50 Items - New for Fall 2014 + Free Shipping
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Walking Hats image
Walking hats for men this Fall/Winter 2014 include a new trilby from JB Stetson. Called The Lenox, this stingy brim hat in a handsome 100% wool basketweave features a one inch brim and fancy woven trim. The cotton sweatband adds wearer comfort, and it's available to extra large sizes. Another new hat for the season is from Kangol, and it's called The Wool Player. A classic trilby, this hat [more]

Walking Hats

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Products per Page
The Stetson Harris Tweed Trilby - image
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The Stetson Harris...
  $95.00

Kangol Litefelt Trilby - The Wool Player - image
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Kangol LiteFelt...
  $60.00

The Jb Stetson Lenox Trilby - image
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The JB Stetson Lenox...
  $150.00

Jb Stetson Stingy Brim Hat - The Suede Fedora - image
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JB Stetson Stingy...
  $150.00

Men's Borsalino Fur Felt Fedora - The Casual - image
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Men's Borsalino Fur...
  $295.00

Christys' London Fur Felt Fedora - The Traditional Trilby - image
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Christys' London Fur...
  $195.00

Indiana Jones Fedora - The Vintage Indy - image
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Indiana Jones...
  $55.00

Bailey Travel Fedora - The Jackman - image
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Bailey Travel...
  $95.00

Woolrich Safari Hat - The Oil Cloth Safari - image
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Woolrich Safari...
  $65.00

Stetson Rain Repellant Hat - The Andes - image
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Stetson Rain...
  $55.00

Stetson Cotton Blend Rain Hat - The Gable - image
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Stetson Cotton Blend...
  $45.00

Stetson Rain Hat - Fedora - image
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Stetson Rain Hat
  $55.00

The Jb Stetson Packable Fedora - image
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The JB Stetson...
  $55.00

Goorin Cotton Fedora - The Cape - image
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Goorin Cotton...
  $55.00

The Tommy Bahama Banana Braid Fedora - image
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The Tommy Bahama...
  $65.00

The Tommy Bahama Linen Fedora - image
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The Tommy Bahama...
  $65.00

Jb Stetson Fedora - The Linen Blend Fedora - image
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JB Stetson Fedora
  $55.00

The Tommy Bahama Buri Braid Fedora - image
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The Tommy Bahama Buri...
  $45.00

The Jb Stetson Geneva Linen Trilby - image
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The Jb Stetson Geneva...
  $125.00

Men's Scala Cotton Hat - The Cotton Bucket Hat<Br /> - image
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Men's Scala Cotton...
  $19.95

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  ...continued from above

features a stingy snap brim that can be worn up or down. Made from a Kangol trademarked wool blend fiber called LiteFelt, it is crushable, shape retaining and water repellent. Available in several color options, it's a great hat for the man on the go.

The Suede Fedora is a JB Stetson leather stingy brim hat, and it's a customer favorite, with five-star reviews that read:
  • I have been looking for a great looking leather/suede stingy brim and when I found this I had to have it. It looks great and feels terrific. This will be my daily wearer throughout the winter months for sure.
  • I normally don't go spending this kind of money, especially on a hat -- but this hat is bad a**! I love it!
  • This is going to be a very nice winter hat. Attractive pigskin with a soft inside lining -- very comfortable. The XL I ordered seems to be about the same as a 7 1/2. Very happy.
  • This is a great hat! It is exactly what I was looking for.
If it's a tweed trilby you're looking for this fall, JB Stetson has that too. This walking hat is made from 100% Harris Tweed and is lined in satin. It has a stingy brim that measures 1 3/4 inches and a self-band with an antique metal Stetson pin. The Jackman is a travel fedora from Bailey. This lightweight wool felt hat is packable with a casual brim and handsome narrow leather trim. Made in the USA, it's from Bailey's Poet Travel Collection. The Vintage Indy is also in wool felt, and makes a great walking hat as the Indiana Jones fedora is water repellent. Customers love this hat and leave reviews that read:
  • Warm feeling, comfortable.
  • I like the style. The larger brim keeps the sun at bay.
  • My boyfriend love this hat and I love it on him too. It looks great!
  • It was for my 24 yr. old grandson. He was so surprised and delighted on Christmas morning. He wore it all day. He fell asleep on the couch with the hat over his face just like Indy did in his pictures. We took pictures. Thank you for helping me make my grandson so happy. He looks fantastic in the hat.
When nothing but a fur felt trilby will do, Christys' London has the hat for you. Made with a soft indented crown, 2 1/4 inch brim and 9 ligne self band, the fedora is fully lined and fitted with a fine leather sweatband. As one satisfied customer noted in his top-rated review: "The quality is superb and the fit is great." Borsalino also offers a fur felt walking hat, called The Casual. Fully lined with a grosgrain sweatband, this fedora features a classic center dent style and a handsome full grain leather trim with the brand insignia pin.