Arrow Fat Left Icon Arrow Fat Right Icon Arrow Right Icon Cart Icon Close Circle Icon Expand Arrows Icon Facebook Icon Instagram Icon Pinterest Icon Youtube Icon Hamburger Icon Information Icon Down Arrow Icon Mail Icon Mini Cart Icon Person Icon Ruler Icon Search Icon Shirt Icon Triangle Icon Bag Icon Play Video
Free standard shipping

Gambler Hats

Gambler hats are part western and part outback. They became popular in the days of riverboat casinos that moved up and down the Mississippi river. Their distinct oval crown and wide brim set them apart from other western hat styles. We make ours from soft Australian wool, Hemp and different types of straw. Not too stiff and very comfortable with a generous brim for maximum sun protection. Grab a deck of cards, a cigar or cool glass of lemonade and transport yourself back in time.

Top-Quality Handmade Gambler Hats

Straw Gambler Hat

This classic shape has been around since the 1800s. Our straw gambler hats are made of palm straw, hemp, and 100% recycled paper. Enjoy a day at the beach or a stroll in your favorite Southern city with our classic gambler hat.

  • Conner Hats Gamblers Natural / Small Gunston Plantation Gambler Hat
  • Conner Hats Gamblers Camel / Small Hemp Sun Shade Hat
  • Conner Hats Gamblers Ivory / Small Southern Shade Toyo Straw Hat
  • Shop Straw Gambler Hats

    Wool Gambler Hat

    Our wool gambler hats are designed with classic round crowns, wide brims, and unique leather bands. Both crushable and waterproof, they won't stop you from the same adventures had in the Wild West and the Outback.

  • Conner Hats Gamblers Arizona Wool Gambler
  • Conner Hats Gamblers Black / Small Quincy Waterproof Wool Gambler
  • Shop Wool Gambler Hats