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Quincy Waterproof Wool Gambler



Wool Hat Gamblers Black / Small Quincy Waterproof Wool Gambler
Wool Hat Gamblers Black / Small Quincy Waterproof Wool Gambler
Wool Hat Gamblers Burgundy / Small Quincy Waterproof Wool Gambler
Wool Hat Gamblers Grey / Small Quincy Waterproof Wool Gambler
Wool Hat Gamblers Putty / Small Quincy Waterproof Wool Gambler
Wool Hat Gamblers Quincy Waterproof Wool Gambler
Wool Hat Gamblers Quincy Waterproof Wool Gambler

Quincy Waterproof Wool Gambler



Free USA Domestic Shipping on Orders Over $75
Free Returns
Our 100% Guarantee


The Quincy gambler style hat is made from waterproof Australian wool and its crushable! The gambler shape is part outback and part Western. Fitted with a comfortable inner organic cotton band for a great fit.

  • Made from 100% Australian Wool
  • 3" Brim
  • 4.25" Crown Height
  • Crushable
  • UPF 50+
  • Waterproof
  • Organic Cotton Sweatband
  • Organic Cotton Inner Pouch with Care Instructions
  • Handmade in China



  • Cruelty-Free Wool
  • Formaldehyde-Free
  • Azo Dye-Free
  • Biodegradable packaging
  • Water soluble garment bags
  • Biodegradable tag connectors
  • 100% recycled paper tags


Wool Hat Gamblers Black / Small Quincy Waterproof Wool Gambler


  • Size Chart
  • Care Instructions

Customer Reviews

Based on 46 reviews
Eric Strand
Hats off

Very well fitting. Forgot about waterproof and dumped water in the wrong place when taking it off. Must remember to tip hat properly when wet. Nice and warm, great for my location. PNW.

Jeffrey Rainey
A wonderful hat, and a daily wear

There is a reason why Conner Hats have the reputation for quality that they do, and this hat is evidence. I've wanted a gambler ever since I got into hats, and this hat was a bit of a gamble itself. There was the currency exchange rate, shipping costs to Canada, and in transit the package was mishandled and/or tampered with, arriving in a crushed box (the only reason it has 4 stars instead of 5.)
The Conner team was very responsive and receptive from the get go, requesting pictures of the hat to judge its condition, linking to tips on how to fix a hat that has endured the odd accident, and if worse came to worst offering a free return minus the shipping costs to send it back. TO clarify, this was not how the hat was sent out, but rather an unfortunate mishap along the way. Even the Conner branded tape was swapped out for plastic tape.
Thankfully however, the hat survived, and is the first extra large sized hat to fit my head like a glove without requiring inner size tape, which Conner will give you free of charge upon request. It's a joy to wear! The team was also kind enough to describe the hat's profile to me while I was still shopping, explaining how the material feels and what the colour putty looks like as I am totally blind and cannot see the pictures.
The proportions are exactly what I was hoping for, with the 3 inch brim having a subtle curl around the edges complimenting my jawline, the crown being a good height for, well, my height, and the wool of the hat feels like a Melton jacket. Very classy! I look forward to several years of making memories with this hat, and I fully recommend Conner Hats to anyone looking to treat their head in addition to protecting it from the elements.

Thomas W.
Very Handsome Hat

The hat arrived well packaged and in perfect condition. It is a shade to big but, with the supplied foam fillers it fits good. The quality is very high and I love the putty color. Great hat, I'm very happy with it. I like hats and look forward do doing business with you again.
Ya, did good Conner!

Thank you kind sir! I tip my hat to you.

James Black
Perfect for a hat that takes the terror of travel

Needed a gambler style hat that would not obscure the fretboard, or overly shade a face on stage and could take getting thrown around by roadies and still maintain shape. The Quincy fills the bill and looks great. Wear a 7 1/4” ball cap so was sitting the fence on whether to order a medium or large. True to style gambled on the medium and it’s a perfect fit with no adjustments. Well done Conner!

Tag us in when you post a pic of you wearing the hat. We would love to see pictures of you on stage!

Great hat

Love this hat. Looks great, feels great. My go to hat. I will undoubtedly purchase more from Conner hats in the future.

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