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Shearling Sheepskin Trapper Hat

STYLE # 55338
now $79 (was $129)
Available colors

Select Size
Sorry, this style is now out of stock.
  • Our classic sheepskin trooper gives you everything you expect from a rugged and handsome winter hat
  • The sheepskin gives you a soft leather exterior that shapes comfortably to your head


Our classic sheepskin trapper hat gives you everything you expect from a rugged and handsome winter hat. The sheepskin gives you a soft leather exterior that shapes comfortably to your head and a luxuriously insulating interior. The front cuff unsnaps for extra protection from the wind. And the earflaps can be worn hanging down, snapped below the chin with the leather strap, or strapped in back or on top. Made in Turkey.
Made in:

Overland ships all orders free via standard ground shipping to all 50 states and APO/FPO addresses. For details on expedited shipping or for deliveries to US Protectorates, please refer to the Shipping page.

We want you to be completely satisfied with your Overland purchase. For your convenience, we provide free return shipping for orders within the 50 states, with a prompt exchange or refund process. For more details, visit our Returns & Exchanges page.

Our Customer Service team will be glad to assist with any questions. We are available 7 days a week at 1-800-683-7526 or by email at [email protected].

Overland welcomes international orders. Depending on the order and destination, additional payment requirements may apply. Please refer to the International Orders page for more detailed information.


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Reviewed by 68 customers
10 of 68 reviews
Fred from Ohio
Aug 2, 2018

Design flaw in my opinion.

1 5
I bought this hat cause it is the only one I could find that had snap closures instead of ties. I thought the strap and snap design was very clever. When your ears are cold and your hands are full, its nice not to have to tie a bow under your chin. I bought a large which is my correct size but the strap was way too tight to fasten under my chin. I returned it and tried an XL but it was only slightly better. The more I studied the hat, the more I realized that it is just not designed properly. The ear flaps are too short or the strap is too short to fasten under the chin of an adult. I sadly had to return the XL also. It's a shame cause it is really a well made, high quality hat. If you do not have need to tie the ear flaps down, buy it! It's a great hat!
Jack from Alice Springs, Australia.
May 26, 2018

best of the BEST !

5 5
Everything this company makes is THE highest quality with great design, you just can't ask for more. Near perfect Sheepskins and second to none craftsmanship. I own 2 other Sheepskin items from Overland. I wouldn't buy anywhere else.
Ross from Washington DC
Feb 12, 2018

All Expectations Met

5 5
I spent a lot of time choosing between different materials and fur, and settled on the Shearling Sheepskin Trapper hat because it had a leather shell, full fur interior, snaps instead of strings, snap storage for the chin band and adjustable headband. I was tempted to purchase this on the "A" site, but did not want to risk getting a knockoff, and thought it would be better to purchase from the source and support the company directly. I read that the hat sizing tends to be slightly smaller, and I have a 22 1/4 head (which is medium on this size chart) but I decided to choose the large, because it had the headband tightener just in case the fit was loose. Upon arrival, the large size fits my head perfectly without using the tightener. I chose the skeepskin because it is warmer than rabbit fur. My only criticism of this hat, is that I wish Overland offered this black leather shell with brown or grey fur :)
Michelle from Northern illinois
Jan 22, 2018

I would buy this hat again and fact, I Did!

5 5
It's perfect for cold wintry days. Keeps you warm and dry without becoming overheated. Very comfortable.
Josh WI RN from Viroqua, WI
Jan 14, 2018

A hat that will last me years and years, finally.

5 5
The hat is super warm, comfortable and stylish! I immediately conditioned the leather with our home made leather salve and it feels super supple and looks lustrous. Thanks for the quality you offer. Look forward to using this in the negative teen windchill we get in WI.
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Mountain Fashionista from Harpers Ferry, WV
Jan 14, 2018

Fab warmth & Quality

5 5
I found during an online search, and am hooked. I live in the Shenandoah Mountains with my husband and in winter it gets quite cold. My personal style is mountain cowgirl but I put away my cowgirl hat for this one. The distressed leather look is on point, the shearling sheepskin is the bomb at keeping winter winds out and warmth in. In its aviator style, it has that Charles Lindbergh look. It's adjustable in the back, the front flap unsnaps for extra warmth and very stylish. Good price point, who could ask for more?
Patrick from Lanark, Illinois
Jan 13, 2018

Very warm hat.

5 5
Very happy with this hat. The weather has been very cold, temps down to -18 wind chill in the area down to -35. Hat was very warm. Also like the three different ways to wear the hat.
Wes in TN from Northeast TN
Jan 13, 2018

Great hat!

5 5
This hat arrived just before a pretty rough band of cold weather and it performed great!
Skip from Oakwood, Ga.
Jan 12, 2018

If I ever wear this product out I buy another.

5 5
I spent a lot of time outdoors. This was a perfect solution to my cold head and ears. Love the fit and look.
Dog walker from Columbus, Ohio
Jan 11, 2018


5 5
Whenever it's cold

Our Values

A lot has changed since our humble beginnings in Taos, NM, more than 45 years ago—but the core values of our family business have always remained the same. Now, as then, we're dedicated to bringing you heritage-quality products expertly crafted from the world's finest natural materials.

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