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Men's Roper & Wellington Cowboy Boots

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Page 1 (40 products)

Justin Stampede Waxed Brown Saddle Waterproof Work Boots - Soft Round Toe

Justin Stampede Waxed Brown Saddle Waterproof Work Boots - Soft Round Toe

  • 30 Sizes Available

$119.99 Save $10

Justin Stampede Roper Cowboy Boots - Round Toe

Justin Stampede Roper Cowboy Boots - Round Toe

  • 20 Sizes In Stock

$109.99 Save $10

  • BAY APACHE
  • BLACK
Handcrafted Classics Lucchese Whiskey Burn Baby Buffalo Roper Boot

Handcrafted Classics Lucchese Whiskey Burn Baby Buffalo Roper Boot

  • 50 Sizes Available

$579.99 Save $30

Handcrafted Lucchese Burnished Tan Ostrich Roper Boot - Roper Toe

Handcrafted Lucchese Burnished Tan Ostrich Roper Boot - Roper Toe

  • 28 Sizes Available

$489.99 Save $20

Ariat Brown Maverick II Pull On Work Boot - Soft Toe

Ariat Brown Maverick II Pull On Work Boot - Soft Toe

  • 25 Sizes Available

$159.99 Save $10

Ariat Heritage Roper Boot - Roper Toe

Ariat Heritage Roper Cowboy Boot - Roper Toe

  • 20 Sizes Available

$129.99 Save $10

  • BLACK
  • BROWN
Justin Stampede Camo Waterproof Work Boot - Round Toe

Justin Stampede Camo Waterproof Work Boot - Round Toe

  • 30 Sizes Available

$119.99 Save $10

Justin Bay Apache Classic Roper Boot - Round Toe

Justin Bay Apache Classic Roper Boot - Round Toe

  • 55 Sizes Available

ratings  2 Reviews

$119.99 Save $10

Justin Black Classic Roper Boot - Round Toe

Justin Black Classic Roper Boot - Round Toe

  • 76 Sizes Available

ratings  5 Reviews

$109.99 Save $10

Ariat Sierra Saddle Western Work Boots

Ariat Sierra Saddle Western Work Boots

  • 24 Sizes Available

$149.99 Save 20%

Handcrafted Lucchese 2000 Lone Star Roper Cowboy Boot

Handcrafted Lucchese 2000 Black Lone Star Roper Cowboy Boot

  • 39 Sizes Available

ratings  4 Reviews

$279.99 Save $20

Ariat Sierra Roper Work Boots - Soft Round Toe

Ariat Sierra Roper Work Boots - Soft Round Toe

  • 25 Sizes Available

ratings  2 Reviews

$149.99 Save $30

Handcrafted Lucchese 1883 Full Quill Ostrich Boots - Roper Round Toe

Handcrafted Lucchese 1883 Full Quill Ostrich Roper Boot - Round Toe

  • 16 Sizes In Stock

ratings  4 Reviews

$409.99 Save $20

  • BARNWOOD
  • BLACK
Justin Stampede Work Boots - Soft Toe

Justin Stampede Steel Blue Saddle Vamp Work Boots - Soft Toe

  • 22 Sizes In Stock

ratings  7 Reviews

$109.99 Save $10

Justin Stampede Work Boots - Soft Toe

Justin Stampede Tan Premium Saddle Vamp Work Boots - Soft Toe

  • 22 Sizes Available

ratings  2 Reviews

$99.99 Save $10

Justin Stampede Work Boots - Soft Toe

Justin Bay Apache Stampede Saddle Vamp Work Boots - Soft Toe

  • 22 Sizes Available

ratings  1 Reviews

$104.99 Save $5

Old West Black Leather Roper Cowboy Boots

Old West Black Leather Roper Cowboy Boots

  • 18 Sizes In Stock

ratings  29 Reviews

$59.99 Save 25%

Old West Distressed Leather Roper Cowboy Boots

Old West Distressed Leather Roper Cowboy Boots

  • 14 Sizes In Stock

ratings  14 Reviews

$59.99 Save 25%

Old West Black Cherry Leather Roper Cowboy Boots

Old West Black Cherry Leather Roper Cowboy Boots

  • 18 Sizes In Stock

ratings  18 Reviews

$59.99 Save 25%

Ariat Heritage roper boots

Ariat Timber Heritage roper Cowboy Boots

  • 20 Sizes In Stock

ratings  26 Reviews

$129.99 Save $10

Ariat® Sierra western work boots

Ariat® Sierra Western Work Boots

  • 23 Sizes Available

ratings  6 Reviews

$179.99 Save $10

  • AGED BARK
  • BLACK
Tony Lama TLX ® Waterproof Work Boot

Tony Lama TLX Waterproof Work Boots

  • 26 Sizes In Stock

ratings  13 Reviews

$179.99 Save $10

Justin JOW Worker II Pull-On Work Boots

Justin JOW Worker II Pull-On Work Boots

  • 24 Sizes Available

ratings  22 Reviews

$109.99 Save $10

Ariat® Sierra H2O waterproof work boots

Ariat® Sierra H2O waterproof Work Boots

  • 26 Sizes In Stock

ratings  29 Reviews

$159.99 Save $10

Justin® JOW pullon western work boots

Justin® JOW pullon western work boots

  • 20 Sizes Available

ratings  4 Reviews

$149.99 Save $10

  • MAHOGANY
  • AGED BARK
  • COPPER
Handcrafted Lucchese® Classics goatskin roper boots

Handcrafted Lucchese® Classics goatskin roper cowboy boots

  • 40 Sizes Available

ratings  15 Reviews

$519.99 Save $30

  • BLACK
  • BROWN
  • COGNAC
Justin® melo-veal leather roper boots

Justin® melo-veal leather roper boots

  • 25 Sizes Available

ratings  14 Reviews

$159.99 Save $10

Justin George Strait 3.1 roper

Justin George Strait 3.1 Series waterproof roper

  • 19 Sizes Available

ratings  23 Reviews

$159.99 Save $10

  • SUNSET
  • COFFEE
  • CHESTNUT
Handcrafted Lucchese® Mad Dog leather roper boots

Handcrafted Lucchese® 2000 Mad Dog leather roper cowboy boots

  • 28 Sizes Available

ratings  19 Reviews

$309.99 Save $20

  • CHOCOLATE
  • TAN
Old West Leather Roper Cowboy Boots

Old West Leather Roper Cowboy Boots

  • 19 Sizes In Stock

ratings  124 Reviews

$59.99 Save 25%

  • DISTRESSED
  • BLACK
  • BLK CHERRY
  • TAN
Justin Classics Roper Cowboy Boots

Justin Classics Roper Cowboy Boots

  • 25 Sizes Available

ratings  59 Reviews

$109.99 Save $10

  • BLACK
  • BLK CHERRY
  • TAN
Justin smooth ostrich roper boots

Justin smooth ostrich roper cowboy boots

  • 31 Sizes Available

ratings  41 Reviews

$189.99 Save $10

  • BLACK
  • BROWN
  • COGNAC
Justin full quill ostrich roper boots

Justin full quill ostrich roper cowboy boots

  • 24 Sizes Available

ratings  8 Reviews

$359.99 Save $20

  • BLACK
  • BROWN
  • COGNAC
Justin® Classics deerlite roper cowboy boots

Justin® deerlite roper cowboy boots

  • 33 Sizes Available

ratings  11 Reviews

$139.99 Save $10

  • CHESTNUT
  • DK BROWN
Justin® lizard roper cowboy boots

Justin® lizard roper cowboy boots

  • 23 Sizes Available

ratings  8 Reviews

$299.99 Save $20

  • BLACK
  • PEANT BRTL
Laredo® roper work boots

Roper cowboy work boots

  • 23 Sizes Available

ratings  17 Reviews

$74.99 Save $5

  • BLACK
  • BROWN
Ariat Heritage Roper Cowboy Boots

Ariat Heritage Roper Cowboy Boots

  • 24 Sizes In Stock

ratings  85 Reviews

$129.99 Save $10

  • DISTRESSED
  • BLACK
Justin Basics Roper Cowboy Boots

Justin Basics Roper Cowboy Boots

  • 28 Sizes In Stock

ratings  102 Reviews

$74.99 Save $5

  • BAY APACHE
  • BLACK
Handcrafted Lucchese 2000 Smooth Ostrich Roper Cowboy Boots

Handcrafted Lucchese 2000 Smooth Ostrich Roper Cowboy Boots

  • 10 EE

ratings  1 Reviews

$289.99 Save $20

Justin® Original Pull-On Work Boots

Justin® Original Pull-On Work Boots

  • 41 Sizes Available

ratings  40 Reviews

$149.99 Save $10

  • BLACK
  • COPPER
  • BROWN
  • TOBACCO

Best Sellers


Men's Roper & Wellington Cowboy Boots

Choose from our large selection of Roper and Wellington Boots for Men including Ariat, Justin, Old West , & Lucchese brands with Pull on Work & Waterproof to George Strait & Apache from Sheplers.