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**Spring Outerwear Sale** 15% OFF Jackets & Vests | FREE SHIPPING on Orders Over $100
**Spring Outerwear Sale** 15% OFF Jackets & Vests | FREE SHIPPING on Orders Over $100

Men's Square Toe Boots

  • $159.95

    Men's Laredo Nico Western Boots

    Laredo
    Lightweight and handsome, good traits in a cowboy boot. The Laredo Nico is made of soft taupe leather with traditional western stitching on the upper. Comfort comes from the removable Ortholite Insert and lightweight Trucker Flex outsole. Cowboy square toe and cowboy heel
  • $184.95

    Men's Laredo Rockwell Western Work Boots

    Laredo
    Work like a champ in the Rockwell boot. Built to last with durable, premium leather. Designed to look good with classic western stitching. Comes with a broad square steel toe and a Laredo Removable Open Cell Orthotic insole for added comfort. STEEL TOE and EH rating meets ASTM F2413-18 testing standards. 60 DAY COMFORT GUARANTEE.
  • $169.95

    Men's Laredo Ross Western Boots

    Laredo
    Perfect for the saddle or a walk on the farm, the Laredo Ross boots are going to be your favorite new pair of boots. Starting with the soft leather foot and topped with the contrasting fancy stitched leather upper. Accented with a matching leather collar. Comfort starts with the removable Orthotic. Broad square toe and stockman heel. Long-wearing rubber outsole. The Laredo Ross is comfortable and good looking.
  • $169.95

    Men's Laredo Smoke Creek Western Boots

    Laredo
    Step out of the haze and into comfort and clarity with the Smoke Creek, all-leather boot from Laredo Cowboy Approved. With an 11-inch height, broad square toe and stockman heel, Smoke Creek is sure to cut through any fog. Also features a blue denim shaft, removable orthotic insert, rubber outsole, and distressed look with classic western stitching.
  • $164.95

    Men's Laredo Stringfellow Western Boots

    Laredo
    The Stringfellow Laredo steel toe work boot is made for any mission necessary. This 11-inch boot features a broad square steel toe, low walking heel and removable cushion orthotic. Western stitching on the shaft, pull-on tabs and an oil and heat resistant rubber outsole make this boot a trusty and reliable option for knocking out the day.
  • $164.95

    Men's Laredo Summit Western Boots

    Laredo
    Make a stylish impression both on and off the ranch with the Summit boot. Handcrafted from suede leather and intricate western stitching. The broad square toe, stockman heel, and comfortable removable orthotic ensure durability without compromising on comfort.
  • $169.95

    Men's Laredo Topeka Western Boots

    Laredo
    For great western style, try the Topeka on for size. Constructed with a black shoulder print leather foot and a distressed brown shaft that’s carefully detailed with traditional stitching. Comes with a Removable Orthotic, broad square toe and a Cowboy Approved II outsole.
  • $164.95

    Men's Laredo Walker Western Boots

    Laredo
    Mighty dandy and wildly comfortable, the 12-inch Walker boot from Laredo in grey is chock-full of integrity. Built with only the best leather, the Walker features a cowboy square toe, cowboy heel and comfy removable orthotic for an excellent fit.
  • $169.95

    Men's Laredo Williams Western Boots

    Laredo
    A gussied up take on a classic, the Williams Laredo boot sets itself apart with exaggerated overlay design and a worn-in look. Along with an all-leather body, the Williams features a cowboy square toe, cowboy heel, comfy removable orthotic and redline rubber outsole.
  • $164.95

    Men's Laredo Workhorse Western Work Boots

    Laredo
    Consistent, reliable, and robust—introducing our Workhorse boot. Handcrafted to meet the demands of heavy workloads, it features a removable orthotic, broad square steel toe, Work Lite outsole, and unit heel. Stamped with our Laredo Work insignia on the shaft.
  • $159.95

    Men's Laredo Workhorse Western Work Boots

    Laredo
    Consistent, reliable, and robust—introducing our Workhorse boot. Handcrafted to meet the demands of heavy workloads, it features a removable orthotic, broad square toe, Work Lite outsole, and unit heel. Stamped with our Laredo Work insignia on the shaft.
  • $254.50

    Men's Roper "2nd Amendment" Concealed Carry Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Concealed Carry System * Square Toe Burnish Tan Leather Vamp * 2nd Amendment Emb On Vintage Blue Lthr Shaft * 11" Shaft * Double Welt * All Leather Lining * Leather Walking Heel * Hybrid Outsole * REST Removeable Insole* ¾ Welt Sole
  • $249.99

    Men's Roper "2nd Amendment" Concealed Carry Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Concealed Carry System * Square Toe Burnish Tan Leather Vamp * 2nd Amendment Emb On Vintage Blue Lthr Shaft * 11" Shaft * Double Welt * All Leather Lining * Leather Walking Heel * GEO Outsole * REST Removeable Insole* ¾ Welt Sole *
  • Original price$266.99
    Current price$233.99

    Men's Roper "2nd Amendment" Western Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Square Toe Vintage Brown Leather Vamp * Printed Flag W/Emb On Vintage White Leather Shaft *
    Save 12%
  • Original price$107.99
    Current price$86.99

    Men's Roper "Texan' Vintage Brown Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Brown Vintage Faux Leather Vamp & Crown * Texas Flag Shaft * Wide Square Toe * Faux Leather Sole * Padded Insole Comfort *
    Save 19%
  • $158.99

    Men's Roper American Flag Square Toe Boot

    Roper
    Introducing our Men's Roper Boots - the embodiment of rugged workwear infused with Western craftsmanship. These boots aren't just a choice; they're a testament to hardworking men who demand nothing but the best. Key Features: 1. Timeless Western Build: In every pair of Men's Roper Boots, you'll feel the spirit of the American frontier. The intricate detailing and classic design exude the kind of swagger that's as rugged as the West itself. 2. Premium Leather Fortitude: Crafted from top-tier leather, these boots mean business. The meticulous craftsmanship ensures they endure the harshest conditions, making them your reliable partner on the job. 3. All-Day Comfort, No Compromises: A man's work is tough, and so are these boots. With advanced comfort technology, they provide the arch support and cushioning you need to power through the day without a second thought. 4. Built to Conquer Anything: Roper Boots are engineered to face challenges head-on. Whether you're on the worksite or tackling everyday obstacles, these boots are your unwavering allies. 5. Versatile Style for the Modern Man: Designed to transition seamlessly from work to leisure, Men's Roper Boots adapt to your style, whether it's rugged cowboy flair or contemporary practicality. They're the epitome of versatile, hardworking fashion. Distressed Brown Leather Vamp * American Flag Shaft * Square Toe Boot * Double Welt * 12" Shaft Cemented Sole * Padded Insole For Added Comfort * Roper, Boot, SQ TOE FASHION ALL LEATHER UPPER & SOLE
  • $105.00

    Men's Roper Black Faux Ostrich Western Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Wide Square Toe * Quality Faux Leather Materials * Faux Leather Bottom * Padded Insole For Added Comfort * Faux Ostrich Leather On Vamp * Western Stitch Design On Shaft * Black Vamp And Tan Shaft
  • $249.50

    Men's Roper Blue Suede Aztec Western Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Square Toe Waxy Brown Leather Vamp * Aztec Design Embroidered On Blue Suede Shaft * 11" Shaft * Double Welt * All Leather Lining * Leather Walking Heel * GEO Outsole * REST Removeable Insole* ¾ Welt Sole
  • $98.94

    Men's Roper Brown & Blue Faux Leather Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Wide Square Toe * Distress Brown Faux Leather with Saddle Vamp * Marbled Blue Shaft with Pull Holes * Flexible TPR Bottom * Padded Insole For Added Comfort * Western Stitch Design On Shaft *
  • $63.50

    Men's Roper Brown & Tan Wide Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Wide Square Toe * Quality Faux Leather Materials * Faux Leather Bottom * Padded Insole For Added Comfort * Western Stitch Design On Shaft * Brown Vamp And Tan Shaft *
  • $105.00

    Men's Roper Brown Faux Ostrich Western Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Wide Square Toe * Quality Faux Leather Materials * Faux Leather Bottom * Padded Insole For Added Comfort * Faux Ostrich Leather On Vamp * Western Stitch Design On Shaft * Brown Vamp And White Shaft
  • $154.99

    Men's Roper Brown Roper Square Toe Boot w/ Navy Shaft

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Leather Vamp With Faux Leather Shaft * 11" Inch Pull-On Boot * Rubber And Molded EVA Midsole Bottom * Molded Removable PU Insole For Comfort * Moisture Wicking Linings *
  • $128.50

    Men's Roper Brown Tumbled Square Toe Boot w/ Black Leather Shaft

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Brown Tumbled Leather Vamp Faux Black Leather Shaft * 11" Inch Pull-On Boot * Rubber And Molded EVA Midsole Bottom * Molded Removable PU Insole For Comfort * Moisture Wicking Linings *
  • $96.99

    Men's Roper Brown Western Square Toe Boot

    Roper
    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in authenticity and quality, they are the ultimate choice for those who appreciate both style and substance. Whether you're an experienced cowboy, a modern urban cowboy, or simply someone who values comfort and style, these boots are the perfect addition to your wardrobe. Don't miss the chance to own a piece of Western history, reimagined by the renowned Roper brand. Elevate your footwear collection with Men's Roper Boots today! Wide Square Toe * Quality Faux Leather Materials * Faux Leather Bottom * Padded Insole For Added Comfort * Western Stitch Design On Shaft * Brown And Tan upper

Discover the Bold Style of Men's Square Toe Boots

Step into rugged elegance with our extensive collection of Men's Square Toe Cowboy Boots at Way Out West Trading Co. From classic styles to modern twists, our square toe cowboy boots for men offer both comfort and durability, making them perfect for any cowboy looking to make a statement.

Explore Our Variety of Square Toe Cowboy Boots for Men

Upgrade your Western wardrobe with our premium selection of men's cowboy boots square toe. Whether you’re on the ranch or hitting the town, these boots provide the perfect blend of traditional craftsmanship and contemporary fashion. Our black cowboy boots mens square toe are especially popular, offering a sleek look that pairs well with any outfit.

Why Choose Our Men's Square Toe Cowboy Boots?

At Way Out West Trading Co., we understand the importance of quality and style. Our men's square toe cowboy boots are crafted from the finest materials and designed to offer both superior comfort and lasting durability. With a variety of designs and finishes, including the sought-after black cowboy boots mens square toe, find the perfect boots to express your personal style.

Shop With Confidence for Square Toe Cowboy Boots for Men

Trust Way Out West Trading Co. for the best selection of square toe cowboy boots for men. Our commitment to excellence ensures that every pair of boots we offer meets the highest standards of quality and style. Shop now and experience the ultimate in Western footwear.