Vintage Cowboy Boots

There are 43 products available

Refine Your Results By:

Toe

Brand

Style

Feature

Skin

Color

Vintage Cowboy Boots

There are 43 products available

  • Laredo Men's Laramie Western Boots - Snip Toe
    $189.99 Original Price See price in checkout
  • Justin Men's Bent Rail Cowboy Boots - Square Toe
    $302.99 Original Price $45.55 Sale $257.44 15% Total Savings
  • Tin Haul American Flag Dogtag Cowboy Boots - Square Toe
    $431.99 Original Price $65.61 Sale $366.38 15% Total Savings
  • Tony Lama Chocolate Vintage Hornback Caiman Cowboy Boots - Square Toe
    $838.99 Original Price $126.55 Sale $712.44 15% Total Savings
  • Stetson Brown Harness Cowboy Boots - Snip Toe
    $443.99 Original Price $66.83 Sale $377.16 15% Total Savings
  • Ariat Nighthawk Vintage Cowboy Boots - Square Toe
    $323.99 Original Price $49.05 Sale $274.94 15% Total Savings
  • Tin Haul Smokin' Hot Rod Cowboy Boots - Square Toe
    $507.99 Original Price $76.96 Sale $431.03 15% Total Savings
  • Dan Post Lucky Break Cowboy Boots - Snip Toe
    $336.99 Original Price See price in checkout
  • Tony Lama Men's Americana Leather Western Boots - Square Toe
    $279.99 Original Price $42.55 Sale $237.44 15% Total Savings
  • Lucchese Tan Van Giant Gator Cowboy Boots - Square Toe
    $795.00
  • Ariat Copper Barstow Cowboy Boots - Square Toe
    $323.99 Original Price $49.05 Sale $274.94 15% Total Savings
  • Ariat Sport Western Cowboy Boots - Medium Toe
    $205.99 Original Price $31.05 Sale $174.94 15% Total Savings
  • Justin Bent Rail Brown Distressed Ostrich Print Cowboy Boots - Square Toe
    $294.99 Original Price $45.05 Sale $249.94 15% Total Savings
  • Tony Lama Suntan Century Americana Cowboy Boots - Square Toe
    $279.99 Original Price $42.55 Sale $237.44 15% Total Savings
  • Ariat Men's Wheat Wildfire Boots - Wide Square Toe
    $382.99 Original Price $58.05 Sale $324.94 15% Total Savings
  • Dan Post Lingbergh Cowboy Boots - Square Toe
    $204.99 Original Price See price in checkout
  • Lucchese Wes Elephant Exotic Western Boots - Square Toe
    $817.00
  • Lucchese Cognac Ryan Shark Cowboy Boots - Square Toe
    $435.00
  • Stetson Men's Brown Tooled Wingtip Cowboy Boots - Wide Square Toe
    $545.99 Original Price $82.63 Sale $463.36 15% Total Savings
  • Tony Lama Tan Vintage Hornback Caiman Exotic Cowboy Boots - Pointed Toe
    $838.99 Original Price $126.55 Sale $712.44 15% Total Savings
  • Tony Lama Chocolate Vintage Belly Exotics Caiman Western Boots - Round Toe
    $838.99 Original Price $126.55 Sale $712.44 15% Total Savings
  • Corral Overlay Cowboy Boots - Snip Toe
    $456.99 Original Price See price in checkout
  • Corral Python Inlay Western Boots
    $382.99 Original Price See price in checkout
  • Smoky Mountain Men's Distressed Denver Cowboy Boots - Round Toe
    $130.99 Original Price $19.88 Sale $111.11 15% Total Savings
  • Stetson Outlaw Buck Cowboy Boots
    $443.99 Original Price $66.83 Sale $377.16 15% Total Savings
  • Corral Brown Shaded Eagle Cowboy Boots - Square Toe
    $292.99 Original Price See price in checkout
  • Boulet Black Shoulder Boots - Medium Toe
    $409.99 Original Price $61.95 Sale $348.04 15% Total Savings
  • Laredo Tan Bennett Cowboy Boots - Square Toe
    $199.99 Original Price See price in checkout
  • Dan Post Emerson Cowboy Boots - Square Toe
    $279.99 Original Price See price in checkout
  • Boulet Super Roper Boot - Round Toe
    $347.99 Original Price $52.65 Sale $295.34 15% Total Savings
  • Stetson Hand Tooled Wingtip Cowboy Boots - Square Toe
    $545.99 Original Price $82.63 Sale $463.36 15% Total Savings
  • Corral Full Quill Ostrich Inlay Cowboy Boots - Snip Toe
    $416.99 Original Price See price in checkout
  • Boulet Challenger Cowboy Star Cowboy Boots
    $361.99 Original Price $54.39 Sale $307.60 15% Total Savings
  • Boulet Rough Stock Cowboy Boots - Square Toe
    $384.99 Original Price $57.78 Sale $327.21 15% Total Savings
  • Stetson Hand Tooled Antique Oak Wingtip Boots - Wide Square Toe
    $545.99 Original Price $82.63 Sale $463.36 15% Total Savings
  • Boulet Black and Butterscotch Shoulder Boots - Medium Toe
    $409.99 Original Price $61.95 Sale $348.04 15% Total Savings
  • Boulet Hand-Washed Cowhide Challenger Cowboy Boots - Pointed Toe
    $361.99 Original Price $54.39 Sale $307.60 15% Total Savings
  • Boulet Ranch Hand Boots - Narrow Medium Toe
    $395.99 Original Price $60.21 Sale $335.78 15% Total Savings
  • Dan Post Liberty Stars Cowboy Boots - Square Toe
    $471.99 Original Price See price in checkout
  • El Dorado Distressed Goat Cowboy Boots - Round Toe
    $529.99 Original Price See price in checkout
  • El Dorado Distressed Goat Cowboy Boots - Square Toe
    $529.99 Original Price See price in checkout
  • Roper Eagle Bandit Harness Western Boots - Square Toe
    $304.99 Original Price $46.37 Sale $258.62 15% Total Savings
  • Boulet Full Quill Ostrich Cowboy Boots - Wide Square Toe
    $735.99 Original Price $111.11 Sale $624.88 15% Total Savings

Vintage Cowboy Boots

There is nothing like putting on a pair of vintage cowboy boots and basking in the glory of our rich American history. Our men's vintage cowboy boots bring the western retro flavor that you are looking for, bringing to mind the days of the old west and long days on the ranch. For those wanting a classic vintage look, then check out our smooth leather vintage style boot collection or go more rugged with our distressed cowboy boots. With famous brands like Boulet, Stetson, Corral, Liberty Black, Chippewa and Dan Post Cowboy Boots, Sheplers definitely has what you are looking for! We offer round, snip, medium and men's square toe boots in brown, black, tan, and cognac colors. All of our cowboy boots for men ship free, so secure your western and retro style cowboy boots today!