Shop By Hat Style
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Bailey of Hollywood Dalton Fabric Safari
More Colors Available$59.99Think up your own adventure as an excuse to take our Bailey Dalton Fabric Safari Fedora Hat out and show it off. This fedora will keep you comfortable with ventilating eyelets and a nice size brim... -
Bailey of Hollywood Cutler Panama Straw Hat
$149.99Imagine yourself sitting under a palm tree, drink in hand, wearing this Panama straw fedora. The Cutler combines fashion and function with sun protective properties and a UPF of 50+. A 2-7/8-inch snap... -
Bailey of Hollywood Noclin Leather 8/4 Cap
Regular Price: $114.99
Special Price $109.99
What a great hat to wear to the golf course! This leather Noclin Ivy style hat is perfect for your sunny day out on the course. It is an 8/4 panel hat that will keep you in style and be a great access...
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Bailey of Hollywood Stockton Leather Ivy Cap
Regular Price: $114.99
Special Price $109.99
The Bailey of Hollywood Stockton Leather Ivy Cap is the look of luxury with its supple leather construction out of leather and simple Bailey logo detail. A snap-down crown gives you a choice to we... -
Bailey of Hollywood Taxten Leather Cap
$109.99The Taxten Leather Cap would look great on you while riding your motorcycle out on the open road. The distressed look of the hat gives that rough and tough feeling of a true motorcycle rider. The clas... -
Bailey of Hollywood Lazar Leather 5 Panel Cap
$84.99This Bailey of Hollywood leather cap is just what you're looking for in a casual hat. Great style, and supreme craftsmanship. Material: Genuine Leather Style: Ivy Cap Brim: 2" Crown: Sloped...
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Bailey of Hollywood Lord Wool Solid Ivy Cap
More Colors Available$84.99Try out this solid color wool cap that will fit any style or mood you have to throw at it. The Bailey of Hollywood Lord Solid Ivy Cap is made in Italy with a quality wool blend. The solid color choice... -
Bailey of Hollywood Lord Plaid Ivy Cap
More Colors Available$84.99The of high quality fabric and great fit of the Bailey of Hollywood Lord Plaid Ivy Cap gives the wearer unbeatable lightweight comfort, as well as casual style. The wool blend tweed design is sure to ... -
Bailey of Hollywood Vega Leather and Fur Trapper
More Colors Available$139.99Take the chill out of winter with our Bailey of Hollywood Vega Leather and Fur Trapper. If your looking for that classic aviator look in your winter hat, or just for the stylish warmth of faux fur ear...
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Bailey of Hollywood Lord Herringbone Ivy Cap
More Colors Available$84.99This Ivy cap is Italian made for true authenticity. Fit the part, look great and stay warm in this great cap that comes in Black or Brown Tweed Wool. You will look great while out on the town, out for... -
Bailey of Hollywood Lord Nailhead Ivy Cap
More Colors AvailableRegular Price: $84.99
Special Price $79.99
You're ready for any situation, you've got you're "A" game ready. Now you just need a hat to complete the look. This classic style hat that provides Italian made comfort and durability with warmth an... -
Bailey of Hollywood Galvin Wool Solid 8 Panel Cap
More Colors AvailableRegular Price: $89.99
Special Price $84.99
Show your Italian finesse with the Bailey of Hollywood Galvin Solid 8 Panel Cap. This ivy cap is available in many colors to match your style, mood, or outfit. An Italian inspired style, the Galvi...
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Bailey of Hollywood Galvin Tweed 8 Panel Cap
More Colors Available$85.00Whether you're a PhD, or you just like to look smart, a tweed cap is the way to go. Tweed is a style favored by the elite of the northeast, so try it out! This Galvin Tweed hat is from the Italian Col... -
Bailey of Hollywood Cashmere Ivy Cap
More Colors Available$95.00This Bailey of Hollywood Ivy style hat is made of Italian cashmere. Up your style standards by donning this luxe and warm cap, with the signature Bailey of Hollywood logo pin. You will never want to t... -
Bailey of Hollywood Brandt Lanolux
More Colors Available$129.99Do you love the finer things in life? Then the Bailey of Hollywood Lanolux Brandt is for you! Made from 100% virgin wool, this pinch-front fedora has a soft fur-felt touch. With a two-tone leather ban...
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Bailey of Hollywood Ice Top Hat
Regular Price: $109.99
Special Price $104.99
The Ice Top Hat hat is a great final accessory to put with your tux for a wedding or special occasion. This classic wool felt topper has a grosgrain ribbon hatband and a dapper feather accent. A curle... -
Bailey of Hollywood Gangster Wool Felt Capone Style
More Colors AvailableRegular Price: $109.99
Special Price $104.99
Channel the mafia's glory days with this Capone-style felt dress hat. You'll feel like a prohibition-era lawbreaker with the hat's 2 1/2-inch snap brim, 5-inch crown, raw edge, feather accent, and wid... -
Bailey of Hollywood Derby Wool Bowler
More Colors AvailableRegular Price: $109.99
Special Price $104.99
If you're looking for a classy and timeless hat that's steeped in tradition, then the Bailey of Hollywood Derby Wool Bowler is for you. You'll feel like a British gentleman wearing this hat, and it wi...
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Bailey of Hollywood Godfather Wool Felt Homburg
Regular Price: $109.99
Special Price $104.99
Channel the style of Don Vito Corleone with the Bailey of Hollywood Godfather Wool Felt Homburg. This fedora features a 2 3/4-inch rolled bound edge rim, 100% virgin wool fibers, a luxurious lining, a... -
Bailey of Hollywood Salem Summer Braid Fedora
More Colors Available$64.99The Bailey of Hollywood Salem Summer Braid fedora features a breathable Toyo paper straw braid to make it the perfect warm weather hat. Besides the ideal craftsmanship of the Bailey hat company, the... -
Bailey Elliott Straw Fedora
More Colors Available$64.99The Elliot is light and airy which is perfect for summer days on the beach or just hanging out with good company. It carries a great straw weave and an extra perfect touch with the dark brown headband...
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Bailey Soft Wool Vivienne Top
More Colors AvailableRegular Price: $94.99
Special Price $94.95
Bailey Soft Wool Vivienne Top -
Bailey Joker Gambler Hat
$84.95Take on the Australian cowboy look with the beautiful Bailey Joke Gambler Hat. A simple black western hat, the Joker has a stylish leather hatband with studs and metal medallions This hat is made ... -
Bailey of Hollywood Guthrie Shantung Litestraw
More Colors Available$129.99Perfect for a summer afternoon sipping iced tea on a wraparound porch. The Bailey of Hollywood Guthrie Shantung Litestraw fedora features a fine and smooth straw braid that is soft and flexible. It h...