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Men's Bailey of Hollywood Leander 25452 - Black/Black Hats

Men's Bailey of Hollywood Leander 25452 - Black/Black Hats

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This casual hat from the Poet® collection is a flat cap made with a comfortable cotton blend with a soft leather visor. ... more

Men's Bailey of Hollywood Leander 25452 - Black/Black Hats

This casual hat from the Poet® collection is a flat cap made with a comfortable cotton blend with a soft leather visor.

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$64.95

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Men's Bailey of Hollywood Derby 3816 - Black Hats

Men's Bailey of Hollywood Derby 3816 - Black Hats

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The Derby is a wool felt hat with a derby crown and a 2 1/8" roll brim with binding. ... more

Men's Bailey of Hollywood Derby 3816 - Black Hats

The Derby is a wool felt hat with a derby crown and a 2 1/8" roll brim with binding.

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$94.95

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Men's Bailey of Hollywood Atwell 25310 - Black Hats

Men's Bailey of Hollywood Atwell 25310 - Black Hats

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This trilby hat is made from braided fabric and has a teardrop shaped crown and a 1 1/2 inch brim. ... more

Men's Bailey of Hollywood Atwell 25310 - Black Hats

This trilby hat is made from braided fabric and has a teardrop shaped crown and a 1 1/2 inch brim.

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$62.95

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Men's Bailey of Hollywood Lord 25205 - Black Wool/Cashmere Hats

Men's Bailey of Hollywood Lord 25205 - Black Wool/Cashmere Hats

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A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made from 100% pure wool. ... more

Men's Bailey of Hollywood Lord 25205 - Black Wool/Cashmere Hats

A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made from 100% pure wool.

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$75.00 $69.95

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Men's Bailey of Hollywood Billy 81670 - Black Hats

Men's Bailey of Hollywood Billy 81670 - Black Hats

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The braid style from Bailey features a comfortable and flexible fit providing limitless versatility. This style is packable and perfect for your weekend getaway. Features a teardrop crown and a 1 3/4" snap brim. ... more

Men's Bailey of Hollywood Billy 81670 - Black Hats

The braid style from Bailey features a comfortable and flexible fit providing limitless versatility. This style is packable and perfect for your weekend getaway. Features a teardrop crown and a 1 3/4" snap brim.

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$59.95

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Men's Bailey of Hollywood Brandt 37158 - Black Hats

Men's Bailey of Hollywood Brandt 37158 - Black Hats

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This hat is made from 100% virgin wool of the finest microns with a fur felt finish. Lanolux® employs a unique sueding process to create a lightweight, packable and luxurious "Touch Me" finish that is better than ever previously created. Features a... ... more

Men's Bailey of Hollywood Brandt 37158 - Black Hats

This hat is made from 100% virgin wool of the finest microns with a fur felt finish. Lanolux® employs a unique sueding process to create a lightweight, packable and luxurious "Touch Me" finish that is better than ever previously created. Features a...

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$119.95

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Men's Bailey of Hollywood Mannesroe 81695 - Black/Charcoal Multi Hats

Men's Bailey of Hollywood Mannesroe 81695 - Black/Charcoal Multi Hats

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The Mannesroe hat from Bailey of Hollywood has a center dent crown and a 2" snap brim. ... more

Men's Bailey of Hollywood Mannesroe 81695 - Black/Charcoal Multi Hats

The Mannesroe hat from Bailey of Hollywood has a center dent crown and a 2" snap brim.

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$59.95

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Men's Bailey of Hollywood Blixen 7034 - Black Hats

Men's Bailey of Hollywood Blixen 7034 - Black Hats

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The Blixen is a Litefelt® hat with a center dent crown and a 2 1/2" snap brim. ... more

Men's Bailey of Hollywood Blixen 7034 - Black Hats

The Blixen is a Litefelt® hat with a center dent crown and a 2 1/2" snap brim.

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$84.95

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Men's Bailey of Hollywood Greyson 81800 - Black Hats

Men's Bailey of Hollywood Greyson 81800 - Black Hats

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The Toyolene braided Greyson hat features a center dent crown and 2" snap brim. ... more

Men's Bailey of Hollywood Greyson 81800 - Black Hats

The Toyolene braided Greyson hat features a center dent crown and 2" snap brim.

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$64.95

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Men's Bailey of Hollywood Waits 81810 - Black Hats

Men's Bailey of Hollywood Waits 81810 - Black Hats

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This porkpie hat features a telescope crown, a 1 5/8" snap brim, and a wide ribbon band with wood chip logo plaque. ... more

Men's Bailey of Hollywood Waits 81810 - Black Hats

This porkpie hat features a telescope crown, a 1 5/8" snap brim, and a wide ribbon band with wood chip logo plaque.

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$69.95

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Men's Bailey of Hollywood Dewey 25457 - Black Hats

Men's Bailey of Hollywood Dewey 25457 - Black Hats

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The Dewey from the Breed Collection is a brushed wool twill ivy cap. ... more

Men's Bailey of Hollywood Dewey 25457 - Black Hats

The Dewey from the Breed Collection is a brushed wool twill ivy cap.

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$62.95

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Men's Bailey of Hollywood Evans 7044 - Black Hats

Men's Bailey of Hollywood Evans 7044 - Black Hats

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This classic hat from the Poet® collection features a low profile pinch front crown and a 2" stitched turn down brim. ... more

Men's Bailey of Hollywood Evans 7044 - Black Hats

This classic hat from the Poet® collection features a low profile pinch front crown and a 2" stitched turn down brim.

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$99.95

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Men's Bailey of Hollywood Galvin Herringbone 25212 - Black Herringbone Hats

Men's Bailey of Hollywood Galvin Herringbone 25212 - Black Herringbone Hats

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Part of the Est. 1922 Italian Collection, this flat cap is made of a wool blend in stylish herringbone. ... more

Men's Bailey of Hollywood Galvin Herringbone 25212 - Black Herringbone Hats

Part of the Est. 1922 Italian Collection, this flat cap is made of a wool blend in stylish herringbone.

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$84.95

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Men's Bailey of Hollywood Darron 7021 - Black Hats

Men's Bailey of Hollywood Darron 7021 - Black Hats

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The Darron is made from Litefelt® and has a telescope crown and a 1 1/2" snap brim. Litefelt® is water repellant felt made of 100% wool. Soft and packable, with memory, Litefelt® hats spring back to their original shape with ease. ... more

Men's Bailey of Hollywood Darron 7021 - Black Hats

The Darron is made from Litefelt® and has a telescope crown and a 1 1/2" snap brim. Litefelt® is water repellant felt made of 100% wool. Soft and packable, with memory, Litefelt® hats spring back to their original shape with ease.

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$79.95

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Men's Bailey of Hollywood Harker 1452 - Black Hats

Men's Bailey of Hollywood Harker 1452 - Black Hats

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This derby crown features a stingy rolled brim with binding. ... more

Men's Bailey of Hollywood Harker 1452 - Black Hats

This derby crown features a stingy rolled brim with binding.

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$109.95

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Men's Bailey of Hollywood Madison 6105 - Black Hats

Men's Bailey of Hollywood Madison 6105 - Black Hats

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The Madison features fur felt construction, a center dent crown, and a 2 1/8" snap brim. ... more

Men's Bailey of Hollywood Madison 6105 - Black Hats

The Madison features fur felt construction, a center dent crown, and a 2 1/8" snap brim.

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$224.95

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Men's Bailey of Hollywood Graham 1365 - Black Hats

Men's Bailey of Hollywood Graham 1365 - Black Hats

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This scally cap features 100% linen. ... more

Men's Bailey of Hollywood Graham 1365 - Black Hats

This scally cap features 100% linen.

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$44.95

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Men's Bailey of Hollywood Fairbanks 7008 - Black Hats

Men's Bailey of Hollywood Fairbanks 7008 - Black Hats

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The Fairbanks is a LiteFelt® hat with a center dent crown and a 2 1/2" turn down brim. ... more

Men's Bailey of Hollywood Fairbanks 7008 - Black Hats

The Fairbanks is a LiteFelt® hat with a center dent crown and a 2 1/2" turn down brim.

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$79.95

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Men's Bailey of Hollywood Cloyd 3831 - Black Hats

Men's Bailey of Hollywood Cloyd 3831 - Black Hats

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This classic hat from the Breed collection features a center dent crown and a 1 3/4" brim. ... more

Men's Bailey of Hollywood Cloyd 3831 - Black Hats

This classic hat from the Breed collection features a center dent crown and a 1 3/4" brim.

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$59.95

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Men's Bailey of Hollywood Whitaker 25503 - Black Hats

Men's Bailey of Hollywood Whitaker 25503 - Black Hats

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The Whitaker from the Poet® collection is a comfortable, casual wool fisherman's knit beanie. ... more

Men's Bailey of Hollywood Whitaker 25503 - Black Hats

The Whitaker from the Poet® collection is a comfortable, casual wool fisherman's knit beanie.

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$39.95

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Men's Bailey of Hollywood Burl 6133 - Black Hats

Men's Bailey of Hollywood Burl 6133 - Black Hats

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This superior fur felt hat from the Breed collection features a center dent crown and a 2" snap brim. ... more

Men's Bailey of Hollywood Burl 6133 - Black Hats

This superior fur felt hat from the Breed collection features a center dent crown and a 2" snap brim.

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$324.95

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Men's Bailey of Hollywood Gaunt 25410 - Black Hats

Men's Bailey of Hollywood Gaunt 25410 - Black Hats

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This cossack style hat is made from leather and has a faux fur lining. ... more

Men's Bailey of Hollywood Gaunt 25410 - Black Hats

This cossack style hat is made from leather and has a faux fur lining.

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$95.00 $77.95

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Men's Bailey of Hollywood Milas 22706 - Natural/Black Hats

Men's Bailey of Hollywood Milas 22706 - Natural/Black Hats

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This teardrop crown fedora features genuine panama straw and has a contour pre-snap brim. ... more

Men's Bailey of Hollywood Milas 22706 - Natural/Black Hats

This teardrop crown fedora features genuine panama straw and has a contour pre-snap brim.

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$89.95

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Men's Bailey of Hollywood Barr 37160 - Black Hats

Men's Bailey of Hollywood Barr 37160 - Black Hats

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This hat is made from 100% virgin wool of the finest microns with a fur felt finish. Lanolux® employs a unique sueding process to create a lightweight, packable and luxurious "Touch Me" finish that is better than ever previously created. Features a... ... more

Men's Bailey of Hollywood Barr 37160 - Black Hats

This hat is made from 100% virgin wool of the finest microns with a fur felt finish. Lanolux® employs a unique sueding process to create a lightweight, packable and luxurious "Touch Me" finish that is better than ever previously created. Features a...

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$109.95

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Men's Bailey of Hollywood Ice 3813 - Black Hats

Men's Bailey of Hollywood Ice 3813 - Black Hats

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Bailey® premium wool felt hats are made with the finest grade if 100% virgin wool fibers, denoting a distinction in finish and a superiority of style. Hats is fully lined and made in the USA. Features a 5" tall crown and a 2 1/8" roll brim w/binding. ... more

Men's Bailey of Hollywood Ice 3813 - Black Hats

Bailey® premium wool felt hats are made with the finest grade if 100% virgin wool fibers, denoting a distinction in finish and a superiority of style. Hats is fully lined and made in the USA. Features a 5" tall crown and a 2 1/8" roll brim w/binding.

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$94.95

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Men's Bailey of Hollywood Brandt 37158 - Black Mix Hats

Men's Bailey of Hollywood Brandt 37158 - Black Mix Hats

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This hat is made from 100% virgin wool of the finest microns with a fur felt finish. Lanolux® employs a unique sueding process to create a lightweight, packable and luxurious "Touch Me" finish that is better than ever previously created. Features a... ... more

Men's Bailey of Hollywood Brandt 37158 - Black Mix Hats

This hat is made from 100% virgin wool of the finest microns with a fur felt finish. Lanolux® employs a unique sueding process to create a lightweight, packable and luxurious "Touch Me" finish that is better than ever previously created. Features a...

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$119.95

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Men's Bailey of Hollywood Cavell 7103 - Black Hats

Men's Bailey of Hollywood Cavell 7103 - Black Hats

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The Cavell is a Litefelt® hat with a center crease crown and a 1 1/2" snap brim. ... more

Men's Bailey of Hollywood Cavell 7103 - Black Hats

The Cavell is a Litefelt® hat with a center crease crown and a 1 1/2" snap brim.

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$134.95

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Men's Bailey of Hollywood Morken 63244 - Black Hats

Men's Bailey of Hollywood Morken 63244 - Black Hats

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This fedora features Sisal Litestraw for water resistance and shape retention, a teardrop crown, a 2" pre-snap brim, and a grosgrain band. ... more

Men's Bailey of Hollywood Morken 63244 - Black Hats

This fedora features Sisal Litestraw for water resistance and shape retention, a teardrop crown, a 2" pre-snap brim, and a grosgrain band.

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$94.95

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Men's Bailey of Hollywood Milo 22714 - Natural/Black Hats

Men's Bailey of Hollywood Milo 22714 - Natural/Black Hats

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This fedora features a pinchfront crown, a 2.5"pre-snap brim, and a grosgrain band. Panama straw woven in the Cuenca style creates the two-tone effect. ... more

Men's Bailey of Hollywood Milo 22714 - Natural/Black Hats

This fedora features a pinchfront crown, a 2.5"pre-snap brim, and a grosgrain band. Panama straw woven in the Cuenca style creates the two-tone effect.

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$137.95

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Men's Bailey of Hollywood Bendrix 81805 - Black Hats

Men's Bailey of Hollywood Bendrix 81805 - Black Hats

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This fedora features contrast-color accents, a center-dent crown, 1 3/4" snap brim, and a wood chip logo plaque. ... more

Men's Bailey of Hollywood Bendrix 81805 - Black Hats

This fedora features contrast-color accents, a center-dent crown, 1 3/4" snap brim, and a wood chip logo plaque.

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$74.95

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Men's Bailey of Hollywood Delbert 37226 - Black Hats

Men's Bailey of Hollywood Delbert 37226 - Black Hats

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The Delbert from the Est. 1922 collection features a center dent crown and a 2" snap brim. ... more

Men's Bailey of Hollywood Delbert 37226 - Black Hats

The Delbert from the Est. 1922 collection features a center dent crown and a 2" snap brim.

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$137.45

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Men's Bailey of Hollywood Galvin 25210 - Black Hats

Men's Bailey of Hollywood Galvin 25210 - Black Hats

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A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy in both pure wool or wool/cashmere blends. Featuring an 8/4 cap crown. ... more

Men's Bailey of Hollywood Galvin 25210 - Black Hats

A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy in both pure wool or wool/cashmere blends. Featuring an 8/4 cap crown.

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$80.00 $72.95

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Men's Bailey of Hollywood Salem 81650 - Black Hats

Men's Bailey of Hollywood Salem 81650 - Black Hats

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Natural and processed fibers are skillfully woven together in unique and unusual patterns of texture and blocked in modern shapes with precision. Bailey takes deep pride in expertly crafting and interweaving beauty and utility. Features a center dent... ... more

Men's Bailey of Hollywood Salem 81650 - Black Hats

Natural and processed fibers are skillfully woven together in unique and unusual patterns of texture and blocked in modern shapes with precision. Bailey takes deep pride in expertly crafting and interweaving beauty and utility. Features a center dent...

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$59.95

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Men's Bailey of Hollywood Suntino 63203 - Black Hats

Men's Bailey of Hollywood Suntino 63203 - Black Hats

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The Suntino is a stylish straw hat featuring a center dent crown with 2" snap brim. ... more

Men's Bailey of Hollywood Suntino 63203 - Black Hats

The Suntino is a stylish straw hat featuring a center dent crown with 2" snap brim.

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$69.95

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Men's Bailey of Hollywood Noclin 25100 - Black Hats

Men's Bailey of Hollywood Noclin 25100 - Black Hats

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Whether crackled and distressed, or smooth and clean, these leather products look refined and contemporary. Fully lined. This style features an 8/4 cap crown. ... more

Men's Bailey of Hollywood Noclin 25100 - Black Hats

Whether crackled and distressed, or smooth and clean, these leather products look refined and contemporary. Fully lined. This style features an 8/4 cap crown.

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$104.95

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Men's Bailey of Hollywood Garner 37207 - Black Hats

Men's Bailey of Hollywood Garner 37207 - Black Hats

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This trilby hat is made from Cashlux, a blend of wool, wool noils, and cashmere, and has an asymmetrical pinch crown and a contour snap brim with an ornamenting band. ... more

Men's Bailey of Hollywood Garner 37207 - Black Hats

This trilby hat is made from Cashlux, a blend of wool, wool noils, and cashmere, and has an asymmetrical pinch crown and a contour snap brim with an ornamenting band.

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$124.95

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Men's Bailey of Hollywood Godfather 3817 - Black Hats

Men's Bailey of Hollywood Godfather 3817 - Black Hats

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Bailey® premium wool felt hats are made with the finest grade if 100% virgin wool fibers, denoting a distinction in finish and a superiority of style. Hats is fully lined and made in the USA. Features a homburg crown and a 2 3/4" roll brim w/binding. ... more

Men's Bailey of Hollywood Godfather 3817 - Black Hats

Bailey® premium wool felt hats are made with the finest grade if 100% virgin wool fibers, denoting a distinction in finish and a superiority of style. Hats is fully lined and made in the USA. Features a homburg crown and a 2 3/4" roll brim w/binding.

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$94.95

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Men's Bailey of Hollywood Lord 25202 - Black Hats

Men's Bailey of Hollywood Lord 25202 - Black Hats

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A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made of 70% wool and 30% polyester. ... more

Men's Bailey of Hollywood Lord 25202 - Black Hats

A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made of 70% wool and 30% polyester.

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$75.00 $69.95

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Men's Bailey of Hollywood Raf 37213 - Black Hats

Men's Bailey of Hollywood Raf 37213 - Black Hats

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This asymmetrical pinch hat from Bailey has a 1 5/8" contour pre-snap brim and a unique style around the base. Look good and feel good in this comfortable fit with a classic look. ... more

Men's Bailey of Hollywood Raf 37213 - Black Hats

This asymmetrical pinch hat from Bailey has a 1 5/8" contour pre-snap brim and a unique style around the base. Look good and feel good in this comfortable fit with a classic look.

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(150,000+)

$124.95

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