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 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... -
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...
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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... -
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 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...
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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 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 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... -
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...
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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... -
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...
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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 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 ...
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Bailey of Hollywood Wynn Litefelt Fedora
More Colors Available$89.99The Bailey of Hollywood Wynn LiteFelt Fedora hat comes in a variety of colors and is made with quality in mind. A contoured shape and pre-snap brim characterize Bailey's signature Litefelt wool materi... -
Bailey of Hollywood Poet Collection Jackman Fedora
More Colors Available$109.99No matter where your travels may take you, be sure to bring a versatile and stylish hat for your journey. From the Bailey Poet Travel Collection, our Jackman Fedora has great features for traveling, i... -
Bailey of Hollywood Vernon Leather Trapper
$269.99- Leather shell
- Fur Lining
- Ear vents, buttoned flaps and snap closures
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Bailey of Hollywood Obie Wool Fedora
$110.00- Fedora Shape
- 100% Wool
- 2 1/2" Stitched Turn Down Brim
- Low Profile Pinch Front
- Leather hatband.
- Packable
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Bailey of Hollywood Shupp II Wool Ivy Cap
More Colors Available$64.99From the Est. 1922 collection, this is one of Bailey's finest ivy caps.
- Stiffened Wool Felt
- 1.5" Cap Brim
- Made in Italy
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Bailey of Hollywood Galvin Herringbone Ivy Cap
More Colors AvailableRegular Price: $94.99
Special Price $89.99
From the Est. 1922 collection, this is one of Bailey's finest ivy caps. 100% Wool 8 Panel Cap Satin lining with matching grosgrain sweatband ...