Best Square Toe Cowboy Boots (Reviews & Buying Guide 2020)

When you think about cowboy boots, you probably imagine them being pointy and narrow. Let us shatter your world and bring to your attention a fact that may change your life forever. The most comfortable and practical cowboy boots are maybe not the ones that you see in movies or during celebrity photoshoots.

Real ranch workers and cowboys look to get the best square toe cowboy boots because of their numerous advantages. If you already know about them, then you are perhaps looking to obtain a pair. Well, it’s great that our team has already prepared reviews of the top square toe cowboy boots on the market. The list is situated below, and it is ready for you to go through.

Don’t skip our guide on how to recognize the best pair of boots for your needs too. Enjoy our article!

ARIAT Men Cowboy Boot

ARIAT Men’s Cowboy Boot

  • Price: $$ – $$$$
  • Material: 100% Leather
  • Sole: Duratread
  • Shaft measures: 10.5″
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Wolverine Men Square Toe Work Boot

Wolverine Men’s Square Toe Work Boot

  • Price: $ – $$
  • Material: 100% Leather
  • Sole: Synthetic
  • Shaft measures: 11.5″
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ARIAT Men Boot

ARIAT Men’s Boot

  • Price: $ – $$$$
  • Material: 100% Leather
  • Sole: Rubber
  • Shaft measures: 11”
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Laredo Men Boot

Laredo Men’s Boot

  • Price: $-$$$
  • Material: 100% Leather/Synthetic
  • Sole: Rubber
  • Shaft measures: Mid Calf”
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Square Toe Boots by Soto Boots

Men’s Square Toe Boots by Soto Boots

  • Price: $$
  • Material: 100% Leather
  • Sole: Leather and Rubber
  • Shaft measures: 11″
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Roper Men Square Toe

Roper Men’s Square Toe

  • Price: $
  • Material: 100% Synthetic
  • Sole: Rubber
  • Shaft measures: 11″
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Best Square Toe Cowboy Boots Reviews (Recommended Picks)

We will kick off our buying guide by looking at the top models you have at your disposal. We have carefully handpicked the boots below to your benefit. They aren’t listed in a particular order.

1. ARIAT Men’s Cowboy Boot

ARIAT Men Cowboy BootThese ARIAT classic Western cowboy boots do not have any metal inside of them. There is no steel toe or shank. In fact, their shanks are made of carbon fiber. You can pick one of three colors for these shoes. These cowboy boots are lightweight and comfortable for long periods.

The shoes do not have insulation, so keep that in mind. We could say they are moderately water-resistant. Since the boots are made from leather, and the heel is an inch and a half, it adds up to their water-resistance being better than others from our list. You may also spray them with Mink oil to increase their resistance to water and snow, and prolong their life.

What is more, these boots can also be worn by people with high arches. You should know that these run about half a size larger, so do not order your regular size.


  • This model has an Advanced Torque Stability technology.
  • Returning them for any reason isn’t a hassle.
  • This particular ARIAT model has a wide-foot option, and they also have soft uppers, which makes them easier to put on.
  • Plus, the outsole is dura tread, which adds extra protection against water.


  • Their traction isn’t the best. You must be very careful when walking on snow or slippery surfaces.

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2. Wolverine Men’s Square Toe Work Boot

Wolverine Men Square Toe Work BootThese work boots from Wolverine do not have insulation, but that means they are good to use in any weather. They are relatively breathable for the hot months, and you can wear them with thick socks in the winter. Also, we can say the shoes are moderately waterproof, even though they do not have the rating for it. Working with them in wet conditions shouldn’t be much of a problem.

Furthermore, what makes them stable and durable is their Goodyear welt construction. The shaft on these boots runs on the tall side at 11,5 inches. Their heel is also one of the highest at 1,75 inches. On the plus side, these boots require minimum to no break-in time. The shoes are comfortable, and you can spend an entire workday in them without getting any blisters or fatigue on your feet.


  • You can use these boots for work.
  • The cushioned footbed is removable so you can use anyone that you like.
  • This model has a steel toe, which meets ASTM safety standards.
  • The slip-resistant outsole, so the boots are safe to use in slippery conditions.


  • The shoes are marked True to size, but you may need to order half a size smaller than your usual one.

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3. ARIAT Men’s Boot

ARIAT Men BootOur next choice is from ARIAT. These are men boots with an 11-inch shaft and wide opening of 20 inches in around. What makes these stands out in terms of design is that they have the American flag overlay detailing on the top.

These are made from suede, which isn’t very waterproof, so you need to be careful when it rains or snows. Plus, the bottom of the soles doesn’t have much traction, and you could slip easily. The heel is Stockman, and its height is standard about an inch and a half. The upper print on the boots is from canvas material and has cambrelle lining.

There is no safety toe on these boots, and they are not labeled as work boots. However, there is such a version, if you want this particular model for work. These are for casual and regular wear but still comfortable enough for long periods.


  • Seven color combinations are available.
  • A portion of the cost goes to charities that support American troops and their families.
  • The soles are double stitched.
  • These boots are eligible for free returns.


  • Water and snow may cause discoloration to the suede.

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4. Laredo Men’s Boot

Laredo Men BootThese Laredo men’s boots are stylish and are more for casual wear than work. Made from leather and synthetic combo, you can wear them every day after you break them in. We could say they are moderately waterproof. They are not slippery and provide an adequate grip, mostly on dry surfaces.

The height of the Stockman heel is about an inch and a half. Breaking in the boots may take about two weeks. Even though these are marked True to size, keep in mind that you may still need to order half a size bigger ones. Boots sizing isn’t exactly the same as running shoes, for example. The shaft is mid-calf. This model’s narrow option isn’t ideal for people with bigger calves. Luckily they come in wide, too.

These boots’ outsoles are rubber, and they also have a support shank for increased protection and stability. Overall the shoes are comfortable and come at a reasonable price.


  • You can get these boots in one of six color options.
  • These shoes are double stitched.
  • There is a dual-density cushioned footbed that has gel pillows at critical points.


  • The material they are made of is not all leather, as it says in the description.

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5. Men’s Square Toe Boots by Soto Boots

Square Toe Boots by Soto BootsIf you’re looking for a pair of all-leather boots, you should take a closer look at these Soto Boots with a square toe. They are made of a leather exterior, leather lining, and even have a leather sole. These shoes are handcrafted in Mexico. Also, the bottom has rubber ridges, which makes the boots slip-resistant. You can order them in dark brown or tan.

There isn’t a wide option when you’re buying them. However, you can exchange the ones you get for a bigger or smaller size, which is free of charge.

These are an excellent choice if you want to buy good-quality shoes that are handcrafted and offer a classic western pattern and cowboy look. Neither comfort, not style was sacrificed when these boots were designed. Plus, they are suitable for casual wear and going to work. The leather shock-absorbing soles and cushioned insoles provide coziness and comfort.


  • These boots are handmade and have Goodyear welt construction for extra durability.
  • Double-stitched shoes.
  • These square toe boots are water-resistant.
  • No-hassle refunds in case you dislike them, or they don’t fit.


  • This model runs more on the narrow side, which some people may find uncomfortable.

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6. Roper Men’s Square Toe

Roper Men Square ToeNow we present you men’s square toe cowboy boots from Roper. This model is made of synthetic leather. You can choose between four color combinations based on your style. Also, these are some of the most low-cost units on our list.

The measurements of these boots were taken using size 11, width D – Medium. Even though this model doesn’t come in wide, the shaft isn’t stiff, so it makes putting them on and wearing them easier. They should fit anyone well. The opening of the boot is about 16 inches.

You may consider the shaft a bit higher than the rest of the products on our list. It is eleven inches from the arch. For taller people, it can be fine, but for shorter people, that is pretty high. The heel is also a bit higher than others at 1,5 inches. These boots come in a range of sizes but do not come in wide.


  • You can return them for free if they don’t fit or you dislike them.
  • There is double welt stitching.
  • The sole is flexible, and walking is super comfortable in these boots.
  • Also, the footbed is lightly cushioned for added comfort.


  • They are not made from genuine leather.

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Square Toe Cowboy Boots Versus Other Types of Cowboy Boots (Pointed Toe and Round Toe)

Square toe boots have been around since cowboy boots were invented centuries ago, but many folks see them as something “new.” Well, square toes are not a fad, although it is true that they are becoming trendier. Over the past ten years, such cowboy boots have been growing in popularity around the mid-western states and also the east coast. Yes, people in California still swear by the pointed toe boots, and we don’t see this changing any time soon. But with our style guide on the toe shape of cowboy boots, we will now explore the features that matter.

So, what do we get with a pair of square toe cowboy boots? Their most important feature is the toe box. It is square-shaped, yes. And with this, the controversy comes.

Pointed Toe Cowboy Boots Characteristics

Square Toe Cowboy BootsThis is the “traditional” look for cowboy boots, and there are two main types of people who like wearing them.

  1. People who ride regularly. The pointed toe cowboy boots were created in this shape so that a person could easily put their foot in the stirrups. Wide toe boxes are not suitable for this action as you will struggle to get on and off your horse.
  2. Those who wear cowboy boots because of fashion aspirations. You would wear pointed-toe boots when you want to express a typical cowboy style because people associate them with this culture. In this case, we are not talking about functionality or anything practical. It’s all about the looks.

Now the problem with the pointed toe cowboy boots is that they are not the footwear of choice when it comes to ranch work. Such boots aren’t exactly the most comfortable when it comes to making quick movements, bending over, climbing stairs, or pretty much anything else but walking or riding a horse.

Additionally, people wearing such boots often have to buy them in a bigger size than what they wear. This is because the toe box is narrow and only gets narrower. Your foot won’t feel in its natural position, so if you go up a size, this problem would be solved somewhat. When you wear bigger shoes, though, you encounter other issues such as creating wrinkles on top of the boot.

There are some other types of heavy-duty footwear where wrinkling isn’t a problem. If you see our reviews of the top steel toe work boots on the market, you will surely find a pair that will barely show wear.

What is a Round Toe Cowboy Boot?

This type of cowboy boot represents “the middle ground” when it comes to the shape of the toe box. These are also called H toes. They will give you some comfort while performing tasks around your ranch or yard. However, it is debatable how easy it is to mount a horse in a pair of such boots.

That being said, it looks as if round toes don’t excel in any aspect, so this is why they aren’t very popular.

The Benefits and Drawbacks of Square Toe Cowboy Boots

Best Square Toe Cowboy BootsBy now, you have perhaps found out what are the main upsides of square toe boots. The opponents of this style claim them to be sort of an “urbanized” version of the classic cowboy boots. This isn’t entirely accurate because the square toe box has been around since the emergence of cowboys.

This shape will allow you to conduct your work more straightforwardly. They will comfort, and this is essential for any worker in boots. The width of the toe box is a blessing to anyone with wider feet and anyone who looks for more breathability.

Because there is more room between your toes and the shoe, more air goes in and out. Such a feature prevents the boots from smelling bad. All the quick movements aren’t painful because of the abundance of space inside the boot.

So, to summarize, the main benefits of owning a pair of square toe cowboy boots are:

  1. Comfort due to the width of the toe box. People with wider feet will feel excellent.
  2. Ability to perform yard work with little to no pain in your toes. These boots will give you flexibility and freedom.
  3. More breathability. Due to the lack of tightness, significantly more air will pass through the boot and around your foot. Thanks to that, there will be less smell, and your feet will feel fresher.

Among the drawbacks, we can really think of only two, and if they aren’t related to your way of living, then they will likely not matter to you.

  1. You cannot really ride horses with square toe cowboy boots because you can’t get your feet in the stirrups.
  2. You will not look like a “classic” cowboy because this right is reserved for the people with pointed-toe boots. Yes, you should be able to sense the sarcasm in this statement.

How to Select Your Square Toe Cowboy Boots

Picking your square toe boots should not be a very tough assignment, but as we know, people have their own preferences and we have to respect this. In that sense, here is what features you should keep in mind when looking for boots.


Now we don’t expect a pair of cowboy boots to be the most flexible footwear on the planet. Because of the shaft of the boots, your feet and ankles will not have so much freedom. Of course, you don’t buy boots to jog in them, so we don’t expect this to be a problem. Every cowboy boot owner will have to sacrifice some flexibility in the name of effectiveness and stability.


Here’s a feature that matters a lot. Square toe cowboy boots are also called worker boots. Yes, they aren’t your typical work boots for urban conditions, but they will be just fine for yard work. In case you want to know more about other types of work boots, visit our homepage at Pickaboot dot com to see the variety of footwear we have reviewed.

Working around your ranch will get you in various situations, and square toe cowboy boots are indeed the perfect solution. They will give you protection in muddy and rainy conditions. A durable pair stands out from the rest by not being affected by such rough conditions. Work at a ranch may also involve climbing stairs, spending time squatting, stepping into the water. Not to mention all the substances that may come in contact with the boots you wear.

This is perhaps the most essential feature of every cowboy boot that you do not purchase out of fashion aspirations.


Well, comfort is definitely among the things you get by default when you opt for square toe cowboy boots. The wide toe box will allow your feet to breathe and give you plenty of room for more. We already covered that in the comparison above, so now you know that the most freedom is obtained by using such boots.

Additional components that will aid your comfort are padding inside the boot (not many will have that) as well as a not very high heel cap. The help cap of cowboy boots should be visible, but it must not be too big. The foot must rest even inside the shoe, and the heel cannot be placed higher than the toes.


This is something you expect to get from every boot out there, but you’ll be disappointed to find out that this is not always the case. If you want to get exclusively waterproof boots, see our reviews and buying guide.

Best Square Toe Cowboy Boots Comparison Chart

ProductPriceMaterialSoleShaft measures
ARIAT Men’s Cowboy Boot$$ – $$$$100% LeatherDuratread10.5″
Wolverine Men’s Square Toe Work Boot$ – $$100% LeatherSynthetic11.5″
ARIAT Men’s Boot
$ – $$$$100% LeatherRubber11”
Laredo Men’s Boot
$-$$$100% Leather/SyntheticRubberMid Calf”
Men’s Square Toe Boots by Soto Boots
$$100% LeatherLeather and Rubber11″
Roper Men’s Square Toe
$100% SyntheticRubber11″

Cleaning Cowboy Square Toe Boots

There are three main steps to follow when keeping your leather cowboy boots in top condition

  1. Clean them properly
  2. Condition them with care
  3. Polish them regularly

The first step:

Never use a very wet cloth to clean your boots. The piece has to be damp, so it doesn’t damage the leather. Alternatively, you can utilize a damp brush but at the same time, you have to make sure that it is soft enough for your boots. Putting some soap on is fine too.

The second step:

The conditioning part happens only with a piece of cloth. You cannot apply any conditioner onto a brush. Massage the cloth together with the conditioner into the surface of your boot. See how quickly the conditioner dries out. If it happens too fast, then don’t hesitate to add some more.

The third step:

The color of the polish is entirely up to you. We always recommend buffing after polishing.

Wrap Up

Well, there you have it. This was our extensive buying guide to getting the best square toe cowboy boots. Our crew is hopeful to have helped you in your boot buying endeavors. If you aren’t sure which pair is suitable for you, just go back to our square toe cowboy boots reviews and see the information one more time.

Leave us a comment or let us know if anything can be improved in the way we present our articles. Share our guides with anyone who may find them useful. Also, don’t forget to swing by our other boot-related buying guides and see if you can pick anything for yourself.

Thanks for reading!

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