Men's Bailey Hats

There are 95 products available

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Men's Bailey Hats

There are 95 products available

  • Bailey Men's Steel Pro 5X Wool Felt Cowboy Hat
    $282.99 Original Price $42.99 Sale $240.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Black Hickstead Cowboy Hat
    $117.99 Original Price $17.99 Sale $100.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Black Zippo 2X Wool Felt Hat
    $105.99 Original Price $15.99 Sale $90.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Wind River by Bailey Firehole Brown Western Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Brown Pro 5X Wool Felt Cowboy Hat
    $282.99 Original Price $42.99 Sale $240.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey 4X Lightning Wool Felt Cowboy Hat
    $176.99 Original Price $27.00 Sale $149.99 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Black Hobson 2X Western Hat
    $105.99 Original Price $15.99 Sale $90.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Western Lightning 4X Black Fur Felt Hat
    $152.99 Original Price $22.99 Sale $130.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Charcoal Western Hastings Cowboy Hat
    $164.99 Original Price $24.99 Sale $140.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Western Ellsworth Cowboy Hat
    $132.99 Original Price $20.49 Sale $112.50 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Western Tombstone Pecan Brown Hat
    $84.99 Original Price $12.99 Sale $72.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Pro 5X Wool Felt Cowboy Hat
    $235.99 Original Price $35.99 Sale $200.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Wind River by Bailey Columbia Outback Hat
    $70.99 Original Price $10.99 Sale $60.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • 5.0
    (1 Review)
    Bailey Western Stampede Silver Cattleman Crown Hat
    $84.99 Original Price $12.99 Sale $72.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Jericho 3X Wool Felt Cowboy Hat
    $111.99 Original Price $16.99 Sale $95.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Kace 10X Straw Cowboy Hat
    $99.99 Original Price $15.00 Sale $84.99 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Beige Commodore II Hat
    $105.99 Original Price $15.99 Sale $90.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Silver Belly Lightning 4X Cowboy Hat
    $152.99 Original Price $22.99 Sale $130.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Tombstone Black Western Hat
    $84.99 Original Price $12.99 Sale $72.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Fields 4X Straw Cowboy Hat
    $64.99 Original Price $9.99 Sale $55.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Enzo 20X Straw Cowboy Hat
    $117.99 Original Price $17.99 Sale $100.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Ryker 15X Straw Cowboy Hat
    $117.99 Original Price $18.00 Sale $99.99 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Black Truckton 3X Cowboy Hat
    $111.99 Original Price $16.99 Sale $95.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Ruger II 15X Straw Western Hat
    $105.99 Original Price $15.99 Sale $90.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Pecan Traveller 2X Hat
    $105.99 Original Price $15.99 Sale $90.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Eddy Bros. by Bailey Men's Calaboose Western Hat
    $47.99 Original Price $7.99 Sale $40.00 17% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Steel Vagabond 2X Hat
    $94.99 Original Price $14.99 Sale $80.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Wind River by Bailey Firehole Black Western Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Beige Hobson 2X Hat
    $105.99 Original Price $15.99 Sale $90.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Steel Western Zippo Cowboy Hat
    $105.99 Original Price $15.99 Sale $90.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • 3.0
    (1 Review)
    Bailey Desert Breeze Straw Cowboy Hat
    $58.99 Original Price $8.99 Sale $50.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • 4.0
    (1 Review)
    Bailey Western Dillinger Flat Top Hat
    $117.99 Original Price $17.99 Sale $100.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Western Wichita Cowboy Hat
    $82.99 Original Price $12.99 Sale $70.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • 5.0
    (1 Review)
    Bailey Western Stampede Cattleman Crown Cowboy Hat
    $84.99 Original Price $12.99 Sale $72.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Western Lightning 4X Pecan Fur Felt Hat
    $152.99 Original Price $22.99 Sale $130.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • 5.0
    (1 Review)
    Bailey Western Dynamite 2X Black Cowboy Hat
    $82.99 Original Price $12.99 Sale $70.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Western Big Zwey Black Top Hat
    $89.99 Original Price $13.99 Sale $76.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Wind River by Bailey Switchback Black Outback Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Wind River by Bailey Switchback Pecan Outback Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • 5.0
    (1 Review)
    Wind River by Bailey Palisade Brown Western Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Wind River by Bailey Men's Nock Putty Western Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Recoil Wool Felt Outback Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Flyway Wool Felt Outback Hat
    $75.99 Original Price $11.99 Sale $64.00 16% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Wheeler 3X Wool Felt Cowboy Hat
    $111.99 Original Price $16.99 Sale $95.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • 3.0
    (1 Review)
    Bailey Men's Wheeler 3X Wool Felt Cowboy Hat
    $111.99 Original Price $16.99 Sale $95.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Roderick 3X Premium Wool Felt Cowboy Hat
    $111.99 Original Price $16.99 Sale $95.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Roderick 3X Premium Wool Felt Cowboy Hat
    $111.99 Original Price $16.99 Sale $95.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75
  • Bailey Men's Elbridge 3X Premium Wool Felt Cowboy Hat
    $111.99 Original Price $16.99 Sale $95.00 15% Total Savings
    FREE Shipping: ALL Orders Over $75

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!