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The 16 Most Comfortable Square Toe Cowboy Boots in 2023

The 16 Most Comfortable Square Toe Cowboy Boots in 2023

Cowboy boots have been around in American life for more than a century. Since we will be doing a lot of stuff in our footwear, it’s essential to figure out what toe shapes are best suited to your comfort.

Recently, we have received some review requirements about the square toe shapes of cowboy boots and questions about why and when people should choose square toes over round toes or snip toes.

We’re here to help, folks!

Why should You Choose Square toe Cowboy Boots?

The toe shape of cowboy boots plays a big part in how the footwear shapes your feet and forms your ease on the go.

This is even more concerning when you will be on your feet all day long, walking up and down the ranch, farm, or upstairs from dusk to dawn.

Since square-toe cowboy boots are rising as a new trend this year, let’s explore why you should own a pair of them.

Mans wear cowboy boots sit on the wodden fence

Elegant blend look

Among several types of toe shapes, square toes are one of the things that are closest to cowboy boot lovers’ hearts.

This shape looks like traditional snip toes with the cutter on the top, which brings up more toe room for wiggling. Therefore, they represent an interesting blend of classic toes and modern Western style.

But that’s not all, though! Square toes also come in regular square toes (which are wider than the cutter) and broad square toes (which are excellent for super-wide feet).

If you love the slim and snug-fit design of the traditional snip toe but own slightly wide-sized feet, square toes will be a great alternative for you.

They still make your legs and feet look as graceful and elegant as you want them to be without making you feel like you are drowning in the toe rooms, as with round toes.

A pair of cowboy boots with stylish square receding toes and glossy exotic leather vamps look like a masterpiece to be worn as dress shoes to present class.

Highly functional

Square toes are noticeably more practical than traditional pointed toes. They allow the wearer to walk all day long in the footwear without suffering significant foot fatigue, soreness, or corns compared to pointed toes.

Thanks to providing more spacious space for toes, square toes gradually became the favorite of many cowboy boot lovers.

Nowadays, the square toe design is very effective for sliding your feet into stirrups when needing to be saddled or when riding.

If you have super wide feet, broad square toes are ideal for you, whether you are walking down the ranch or going up the stairs at construction sites.

Two persons wear cowboy boots stand together

Benefits of square toe cowboy boots?

Since square toe cowboy boots have been around throughout history, they are now getting more popular in favor of Americans for many good reasons:

They still work well for riding

If riding is one of your cups of tea, you might be wondering if there are cowboy boots that are both comfortable and can slide into stirrups as easily as pointed toes.

Yes, square toes are the solution. Square toe boots maintain the classic snug-fit design while providing more room for your toes, making it easier to get in and out of stirrups comfortably.

Don’t think that only pointed toe cowboy boots can support riding horses, today you will find tons of people using square toe cowboy boots for that purpose.

Read more: Cowboy Boots Square Toe vs Pointed Toe

Man wear square toe cowboy boots for riding horse

More room for toes

Square toes undeniably offer more room for toes than pointed toes, even with the narrowest square toe design (as with square receding toes).

That’s why men love this design so much. Most men have larger, more exposed, and wider metatarsal bones than women. Thus, square toes make them look both masculine and comfortable on their feet.

In addition, roomy toes from square toes will help reduce compression and stress on the ball of the foot and toe bones. The wearer’s foot will not face bone deformities as well as limit the risk of getting plantar fasciitis and corn.

It’s good for adding extra insoles

If you have been suffering from foot bone or foot pain problems for a long time, broad square toes will allow you to add extra orthotic insoles without creating significant cramping between your feet and boots.

Maxinmum Form Insole

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They are ideal for extra wide feet

People with extra wide feet (or other irregular feet shapes) often require more area for toes and the widest of feet.

Broad square toes provide maximum space and comfort so that wide feet can spread out naturally. Thanks to that, square toes can reduce foot swelling and bunions if you have to walk on footwear for more than 12 hours a day.

Men wear jeans with square toe cowboy boots

All good for casual and formal wear

Many people associate square toes with a casual or informal outfit because most of us wear dress shoes with slightly pointed toes.

Square shapes look unique and special as a style preference rather than as part of business attire.

But times have changed as more and more work environments allow comfort, creativity, and politeness to be present at the same time. When worn with any office suit, square toes with glossy exotic vamps in dark tones will still make you look elegant, classy, and full of courtesy.

16 Most comfortable square toe cowboy boots

Looking for something more detailed in this article?

We’ve got a superb list of the 16 most comfortable square toe cowboy boots for you below:

1. Best Ostrich Square Toe Cowboy Boots: The Carter from Tecovas

It’s no wonder I included a pair of ostrich square toe boots as the first shot of this review. For die-hard fans of cowboy boots with many years of experience, you will get me!

Aren’t you looking for the most comfortable boots? Ostrich has always been one of the top leathers in terms of softness, and because of that, it offers the highest level of comfort.

Among the most comfortable square toe ostrich cowboy boots, The Carter from Tecovas emerges as one of the golden contenders for the throne.

As one of the biggest brands in the world and best known for cowboy boots, Tecovas products are not only great for their look, but also offer extreme comfort thanks to their years of craftsmanship and talented workers.

The Carter cowboy boots with a square toe design offer plenty of room for your toes, combined with a full-quill ostrich leather vamp that will create a wonderful feeling like walking on clouds for a long day at work.

In addition, with a stacked leather heel with a height of 1 ¼” and a rubber end cap, these boots will give you great balance and comfort while moving. No more worrying about slipping due to their leather bottom.

Additionally, lemonwood pegs form a bridge between leather insole and outsole rather than metal nails. This helps shorten the break-in time of boots, making them more flexible, softer and more comfortable.

Finally, the bumpy finish creates a unique look for these The Carter boots. Beautiful and stylish colors complete a unique style that only belongs to Tecovas.

This is the love you’ve been looking for!


  • Handmade
  • Full-quill ostrich leather vamp
  • Hand-corded calfskin shaft
  • Lemonwood pegs
  • ¾ Goodyear welt

2. Best overall square toe cowboy boots: Lucchese Classics Men’s Malcolm-Ch Giant Alligator Riding Boot

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Made by one of the oldest cowboy boot brands in the world, these Lucchese classic alligator cowboy boots have won our hearts with how fit and comfortable they are. The boots are made from exotic alligator leather, which explains why they are so fantastic and exclusive.

The boots bring a great sense of western and classic vibes with their well-made construction. The classy exotic vamps make them worth their price.

First off, the boots are very lightweight and make you feel like you are walking on air. However, it doesn’t mean the boots are not sturdy and rugged enough.

The Mexican makers use a Western-style accented quarter stitching method that ensures every corner of the boots fits well on the feet.

Besides, you can expect to fit your wide feet as well when the boots come with broad square toe shapes. Stockman heels are ideal for walking on them all day long without much foot fatigue.

Lucchese Bootmaker Men's Malcom Western Boot, Brandy, 8 D US

Click image for more information on Amazon

However, when the boot circumference is just around 12″, it may not be a great option for thick and muscular calves.

The leather outsoles are part of the classic appearance of the boots, yet I guess you may not want to try to walk on wet, mossy, greasy, or snowy surfaces if you don’t want to catch a fall on the ground.

These boots are designed to assist with ease in and out of the stirrups. But it seems a bit pricey if you throw out these exotic leather vamps on a strong sunlight riding field.

So it’s better to stay indoors and enjoy the lavish vibes of the boots.


  • Made from 100% leather
  • Featuring real exotic vamps
  • Featuring comfortable broad square toes, Stockman heels, and 12″ shaft height
  • Mesmerizing western-inspired decorations on the shaft


  • Featuring quite narrow shafts which are not ideal for muscular calves.

3. Best for wide calves: Ariat Men’s Rambler Patriot Western Boot

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These Ariat Men’s Rambler Patriot cowboy boots have excellent craftsmanship right out of the box.

They feature a distressed full-grain leather look that is ideal for all kinds of outdoor work. But with the traditional sleek leather outsole, I don’t recommend wearing them for heavy-duty jobs like construction workers or hunters.

They are rather excellent for horse riding because you can get in and out of the stirrups easily. No matter what kind of job you’re doing, the true square toes provide enough toe room to wiggle in. Wide feet are also no exception.

Ariat Men's Rambler Patriot Western Boot

Click image for more information on Amazon

What else makes them suitable for this list? That is the 15-inch boot opening shaft that works well for men who have thick and muscular calves.

Yet, if you have a set of slim feet and legs, you may be overwhelmed by how enormous their shafts are. Keep this thing in mind when you are about to put these boots in your online shopping cart.

Besides, the Stockman heels are excellent for walking all day long. The full-grain leather is super sturdy and rugged, but it may take some time to break in. Once your feet fit well, they are heavenly, comfortable and cozy during cold weather.

Many said the boots can last a very long time, as well as their cool decorated US flag design, which is excellent for pulling on with jeans or khaki pants.


  • Made from 100% real leather
  • Featuring square toes and Stockman heels
  • Featuring sleek leather outsole and approximately 12″ shaft height from the bottom and 15″ boot opening for wide calves
  • ATS tech on the midsole for all-day comfort


  • The shaft tends to be too large for slender calves.

4. Best for ranch job (women): Ariat Women’s Anthem Waterproof Western Boot

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These Ariat Women cowboy boots just happen to be an excellent option for ranch jobs. This is because they possess a highly functional outsole design as well as a great level of waterproofness.

First off, the boots have a broad square toe shape, which is perfect for adding extra insoles or thick winter socks on cold days. The wearers are allowed to feel super comfortable wriggling the top of their toes inside the boots.

However, the big toe shape can be a disadvantage for those who have super slim and small feet.

It ensures more than 10 hours of walking and standing without the high risk of getting plantar fasciitis and foot sores.

Ariat Women's Anthem Waterproof Western Boot

Click image for more information on Amazon

Besides, the outsoles and heel designs are out of traditional styles. The heels are low and squared-off while the outsoles come with unique, modern, and sporty patterns running across their sides.

They are all made from synthetic materials with special tread patterns that ensure higher levels of anti-slip and traction on wet and slippery surfaces, making them a great option for walking through muddy and wet leaves while on the ranch.

What else? They are really water-resistant due to the waterproof full-grain leather construction when stepping on large puddles or passing through heavy rain.

I’m not sure if they can be waterproof from the inside out since there’s no waterproof membrane in their construction.

But overall, these boots are appreciable in an attempt to keep your feet warm and dry with a considerable amount of water repellency.


  • Made from 100% full-grain leather construction
  • Excellent anti-slip synthetic outsoles and low squared-off heels
  • Featuring mid-calf shaft height and broad square toes for extra comfort
  • 4LR tech on the midsole for all-day support


  • Moderate durability.

5. Best for construction jobs: Irish Setter Work Men’s 83910 Marshall

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When it comes to construction cowboy work boots, you won’t want to alter anything else better with these Irish Setter men’s cowboy boots. They have all the safety, comfort, and rugged designs you need to work well on the sites.

First off, the boots have excellent broad square toe shapes that are very thoughtful for those who have to lift heavy loads and walk on ladders for more than 12 hours a day.

Your toes won’t experience higher chances of getting corns, bunions, blisters, or fatigue when standing all day long.

Overall, the boots are super well-constructed and rugged to withstand heavy-duty jobs well. Their low and squared-off heels and outsoles are amazing for fighting against slips and falls.

Several tread patterns run across the soleplates and heels to aid traction and grip on wet concrete and smooth, greasy industrial surfaces.

Irish Setter Work Men's 83912 Marshall 11" Pull-On Steel Toe Waterproof Work Boot,Brown (medium and light brown),15 D US

Click image for more information on Amazon

Besides, the boot opening is around 15″, which is fine for thick and muscular calves. You can also leave the jeans under the boots without getting a cramped feeling.

The steel toe caps that meet the ASTM standard are the most guaranteed safety features that you can trust.

What else makes me highly suggest the boots to you is how lightweight and functional they are. This is due to the RPM Composite technology in their construction to reduce overall weight. You won’t have to bear more weight on every step without sacrificing the safety of steel toe caps.

It’s worth mentioning their super cool and impressive look, with several masculine patterns on their shafts. You don’t have to compromise your appearance even when you are working in fields with heavy manual tasks.

Last but not least, you can expect a mid-level of waterproofness while working around wet or damp surfaces.


  • Made from 100% full-grain leather upper
  • Featuring approximately 13.5″ from heels, 12″ shaft height, and 15″ boot opening
  • Featuring broad square toes for extra comfort
  • ASTM steel toe caps for maximum safety on sites
  • Highly functional rubber outsoles with heat and slip resistance


  • Moderate durability.

6. Best for riding: Ariat Hybrid Rancher Western Boot

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These Ariat Hybrid Rancher cowboy boots are nothing better than a sort of comfortable riding cowboy boot.

They are not limited to horse riding only; they work well for motorcycle and truck riding as well. The boots possess square toes but are still perfect for getting in and out of the stirrups easily.

However, their well-treated exterior of rubber outsoles and Stockman heels is nothing as sleek as the traditional style. They are provided with traction as well, which will help grip your feet on stirrups, pedals, or car accelerators and brakes much better.

You’ll be grateful for this feature if it starts raining while you’re driving. Wetness and slipping are the most common causes of falls and injuries in this case. This grippy design ensures your boots hold up well while riding no matter what.

Ariat Hybrid Rancher Brown Oiled Rowdy 11 D (M)

Click image for more information on Amazon

What else makes them good for riding? If you have experienced wearing the boots, you may feel an extra leather lining around the ankles, which gives a stiff and supportive feel around this area.

It works like ankle support (like one from other work boots), so it’s amazing to relax your feet when riding for long hours.

Besides, the boots are amazingly lightweight and fit the feet perfectly right out of the box. Many said they don’t have to suffer from an exhausting and painful break-in period.

However, since the upper is made from full-grain leather, it’s best to take some walks in the boots to stretch them out well before you get on your riding trip.

The boot decorations are impressive and elegant, which is all about the western-inspired vibe. The scallop adapts to one from Stockman boots, so it’s fine for thick calves.


  • Made from 100% full-grain leather upper
  • Featuring mid-calf shaft height, Stockman heels, and deep Scallop
  • Featuring square toes for elegance and comfort
  • Highly anti-slip rubber outsole to grip on stirrups, pedals, or car brakes
  • Impressive western-inspired decorations on shafts
  • 4LR tech on the midsole for all-day comfort


  • It’s not ideal for really wide feet.

7. Best for cold weather (women): Ariat Hybrid Rancher Western Boots

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What makes these Ariat Hybrid Rancher cowboy boots a great choice for cold weather is how dry and warm they keep your feet in cold weather.

The square toes fit well with slightly wide feet and provide enough room for wiggling even when you have to be on your feet for more than 10 hours a day.

But keep in mind that this design is not meant for super wide and thick feet. You would rather encounter serious discomfort and bunions.

You can go for a half size up, but just be mindful of the wide shaft if you don’t want to let your calves drown inside the shaft.

Ariat Women's Hybrid Rancher Western Boot, Distressed Brown/Hot Leaf, 6.5

Click image for more information on Amazon

Some say they may experience a little bit of narrow width right out of the box. But since the leather can stretch well over time, the boots fit comfortably, are soft and super supply for your feet.

The leather lining and soft fabric lining are perfect to keep feet warm and cozy in the cold. They are soft and friendly to the skin. So you don’t get scratches due to rubbing against your bare skin.

The full-grain leather upper works well to withstand water from rain that you may catch in the middle of the road.

The material also contributes to retaining heat from the inside. I highly suggest wearing rubber outsoles for the wintertime. They are cozier, though they may lift a couple of weights on your feet.

Besides, these well-treaded rubber outsoles are good at slip and oil resistance, so you won’t take higher risks of falls on wet and slippery surfaces. Overall, the boots are excellent for doing some daily chores from indoors to outdoors.


  • Made from 100% full-grain leather upper
  • Featuring an 11″ height shaft and 15″ boot opening (which is good for wide calves)
  • Fabric and leather linings to keep feet dry, warm, and cozy in the cold
  • Featuring square toes for small to slightly wide feet
  • Excellent anti-slip rubber outsoles
  • 4LR tech in the midsole for all-day comfort


  • The square toes are not wide enough for super wide feet.

8. Lightweight option: Durango Men’s Rebel DB4442 Western Boot

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Someday, while doing heavy-duty jobs, you will agree with me that lightweight footwear is equal to comfort.

That’s why I would highly recommend these Durango men’s cowboy boots for those who have to stand or walk continuously all day long. They are super sturdy, cool, and heavenly comfortable.

Their weight is just above 2 lbs, which is ideal for walking on the boots for more than 12 hours a day without foot sores or significant fatigue.

Durango Men's Rebel Db4442, Brown/Tan, 10.5 M US

Click image for more information on Amazon

Durango is one of the most trusted brands that focus on comfort when they make cowboy boots. So, Durango’s lovers will love how cushioned the insoles are.

The footwear is also ideal for hot weather due to its ventilated linings and insoles and noticeably pulsating holes at the top of the shaft.

The leather is soft and easy to break in, and it won’t be tough on your feet.

The broad square toes are well-made to provide enough toe room for wiggling. Wide feet are highly welcome as well.

I would say the boots adapt well to your feet as you expected.

The width of the shaft fits just fine and there’s almost no significant discomfort around the heels and toes that you even forget that you are wearing them on your feet.

This is due to the 14-inch boot opening that won’t be too loose or too wide for your ankles and legs. I know many men love these boots because they look so rugged, tough, and cool.

The western-inspired decorations are pretty and delightful to combine with either jeans or khaki pants.


  • Made from 100% distressed full-grain leather upper
  • Featuring manmade outsoles, an 11″ height shaft, and 14″ boot opening
  • Featuring broad square toes and Stockman heels
  • Comfortable and cushioned insoles
  • Lightweight and sturdy construction


  • Moderate waterproofness.

9. Best for rainy seasons (men): Justin Original Work Boots Men’s Stampede

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It’s hard to look for an excellent pair of cowboy boots that can work well in rainy seasons since their full-grain leather tends to deteriorate if soaked in water for a long time. But you can trust these Justin Original cowboy boots.

They are well-made, sturdy, and have some features that can help withstand wet weather.

First off, the boots fit well and are comfortable around the toes and arches after the break-in. They aren’t bulky at all, even though their weight can be lifted to approximately 4 lbs.

They feature square toes that look like a mix of regular square toes and broad square toes.

So, they provide comfortable room for toes to wiggle whether you are riding a motorcycle or working out ranch chores on a daily basis.

Justin Original Work Men's Stampede Pull On Square Toe, Rugged Tan, 8 D US

Click image for more information on Amazon

However, because the full-grain leather upper is quite stiff right out of the box, you should expect to stretch these boots out in a few more days before wearing them all day.

Secondly, you can expect great waterproofness from these boots when walking in the rain or wet conditions like wet grass or small creeks.

Besides, some say the leather doesn’t get really bad watermarks or mold marks after getting wet if you coat some layers of mink oil all over the boots. So, I think it’s a good idea to enhance waterproofness better.

The well-treaded rubber outsoles are one of the essentials for walking these boots in the rainy seasons. They can withstand slippery and oily terrain like wet leaves, moss, or grease.

Besides, the boots’ vamps are polishable, making them a great option for an office setting as well.


  • Made from 100% full-grain leather
  • Featuring mid-calf shaft height and 1.25″ heel
  • Featuring polishable vamps, square toes, and Stockman heels
  • Excellent anti-slip rubber outsole
  • Steel shanks


  • The size may run smaller.

10. Best for indoor jobs: Laredo Men’s Breakout Square Toe Dress Boots Mid Calf

No products found.

Laredo cowboy boots are something that every gentleman can’t resist. They are made with great courtesy and grace. These Laredo Men’s Breakout cowboy boots are all you need for indoor jobs.

They feature elegant receding square toes and cowboy heels for a classic look. They are classy and stylish and don’t make your feet look big.

However, these designs are not quite ideal for wide feet. You may experience some constraints and a little cramping at the tips of your toes.

Some say the shaft is kind of too wide. But since these boots adapt to classic cowboy boot designs, the shaft tends to fit snugly around the calves instead.

I don’t quite recommend these boots for thick and muscular calves. Otherwise, you have to size up for better comfort and fit.

Laredo Men's Breakout Western Boot,Rust,7.5 D US

Click image for more information on Amazon

Besides, it’s hard to put an extra insole or thick socks inside. But the design can help keep feet pretty warm since there are fewer chances of getting cold air from outside in.

I love how pretty these glossy, distressed, and classic leather designs are.

They stay fixed under the pants and reveal delightful vamps as dress shoes, making them a great option for business attire.

Besides, their outsoles are awesome. They don’t slip and give a comfortable feeling while driving or walking.

Overall, if you are looking for something comfortable and classic, you should not miss these boots.


  • Made from 100% full-grain leather with polishable upper
  • Featuring anti-slip synthetic outsole and a 1.75″ heel
  • Featuring receding square toes and cowboy heels
  • Impressive and classic cowboy boot design


  • The size may run smaller.

11. Best for wide feet (men): Ariat Sport Patriot Western Boot

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Since they feature broad square toes, these Ariat Sport Patriot cowboy boots are a great fit for wide and thick feet. If you don’t have extra wide feet, you can feel comfortable wearing extra insoles or thick winter socks inside the boots.

These boot lines come with glossy and polishable vamps that can be a perfect and professional option for office attire as well. The full-grain leather vamps are pretty sturdy, and the well-decorated US flag shafts are far more soft and supple.

You don’t need a long break in, but rather, the boots are comfortable right out of the box.

However, suede shafts and sleek rubber outsoles are not quite ideal for withstanding water and heavy rain.

The material can be deformed by moss marks or watermarks. The leather vamps are not waterproof either when soaking the boots in puddles.

Ariat Men's Sport Patriot Western Boot, Distressed Brown/Sage Camo Print, 11 D US

Click image for more information on Amazon

Overall, these are excellent boots on a daily basis. I love the classic double stitching on the wedge.

They look vintage but masculine for either indoor or outdoor jobs. Yet, glossy vamps are not meant for heavy-duty, abusive outdoor jobs. If you are about to work outdoors with extreme damage, you should go for distressed tan or brown colors.

Overall, these boots are pretty well-made and have good workmanship in their design and quality materials.


  • Made from 100% leather vamps and suede shafts
  • Featuring Stockman heels and broad square toes
  • Featuring 11″ shaft height
  • All-day comfort with 4LR-tech on the midsole
  • Featuring sporty and cool US flag decorations on the shaft


  • Moderate durability.

12. Best for farm jobs (women): Durango Women’s Rebel 10″ Boot

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These Durango women’s cowboy boots are way too pretty for farm jobs. They are literally even better when it comes to comfortability.

As per my observation, the square toes are more of a combination of regular square shapes and broad square shapes, which means you don’t find them too wide for the average woman’s feet.

But they are fine enough for women’s wide feet. This fit can be adjusted by aligning the 1/2 size to your case.

This feature, along with soft mesh lining and pull holes (instead of pulling straps), is highly appreciated, especially when working on a farm on hot summer days.

You know, you need your toes to breathe as well, so your heels and toes don’t get serious blisters when your feet start to sweat.

As a result, the boots are among the most highly recommended footwear for doing farm jobs (including riding (either horse or truck), carrying loads, or planting).

Durango Women's Flirt With Durango 10" Boot,Brown/Light Blue,7.5 M US

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The bottom of the outsole, which is made from rubber, is super tough, supportive, and well-treated.

It provides an excellent grip on every wet surface that you may encounter while doing farm jobs. I know it’s pretty essential to deal with farm chores.

Besides, the boots are not comparatively lightweight on average, but many say they feel great support from the 2-layer innersoles as well as steel shanks.

That means the weight is no longer a problem when being on your feet for more than 12 hours a day doing farm chores.

I love how pretty the decorations are, as well as the colors. They are vintage but never rustic. Overall, Durango cowboy boots are worth every penny when it comes to comfort.


  • Made from 100% leather upper
  • Featuring approximately 10″ shaft height, 1.25″ heel, and square toes
  • Dazzling colorful decorations on the shaft
  • Featuring excellent grippy rubber outsoles on wet farm
  • Great foot and arch support


  • It’s not ideal for thick and muscular calves.

13. Best for walking all day: Ariat Workhog Wide Square Toe Work Boot

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These Ariat Workhog Cowboy boots are exactly what men with super wide feet need for walking all day long.

This is due to the broad square toes of the boots that provide plenty of room for toe wiggling.

Most men find the boots fit perfectly, either with socks or without socks. However, it may take you about 2 weeks in cold weather and much less in hot weather to notice the difference after breaking in.

Yet, I don’t quite recommend wearing them in very hot conditions since the boots possess a very sturdy and not quite breathable construction that is unable to release heat well.

Overall, they are just fine to wear every day right out of the box, but if you intend to walk or stand on them all day long, it’s highly recommended to wait until they break in completely.

ARIAT Workhog Wide Square Toe Work Boot – Men’s Leather, Square Toe Work Boot

Click image for more information on Amazon

As quality cowboy work boots, you will notice very sporty and well-treaded rubber outsoles that can give outstanding traction on all kinds of surfaces.

This feature is super tough on snow, ice, wet concrete, and mud and allows you to get wet or soaked feet while working outdoors. Keep in mind that the boots are not waterproof when you submerge them in water.

It’s worth mentioning the foot support system Ariat Max flatform—one of the most enhanced comfort technologies applied to this boot line.

They include a layer-to-layer around the heels and arches with gel pads and EVA foam.

No wonder why these boots are the best for anyone who stands and walks continuously for more than 12 hours a day on construction sites, ranches, farms, or processing lines with as few foot sores as possible.


  • Made from 100% real leather upper
  • Featuring mid-calf shaft, low and square heels, and broad square toes
  • Excellent ATS Max tech on the midsole for all-day comfort
  • Great rubber outsole for maximum traction on slippery surfaces


  • Moderate waterproofness.

14. Best for snow: Ariat Groundbreaker Square Toe Work Boot

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These Ariat Groundbreaker cowboy boots are excellent for working around snowy and icy terrain.

Firstly, the square toes are just fine to keep your feet comfy and warm. It’s fine to put some thick socks on, but I highly recommend picking a half-size up if you have wide feet.

The shaft holds up pretty well with 14″ boot openings when walking in deep snow, and you can tuck them inside the jeans comfortably.

ARIAT mens Groundbreaker Square Safety Toe Western Work Boot, Brown, 11.5 US

Click image for more information on Amazon

Their size is just right, as you don’t find a loose fit around the heels. The leather is sturdy but will quickly break in, so you can wear them for work right out of the box.

The vamps and craftsmanship look decent and comfy on cold days.

What’s more important about these boots are their well-treaded rubber outsoles, which never slick on wet, snowy, icy, or muddy surfaces. Whether you are a truck driver or you just go on a ride, camp, or hike, the boots are pretty reasonable.

However, the 1-inch heel seems to be a bit low if you expect a common 1.5″ heel for heel and ankle support. You can insert extra insoles with bulging heel cups for a better fit.

I believe this is one of the best gifts for your husband, sons, or boyfriend for the upcoming Christmas next month.


  • Made from 100% real leather upper
  • Featuring 11″ height shaft, 1″ heel, regular square toes, and Roper heels
  • Decent look with western-inspired decoration on the shaft
  • Slip-resistant rubber outsole on snow, ice, and mud
  • 4LR tech on the midsole for foot support


  • Wide feet often need a half-size up.

15. Best for daily wear: ROPER Women’s Western Fashion Boot

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These ROPER Women cowboy boots will brighten up your day whether at work or going outdoors.

You don’t get tired of wearing them to hit the road because they are too pretty to resist.

The suede leather upper with some western-inspired cuts along the shaft from top to bottom, as well as heels and pulling straps, makes this a great option for indoor jobs.

They are the best option for any special occasion, such as anniversaries or day and night outings, to pair with a skirt, jeans, or an event dress.

Roper Women's Western Fashion Boot, Tan, 5

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On hot summer days, the inner lining and sleek manmade outsoles are super comfortable and breathable. You don’t sweat much.

The 1.5-inch heels are just fine for most women.

Since the regular square toe is roomy and comfortable enough, I do have a little trick for you to raise your height with these boots by adding an extra heel extended insole. People won’t notice the device, yet you’ll noticeably look taller than ever.

Keep in mind to stay away from wet and potentially slippery surfaces, as you may, unfortunately, catch a fall due to sleek manmade outsoles.

The height of the shaft is 13″, which seems not ideal for thick and muscular calves. However, due to the deep scallop design, it can be extended to be worn by 14″ calves just fine on a daily basis. Not only suede, but you also have another option with sleek leather. They both look vintage, pretty, and fit perfectly.


  • Made from 100% leather upper (suede or sleek leather)
  • Featuring Stockman heel, mid-calf height shaft, regular square toes, and 13″ boot opening
  • A cute western-inspired cut-out along the shaft


  • These boots are not ideal for heavy manual jobs like ranch, farming or riding.

16. Best for outdoor activities: ARIAT Men’s Rambler Western Boot

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It is no wonder why these Ariat Men’s Rambler Cowboy boots are a great option for hunting or farming; they are exceptionally tough and solid.

I don’t see the brand advertise the snake-proof feature, yet they are literally protecting your ankles and feet from venomous and non-venomous snakes on farms or while hunting.

The exceptional full-grain leather upper and vamps are super tough, sturdy, and well-made so that you can feel them when you touch them directly.

However, they are also supple enough to not take a long time to break in. You may also feel like putting your feet in slippers instead of the troublesome rigid cowboy boots you usually wear.

All I want to say is that the leather is heavenly soft but tough, excellent, and naturally waterproof.

Besides, most snakes you may often encounter in American jungles or farms won’t be able to sink their fangs inside half of the material, making them a fine option for hunting.

Ariat Men's Rambler Western Boot, Wicker,11

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Yet, the shaft is just about mid-calf, which is not very protective over your calves and higher from snake bites. You may need to add on another snake-proof gaiter for better safety.

The regular square toes are not too wide and fit perfectly with socks or without socks. These are real work boots and hunting boots.

They aren’t as flashy as other pairs of cowboy boots, yet they are extremely comfortable and give no sores or pains on your feet at the end of the day.

You can walk for miles and miles every day, up and down the hills, with no blisters at all.


  • Made from 100% quality full-grain leather upper and vamp
  • Slip-resistant Duratread rubber outsole and Stockman heel
  • A 10.5″ height shaft and regular square toe
  • The decent real leather color look
  • Sturdy and comfortable construction
  • ATS tech on the midsole for all-day comfort


  • The shaft height is a bit restricted for snake-proof on calves and higher.

Before you leave

Many square to cowboy boots on display

Cowboy boots are interesting footwear, they have almost everything you want from look to culture and function.

With all of the above suggestions, we hope you’ve found what you need by the time you’ve read this far.