable. Brim: 1.8″ Crown: 3″ 100% wool felt Asahi Guard Weather, Oil & Mud Proof      
395.00 335.00

Faded Wool Felt Fedora by Brooklyn Hat Co.

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You shouldn’t have to sacrifice style for comfort, and with the Faded Wool Fedora Hat from Brooklyn Hat Co., you don’t have to! The sweatband and patterned lining emphasize comfort, while the grosgrain hat band and color scheme make for a most stylish fedora. With this hat on your head, you’ll never be frowning! Brim: 1 7/8″ (4.5 cm) Upturned Brim Crown: 4 1/4″ (11.5 cm) Front               3 3/4″ (9.5 cm) Back Material: 100% Wool Felt Grosgrain Hat Band Cotton Sweatband Adjustable Inner Velcro Patterned Lining  
350.00

Falsetto Felt Fedora by Santana

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Santana hats are the most artfully styled and interesting hats we carry. Reminiscent of Latin flavor with a musical twist, the flair runs deep, highlighting every curve and stitch of these creative fashion statements. If you’re looking for a trendy punch, these are sure to please. Brim: 1 1/2″ (4 cm) Upturned Brim Crown: 4″ (10 cm)  Center Dent Material: 100% Polyester Grosgrain Band Side Metal Guitar Pin Lined  
225.00

Felt Zoot by Scala

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This sophisticated fedora has pop icon Michael Jackson in its company! Some of Michael’s most iconic musical moments occurred while wearing a fedora similar to this Zoot style. Our Scala Premium Wool Felt Zoot Large Brim has the same large brim styling with old school aesthetic that will have you singing “Who’s Bad?” Brim: 3″ wide hard bound Crown: Pinch Front Red and yellow feather accent. Grosgrain ribbon band with bow and Scala logo. White satin lining. 100% wool felt.
325.00

Finchley Fur Felt Fedora by Christy’s

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This small brim classic is an all-rounder. Perfect for the cosmopolitan individual, embellished with a Dove grey feather & a Christys’ Crest Pin. Brim: Snap Brim Crown: Center Dent Material: 100% Fur Felt Christys Crest Side Pin Dove grey feather Handmade in the UK  
695.00

Fresh Tracks Beanie by Goorin

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Your everyday beanie goes big in the best way. Introducing the Fresh Tracks by Goorin. This medium weight beanie is both soft and durable so it will keep up with your busy lifestyle. Material: 100% Acrylic Made in the USA Hypoallergenic Packable
160.00

Gable Water Repellent Safari Hat by Dobbs

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The DOBBS brand brings us their GABLE style, a casual practical safari-style hat in fabric treated for weatherproofing. Tan poplin with contrasting brown leather hatband or black with matching black hatband. Brim: 2 3/4″ ( 7 cm) Down Brim Crown: 4 1/2″ (11.5 cm) Material: 65% Polyester/35% Cotton Eyelets for ventilation All Year Round Dobbs Metal Sidepin.
250.00

Gambler by Capas

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Take your broad-brimmed hat anyplace! This classic gambler hat is about as durable as they come. Made with incredible wool “Lite Felt,” the Crushable Gambler is both water repellent and packable when carefully “crushed” from side to side—not flatten top to bottom. Warm and comfortable. Crown: 3 1/5″ high  Brim: 3 1/4″ in wide roll brim 100% Wool Felt Water repellent  Crushable
450.00

Gary Virgin Wool Cap by Stetson

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Stetson made an excellent choice when deciding on this hat?s material composition – fluffy, warm new wool, elegant silk and fine cashmere are further enhanced by a skin-friendly cotton lining for a particularly comfortable fit. In a three-part, form-fitting cut and with a classic pattern on a monochrome background, this flat cap also meets high expectations in terms of its looks. Bill: 2″ ( 5cm ) Style: Ivy/Flat Cap Material: 70% Virgin Wool, 12% Silk, 7% Polyamid, 2% Cashmere Cotton Lining Stetson Metal Pin Made in Europe
279.00

Goat Skin Cap by Stetson

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When it comes to both vintage beauty and a suave charisma, the leather cap from Stetson is perfect for a classic look. The newsboy inspired design, the soft leather and the thick stitched trim give this hat a timeless look. The cloth lined visor also gives this vintage cap even more stylish charm. Material: 100% leather (goat) Lining: 100% cotton Brim: 2 1/4″
295.00375.00

Godfather by Capas

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Capas Wool Godfather Classic Homburg Fedora – Featuring a rolled brim with matching binding, removable feather, pearl hatpin and a center crease. A traditional favorite. This Godfather hat shows distinction at any occasion. Huge selection of colors. Brim: 2 3/4-inch preformed. Crown: 4 1/4-inch center crease. 100% Wool Felt  
450.00

Goodboy Wool Felt Fedora by Goorin

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If you’re looking for a great look that’s both warm and affordable, look no further than the Goorin Good Boy. The hat is 100% wool, which is sure to keep the cold at bay. Brim: 1 3/4″ (4.5 cm) Snap Brim Crown: 4″ (10 cm) Center Dent Material: 100% Wool Felt Grosgrain Hat band W/ pinch bow. Polyester Lining Cloth like Sweatband  
299.00

Grayson Traveler by Stetson

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Quality and design come together to create this fedora-style traveler hat from the Stetson brand. The wool used in its production together with other materials provide it with properties that protect against the incumbencies of the weather. Brim: 2 1/2″ (6.5 cm) Down Brim Crown: 4″ ( 10 cm) Center Dent Material: 100% Wool-felt Crushable/Packable Water Repellent Cotton Sweatband Unlined