Wool Gambler shaped hat in color Black with leather band featuring accented stitching and diamond shaped dull brass studs
Underneath shot of wool gambler shaped hat in color Black showing organic cotton inner band and removable secret inner pocket
Man in wool gambler shaped hat in color Black with leather band featuring accented stitching and diamond shaped dull brass studs
Woman with long hair in wool gambler shaped hat in color Black with leather band featuring accented stitching and diamond shaped dull brass studs

Arizona Wool Gambler Hat | Black

Regular price$104.00
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Shipping calculated at checkout.
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HOW TO FIND YOUR CORRECT HAT SIZE

Even the most accurate measurement of your head (which we will teach you here) doesn’t always mean the hat you receive will be a perfect fit. There are many factors that can get in the way of receiving the perfect fit on the first try. One is the use of natural materials. Sometimes leather or certain straw hats for example can be slightly thicker or thinner with each batch of material, even when sewing a hat the technician can use a little bit less or more pressure and the size will be slightly affected. So hat sizing isn’t an exact science but an accurate measurement of your head is a good place to start. That along with working with a hat brand that cares about you getting the perfect hat for you. WE PROVIDE FREE SIZE INSERTS IN EVERY ORDER JUST INCASE YOU NEED THEM.

THINGS TO CONSIDER

Does the hat brand you are considering offer free sizing tape in case the hat is slightly too large? We add 2 free size inserts in every order, if you need more please contact us!

Does the hat brand offer hassle free, free returns in case the hat doesn’t fit for any reason? Add our Re:do insurance for $2.98 and get free unlimited exchanges and package insurance.

Does the hat brand have a crew of hat experts to help you in case there is a sizing problem? Call us or email we will help you!

WE DO WHAT IT TAKES TO FIND YOU THE PERFECT FIT!

 LETS GET STARTED ON YOUR HAT SIZE

  • Use a soft measuring tape or a piece of string (not elasticized or stretchy).
  • Place the tape measure or string on your forehead and measure the circumference about 1/2 inch or 1.5cm above your ears, about where your hat would sit.

  • If you have another hat that shows the size, you can use that information. 
  • Check the length of the tape measure or string to determine your size. (if using a string, hold it up against a ruler)
  • Use the size charts on the product pages to find your perfect fit. For example, if your measurement comes to 22 inches or 56cm, then you would choose a size Medium hat.
  • Make sure you measure your head multiple times and get 2 measurements that are the same to be 100% sure.

*If you fall in between sizes, choose the next biggest size. We will send two free size inserts with every hat ordered, just incase your hat needs a slight reduction. If you need more than 2 please reach out we can send you more.

See the size charts above. Your hat is either an individual size like Small or Medium or Large etc. or uses a stretch band that covers 2 sizes like Small/Medium and Large/X-Large. Each size can cover a slight range but that is OK, choose the size in your range.


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  • LIFETIME GUARANTEE
  • 50% DISCOUNT IF EVER LOST OR STOLEN

Desert-Tested Durability Meets Premium Australian Craftsmanship

The Arizona Wool Gambler delivers legendary protection with authentic western style. Handcrafted from Australian wool with water-resistant treatment and UPF 50+ protection, this classic gambler hat embodies the rugged spirit of the American Southwest while supporting sustainable practices.

Key Features:

  • 100% Premium Australian Wool - Naturally water-resistant, breathable, and temperature-regulating for superior comfort in desert conditions
  • Water-Resistant Performance - Advanced treatment keeps you completely dry through rain and harsh weather
  • UPF 50+ Sun Protection - UPF 50+ rated protection shields you from intense desert sun during extended outdoor exposure
  • Classic Gambler Styling - Iconic 3" brim with 4.25" oval crown for authentic southwestern elegance
  • Crushable & Travel-Ready - Maintains its shape after packing, perfect for desert adventures and travel

Perfect For:

Desert hiking and southwestern adventures • Ranch work in harsh conditions • Western events and gatherings • Outdoor work requiring serious protection • Travel to arid climates • Anyone who appreciates authentic western style with premium protection

Arizona Desert Heritage:

Arizona's unforgiving desert landscape demands gear that can withstand extreme conditions. This gambler hat captures that same resilient spirit, providing the protection and style needed to thrive in the harshest environments while honoring the authentic western tradition.

Sustainable Excellence:

  • Responsible Wool Standard Certified for ethical sourcing
  • Member of Business Social Compliance Initiative
  • Organic cotton sweatband and inner pouch for chemical-free comfort
  • Labels from organic cotton printed with veggie dyes
  • All tags FSC certified for environmental responsibility
  • Handmade in China from premium Australian wool

Technical Specifications:

  • 3" brim for optimal sun coverage
  • 4.25" crown height for comfortable fit
  • Classic long oval crown design
  • Crushable construction for travel convenience

Unmatched Value:

  • Limited lifetime guarantee against manufacturing defects
  • 50% discount replacement if lost or stolen
  • Free sizing inserts included with every order

When you choose the Arizona Wool Gambler, you're embracing the legendary spirit of the American Southwest. The premium Australian wool develops beautiful character over time while providing unmatched water-resistant protection, making this your trusted companion for every desert adventure.

Overall rating: 5.0 / 5 from 32 reviews.

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Reviews

"Great looking hat!"

Wayne (5/5)

An amazing Gambler hat

"This is my 4th purchase from Connor and they did not disappoint. The hat is both stylish and comfortable. I receive regular compliments whenever I'm out with it."

Robert F. (5/5)

Best Gambler Hat Out There

"Love this hat! I really like that it does not have a pronounced taco brim like so many other gambler hats out there. I own several gambler style hats, but I never wear them because they have too much of a taco brim, which does not look good on me personally. So, when looking for a new gambler hat, I specifically wanted one with a flatter brim, or a slight up-curl and this hat seemed to fit the bill. I took a chance and bought this hat, and I am really glad I did. The hat was exactly what I was looking for. Out of the box the hat was beautiful, perfectly shaped, and indeed featured a flatter brim when compared to my other gambler hats. I also like that this hat features a taller crown. So many fedora style hats these days, especially the gambler style hats come with short/shallow crowns preventing a secure and stable fit. And finally, the hat band is also very cool looking too. Fit: My head size is 23.35" and I typically wear a 7 3/8-7 1/2 or 59-60 hat size. I purchased the large size, and it fits me just a tad loose which was remedied by placing felt strips inside the sweatband. Easy fix. I would buy this hat again."

Adam (5/5)

Top-notch hat!

"Had my eye on the Gambler for a while and finally ordered one, in black. My wife was immediately impressed and jokes that it’s my “villain” hat! I’ve been wearing it for a couple weeks and have received multiple compliments. Like all the Conner hats I’ve purchased, this one is very high quality and looks fantastic. I also appreciate their ecological practices and ethics. Buy with confidence!"

Brendan M. (5/5)

Great Hat

"My second purchase from Conner Hats!!! Very happy with this hat!!! Was worth every penny!!!"

Peter W. (5/5)

Beautiful very well made hat.

"Beautiful very well made hat."

Wesley J. (5/5)

Amazing

"I just love my new hat. It is so comfortable, so classy. Fits perfect. I am very happy. Well there is one issue I am angry about. I can't wear it this summer, it's just to warm for me. But that's OK, ill wait till Fall to get back to my favorite hat. Thank you"

Jon H. (5/5)

Arizona Wool Gambler

"Fits great. Does a fantastic job of shedding water. You"

Bruce A. (5/5)

One of the best

"Never heard of Connor hats until I was doing an image search for a Gambler. After reading the description of both the hat and company, and seeing the price, I pulled the trigger and ordered one. I am so glad I did. I was above my expectations. Great fit. Beautifully made, and stiffer than I expected. I would definitely recommend this hat to anyone looking."

Eric G. (5/5)

A Character-Defining Hat

"This hat has become me. I am complimented on it all the time. It really does take the weather, keeps me warm, and becomes part of your character."

Jonathan C. (5/5)

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