Fedora hats have enjoyed nearly a century of popularity due to their versatile look and ease of wear. Originally a women’s hat, fedoras became a staple of men’s attire after Prince Edward of Britain began wearing the hat in the 1920s. The hat is a versatile fashion piece and can be worn to formal and informal occasions.Typically the fedora has a lengthwise crease and a pinch in the front called the teardrop crown. Other popular shapes are the center dent and the diamond crown. The brim allows you to adjust your look by snapping down front and the back either up or down. Associated with Prohibition era gangsters to U.S. Presidents and iconic characters such as Indiana Jones, nowadays fedora hats are popular with musicians and celebrities and come in many styles and colors for both men and women.
Fedora Hats
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Bailey of Hollywood Parson Panama Fedora
More Colors Available$169.99If you are looking for a timeless mix of Panama and Western, look no further than the Parson Panama Fedora from Bailey of Hollywood. The Parson is a genuine Panama hat, hand woven in Ecuador and then ... -
Bailey of Hollywood Brooks Panama
More Colors Available$154.99Be a modern traveler with the Bailey of Hollywood Brooks Panama Hat. This classic genuine Panama is a summer wardrobe staple. The teardrop crown and down brim will provide you with sun prote... -
Bailey of Hollywood Tessier Panama Fedora Hat
More Colors Available$164.99The Tessier from Bailey of Hollywood is a genuine brisa weave style Panama, meticulously hand woven in Ecuador, with a rounded teardrop crown and 2 1/2 inch snap brim. It has been hand finished with a...
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Tommy Bahama Nassau Panama Safari Hat
$114.99The Nassau from Tommy Bahama will transport you straight to the islands, no matter what the weather is where you are. This handwoven Grade 8 Panama safari hat has a 2 3/8" brim to keep the sun out of ... -
Bailey of Hollywood Mannes Stingy Brim Fedora
More Colors Available$69.99This fedora from Bailey of Hollywood completes a look that's both retro and contemporary, fulfilling the style needs of the modern hat aficionado while remaining comfortable and lightweight. With the ... -
Tommy Bahama Clambake Paper Braid Fedora
$39.99The Clambake from Tommy Bahama is your ticket to a good time on a warm day. This paper braid fedora has a 2" brim, and elasticized CoolMax sweatband for your comfort, and features an eye-catching ribb...
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Tommy Bahama Bora Bora Paper Braid Fedora
$39.99The Bora Bora from Tommy Bahama is stylish AND affordable, giving you exactly the look you want for a price that you can live with. This stylish paper braid fedora has a 2 1/2" brim and a CoolMax swea... -
Tommy Bahama Fiji Hand Crocheted Raffia Fedora
$89.99The Fiji from Tommy Bahama is a hand crocheted raffia fedora, perfect for a day at the beach or on the town. It features a Herringbone Ribbon band with a Jute Overlay and a Tommy Bahama Marlin pin, as... -
Tommy Bahama Cabana Safari Hat
$99.99Look and feel so cool in the heat with the Tommy Bahama Cabana Safari hat. The Cabana is made of beautiful 3 BU Toyo Straw, has a 2 1/2" brim, and features a Jacquard Print 3-Pleast hat band and a sig...
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Tommy Bahama Rockford Raffia
$64.99Take this Tommy Bahama Rockford Raffia Fedora anywhere on your warm summer day to block the sun and keep you looking like you belong on the beach. 2 1/2" Brim Pleated Cotton Trim with TB Marlin... -
Conner Mr. Homburg Australian Wool Gangster Fedora Hat
$64.99The Mr. Homburg by Conner is a classic gangster style Homburg fedora made of 100% Australian Wool and featuring a gold satin lining, secret inside pocket, and organic cotton inner band.... -
Conner Mumford Wool Pork Pie
More Colors Available$59.99The Conner Mumford Wool Pork Pie is made from 100% Australian Wool, has a round crown and short 1.5" bound brim with a slight up curve, and is crushable for your life on the go.Toss the Mumford in you...
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Conner Nightcap Boho Range Wool Hat
More Colors Available$64.99The Nightcap is one of Conner's most popular hat shapes. It is ready for you to keep it simple as it is, or add your own stylish scarf or band. The Nightcap is made from 100% Australian Wool and featu... -
Bailey of Hollywood Blixen Litefelt Fedora
More Colors Available$99.99The Bailey of Hollywood Blixen Litefelt Fedora is a timeless choice for those looking for their next favorite hat. This fedora is made of Bailey's revolutionary Litefelt wool that is both waterproof a... -
Carlos Santana Luminosity Shantung Fedora
$89.99Legendary musician and innovative hat designer Carlos Santana brings us yet another incredible, unique, stylish hat with the Santana Luminosity fedora. The Luminosity is made from durable Shantung str...
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Bailey of Hollywood Crushable Litefelt Fedora
More Colors Available$99.99Find iconic style with the Bailey of Hollywood Crushable Litefelt Teardrop Fedora that sports a 2-3/4 inch snap brim and wide grosgrain band. Plus, with a water-resistant, 100% wool felt exterior and ... -
Stetson Whippet Vintage Fur Felt Fedora
More Colors AvailableRegular Price: $199.99
Special Price $194.99
There are different hats for different occasions, and choosing the proper hat is essential for being a classy gentleman. Expand your hat horizons and try the Whippet Teardrop Crown Fedora Hat on for s... -
Bailey of Hollywood Briar LiteFelt Hat
More Colors Available$99.99You never know what life will throw at you, but with this Bailey original you will be ready for anything. Since it's a jungle out there, tackle all that life throws your way with the Briar Bailey of H...
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Carlos Santana Trishul Hemp Fedora
$94.99Designed by the legendary Carlos Santana, the Trishal Hemp Fedora is unique as you are. With its beautiful, hand woven hemp design, 2 inch brim, grosgrain hat band, and Abraxas angel hat pin, the Tris... -
Stetson Crossgrain Nail Head Wood Blend Stingy Brim Fedora
More Colors Available$49.99Not too casual and not too formal, the Stetson Crossgrain Nail Head Wool Blend Fedora is the perfect Goldilocks 'just right' hat for every occasion.This fedora features a 1 3/4" stingy brim, a distres... -
Stetson Bespoke Wool Blend Stingy Brim Fedora
More Colors Available$64.99- Wool Blend
- 1 3/4 Inch Stingy Brim
- Plaid Band and Underbrim
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Conner Wool Felt Indiana Fedora Hat
More Colors Available$69.99In case you find yourself in ancient ruins, you'll want this hat, styled after the famous hat of everyone's favorite professor of archaeology, Indiana Jones, with you! This hat is crushable, so even i... -
KANGOL Wool Player Stingy Brim Trilby
More Colors Available$64.99Did you know the Player is the most popular trilby shape that Kangol makes? This versatile style can be worn with the stingy brim up or down and this particular player is made from warm, 100% wool. ... -
Conner Mt. Warning Wool Outback Fedora Hat
More Colors Available$79.99The Conner Mt. Warning outback fedora is as versatile as it is beautiful, handmade from luxurious Australian wool and featuring an organic cotton inner band. The softer brim gives the Mt. Warning...