Men's Bailey Hats

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  • Bailey Men's Charcoal Western Hastings Cowboy Hat
    $179.99 Original Price

  • 4.5
    (2 Reviews)
    Bailey Jax 15X Straw Cowboy Hat
    $99.99 Original Price

  • 3.0
    (1 Review)
    Bailey Desert Breeze Straw Cowboy Hat
    $64.99 Original Price

  • 5.0
    (1 Review)
    Bailey Kace 10X Straw Cowboy Hat
    $84.99 Original Price

  • 5.0
    (2 Reviews)
    Wind River by Bailey Columbia Outback Hat
    $114.99 Original Price

  • Bailey Enzo 20X Straw Cowboy Hat
    $100.00 Original Price

  • 1.0
    (1 Review)
    Renegade by Bailey Men's Lucius Camel Felt Hat
    $139.99 Original Price

  • Bailey Men's Tan Palomo Wool Felt Cowboy Hat
    $120.00 Original Price

  • Bailey Men's 10X Natural Vaquero Palm Western Straw Hat
    $80.00 Original Price

  • Bailey Men's Renegade Hickstead Western Hat
    $134.99 Original Price

  • 5.0
    (3 Reviews)
    Bailey Men's Tombstone Black Western Hat
    $114.99 Original Price

  • Bailey Men's Pro 5X Wool Felt Cowboy Hat
    $324.99 Original Price

  • Bailey Men's Havasu 20X Glazed Shantung Western Hat
    $95.00 Original Price

  • Bailey Men's Shawnee Diamond Vented Western Hat
    $55.00 Original Price

  • Bailey Men's Roswell 15X Straw Western Hat
    $85.00 Original Price

  • 5.0
    (3 Reviews)
    Bailey Western Tombstone Pecan Brown Hat
    $114.99 Original Price

  • Bailey 4X Lightning Wool Felt Cowboy Hat
    $189.99 Original Price

  • 4.3
    (3 Reviews)
    Bailey Desert Knight Black Straw Western Hat
    $48.00 Original Price

  • Bailey Western Lightning 4X Pecan Fur Felt Hat
    $130.00 Original Price

  • Bailey Western Lightning 4X Black Fur Felt Hat
    $189.99 Original Price

  • 5.0
    (2 Reviews)
    Renegade by Bailey Men's Lucius Slate Felt Hat
    $139.99 Original Price

  • 5.0
    (2 Reviews)
    Wind River by Bailey Switchback Pecan Outback Hat
    $114.99 Original Price

  • 1.0
    (1 Review)
    Bailey Ryker 15X Straw Cowboy Hat
    $99.99 Original Price

  • Bailey Men's Murphy II 2X Black Cowboy Hat
    $129.99 Original Price

  • Bailey Men's Steel Western Zippo Cowboy Hat
    $124.99 Original Price

  • Bailey Men's Seneca 15X Straw Western Hat
    $85.00 Original Price

  • 5.0
    (1 Review)
    Bailey Western Stampede Silver Cattleman Crown Hat
    $114.99 Original Price

  • 3.0
    (2 Reviews)
    Bailey Western Dynamite 2X Black Cowboy Hat
    $114.99 Original Price

  • Wind River by Bailey Firehole Black Western Hat
    $114.99 Original Price

  • Bailey Men's Shandrach Straw Western Hat
    $48.00 Original Price

  • 1.0
    (1 Review)
    Bailey Cassius 7X Straw Cowboy Hat
    $74.99 Original Price

  • Wind River by Bailey Men's Firehole Brown Western Hat
    $114.99 Original Price

  • Wind River by Bailey Men's Nock Putty Western Hat
    $114.99 Original Price

  • Bailey Men's Chaparral Straw Bound Edge Western Hat
    $55.00 Original Price

  • Bailey Men's Lubbock Bangora Straw Western Hat
    $48.00 Original Price

  • Bailey Western Wichita Cowboy Hat
    $114.99 Original Price

  • Bailey Western Big Zwey Black Top Hat
    $134.99 Original Price

  • 5.0
    (1 Review)
    Wind River by Bailey Switchback Black Outback Hat
    $80.00 Original Price

  • Wind River by Bailey Rider Black Western Hat
    $114.99 Original Price

  • Bailey Men's Stellar 20X Fur Felt Cowboy Hat
    $524.99 Original Price

  • Bailey Men's Stellar 20X Fur Felt Cowboy Hat
    $524.99 Original Price

  • Bailey Men's Roderick 3X Premium Wool Felt Cowboy Hat
    $134.99 Original Price

  • Bailey Men's Elbridge 3X Premium Wool Felt Cowboy Hat
    $124.99 Original Price

  • Bailey Men's Emmett 3X Wool Felt Cowboy Hat
    $95.00 Original Price

  • Bailey Men's Pro 5X Wool Felt Cowboy Hat
    $324.99 Original Price

  • Bailey Men's Gage 10X Fur Felt Cowboy Hat
    $414.99 Original Price

  • 4.0
    (2 Reviews)
    Bailey Men's Murphy II 2X Brown Cowboy Hat
    $134.99 Original Price

  • Bailey Men's Black Truckton 3X Cowboy Hat
    $134.99 Original Price

Bailey Hats

A Bailey cowboy hat is all about timeless western style. American made from the highest quality materials, Bailey hats has a proud history and an international reputation. At Sheplers.com you can find a great selection of high quality Bailey hats at great sale prices. Bailey makes hats for any kind of man and any sort of activity. Whether you’re a competitive bull rider, a rancher, or regular old cowboy, you will surely find the perfect fit, style and price just for you. During the summer make sure to check out our assortment of Bailey straw hats which will keep you cool and protect you from the sun during those long days working in the fields. When the weather becomes frigid, a wool felt cowboy hat will keep you warm so you can stay out on the ranch from dusk till dawn. Get ready to take on the great outdoors with a cowboy hat from Bailey today!