Cowboy Boots

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83 Items
  • Roper Men's Brown American Patriot Western Boots - Square Toe
    $97.99 Original Price

  • Exotic Boots

    This season's most beloved new classics.

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  • Roper Men's Pierce Sidewinder Concealed Carry System Cowboy Boots - Square Toe
    $215.99 Original Price

  • Roper Men's Dado Western Boots - Snip Toe
    $213.99 Original Price

  • Roper Men's Peyton Python Exotic Western Boots - Round Toe
    $337.99 Original Price

  • Roper Men's Wilder II Tumbled Shaft Performance Western Boots - Square Toe
    $130.99 Original Price

  • Roper Men's Man's Man Western Boots - Square Toe
    $120.99 Original Price

  • Roper Men's Monterey Western Boots - Broad Square Toe
    $117.99 Original Price

  • Roper Men's Wilder II Vintage Performance Leather Western Boot - Square Toe
    $119.99 Original Price

  • Roper Men's Monterey Western Boot - Square Toe
    $117.99 Original Price

  • Roper Men's Tan Monterey Crazy Horse Oiled Leather Performance Western Boot - Square Toe
    $117.99 Original Price

  • Roper Men's Tan Faux Leather Cowboy Boots - Square Toe
    $91.99 Original Price

  • Roper Faux Leather Ostrich Print Cowboy Boots - Square Toe
    $95.99 Original Price

  • Roper Faux Ostrich Cowboy Boots - Wide Square Toe
    $95.99 Original Price

  • Roper Men's Distressed Broad Boots - Square Toe
    $95.99 Original Price

  • Roper Men's Faux Leather Cowboy Boots - Square Toe
    $91.99 Original Price

  • Roper American Biker Cowboy Boots - Square Toe
    $239.99 Original Price

  • Roper American Flag Cowboy Boots - Square Toe
    $217.99 Original Price

  • Roper Men's Cotter Western Boots - Round Toe
    $148.99 Original Price

  • Roper Men's Samuel Western Boots - Square Toe
    $214.99 Original Price $214.96 Total Price -$0.03 Sale

  • Roper Men's Sidewinder Sam Western Boots - Square Toe
    $197.99 Original Price

  • Roper Men's Sidewinder Sam Western Boots - Square Toe
    $217.99 Original Price

  • Roper Men's Ozzie Western Boots - Round Toe
    $190.99 Original Price

  • Roper Men's Patriotic Hoss Western Boots - Square Toe
    $211.99 Original Price

  • Roper Men's Roderick Western Boots - Round Toe
    $190.99 Original Price

  • Roper Men's American Patriot Western Boots - Square Toe
    $224.99 Original Price

  • Roper Men's Thin Blue Line Western Boots - Square Toe
    $224.99 Original Price

  • Roper Men's Biker Brown Western Boots - Square Toe
    $193.99 Original Price

  • Roper Men's Parker Black Western Boots - Round Toe
    $166.99 Original Price

  • Roper Men's Garland Western Boots - Square Toe
    $206.99 Original Price

  • Roper Men's Brown Parker Western Boots - Square Toe
    $166.99 Original Price

  • Roper Men's Parker Brown Western Boots - Square Toe
    $166.99 Original Price

  • Roper Men's Air Bottom Tumbled Leather Work Boots - Round Toe
    $148.99 Original Price

  • Roper Men's All In Ostrich Western Boots - Square Toe
    $335.99 Original Price

  • Roper Men's Old Glory Harness Western Boots - Snip Toe
    $226.99 Original Price

  • Roper Men's Biker Black Western Boots - Square Toe
    $202.99 Original Price

  • Roper Men's Rider Western Boots - Square Toe
    $215.99 Original Price

  • Roper Men's Tan Caiman Embossed Western Boots - Square Toe
    $199.99 Original Price

  • Roper Men's Marksman Western Boots - Square Toe
    $199.99 Original Price

  • Roper Men's All In Caiman Belly Western Boots - Square Toe
    $499.99 Original Price $399.96 Total Price -$100.03 Sale
    You Save: $100.03 (20% off)

  • Roper Men's Lars Vintage Cognac Embossed Caiman Cowboy Boots - Square Toe
    $218.99 Original Price $184.96 Total Price -$34.03 Sale
    You Save: $34.03 (16% off)

  • Roper Men's Pierce Embossed Caiman Sidewinder Concealed Carry System Cowboy Boots - Square Toe
    $215.99 Original Price

  • Roper Men's Sidewinder Conceal Carry Cowboy Boots - Narrow Round Toe
    $229.99 Original Price $199.96 Total Price -$30.03 Sale
    You Save: $30.03 (13% off)

  • Roper Men's Brown Conceal Carry Pocket Pierce Boots - Square Toe
    $179.99 Original Price

  • Roper Men's Cassidy Marble Cognac Cowboy Boots - Round Toe
    $166.99 Original Price

  • Roper Men's Stretch Embossed Ostrich Cowboy Boots - Square Toe
    $181.99 Original Price

  • Roper Men's Leather Embossed Teju Lizard Cowboy Boots - Wide Square Toe
    $190.99 Original Price

  • Roper Men's Sidewinder Concealed Carry System Cowboy Boots - Wide Square Toe
    $215.99 Original Price



Men's Boot Fit Guide

To ensure your boot fits properly and comfortably, consider the following tips. Begin by sitting or standing, firmly step down or use the pull straps to guide your foot in. This may require some effort, but your entire foot should feel snug, and you’ll hear a thump once your foot hits the insole. The top of the boot should feel like a firm handshake while the heel should lift less than an inch when you walk. Once in, the sole will conform and move with your foot to give you the best, most comfortable fit.