5 Best Square Toe Boots (Wide and Flat Feet Rejoice!)

square toe cowboy boots with jeans
Written by Kim H.

Boots That Win Fair & Square

There are literally hundreds of cowboy boots out there to choose from. From various shaft colors and designs to heel height and toe shape, the possibilities are practically endless! One boot style that has been increasing in popularity is the square toe boot.

Square toe cowboy boots come in a variety of colors, heel heights, and shaft designs. This toe shape is great for riding or walking, as it gives your toes extra room to spread out. The extra space also makes this a popular style for those with wider feet. Square toe boots are comfortable and still deliver that classical Western style!

cowboy boots along tack room wall

Source: Canva

Boot Style

When it comes to cowboy boot styles, the options can feel slightly overwhelming.

Traditional Cowboy Boots – Most traditional cowboy boots will have a mid-calf shaft height, a narrow toe to fit your foot easily into the stirrup, and a higher heel to keep your feet in place when you are horseback.

Work Cowboy Boots – These boots draw inspiration from traditional cowboy boots, but typically have a thick and grippy rubber sole to provide traction and the ability to work in a variety of conditions. Some work boots feature a steel (or composite) toe to provide protection in extreme work environments.

Roper Boots – This style of boot was made for roping cattle and features a lower heel with a shorter shaft height. These boots are designed for comfort in the saddle, walking distances, or even running.

Exotic Cowboy Boots – These boots get their name from the unique materials that they are made from including alligator or ostrich skin. Traditionally, they are worn for special occasions, not necessarily in the saddle.

Boot Toe Styles

Pointed, or J Toe – This toe style is sharply pointed at the end.

Snip Toe – This toe style is pointed, but the very end is squared off as if someone cut it straight across.

Classic, or R Toe – This toe style is tapered, but rounded at the tip and is one of the most common toe styles that is seen in cowboy boots.

Round Toe – Just as it sounds, the end of the toe is rounded.

Fashion, or A Toe – This is also known as the fashion toe and has a narrow, sharp toe for appearance.

Square Toe – The toe style we talk about in this guide, which features a wide, flat toe.

Broad Square Toe – This version of a square toe is just a wider version, which can make the boot more comfortable for some.

square toe cowboy boots in corn

Source: Canva

Top Picks for Square Toe Boots 

Category Option Price Point Key Features
Best Square Toe Boot Ariat Women’s Cattle Drive Western Boot $$$ ·   Lightweight Outsole

·   Full Grain Leather

·   Two Color Options

Most Comfortable Square Toe Boot Justin Ema Boot $$ ·   Orthotic Insole

·   Rubber Outsole for Durability

·   Great Style for Any Occasion

Best Square Toe Work Boot Wolverine Men’s Square Toe Wellington $$ ·   Steel Toe for Protection

·   Full Grain Leather

Best Men’s Square Toe Boot Twisted X Men’s 12-Inch Lite Western Work Boot $$ ·   Several Color Options

·   Full Grain Leather

·   Slip Resistant

Best Women’s Square Toe Boot Ariat Women’s Round Up Square Toe Western Boot $$ ·   Traditional Western Style

·   Contrast Stitching

·   Duratread Sole

Ariat Women’s Cattle Drive Western Boot

This traditional western boot combines both style and comfort while keeping the price point in check. It features a stabilizing shank for added support and full grain leather through the foot and upper.

With two different color options, it is an ideal choice if you are looking for a quality square toe boot.

ariat cattle drive boot

Click to see it at Ariat


  • Lightweight Design
  • Added Support and Cushion
  • Beautiful Design


  • Can Run a Little Large in Sizing

Where to Buy: Ariat

Justin Ema Boot

This eight-inch boot is perfect for the person who wants to go from riding all day to dancing into the evening. With a removable orthotic insole, this option practically guarantees comfort all day long.

justin short ema boot

Click to see it at Amazon


  • Comfortable Insole
  • Contrast Design


  • Rubber Outsole Might Be Too Casual for Some

Where to Buy: Amazon

Wolverine Men’s Square Toe Wellington

This premium men’s work boot features full grain leather and moisture-wicking lining to keep feet cool. A steel shank provides strength and the rubber lug outsole offers ideal grip to the ground in any environment.

wellington boot

Click to see it at Amazon


  • Cushioned Footbed
  • Lightweight Construction
  • Comfortable for All Day


  • Rubber Soles May Wear Down Over Time

Where to Buy: Amazon

Twisted X Men’s 12-Inch Lite Western Work Boot

This square toe work boot is crafted in full grain leather uppers to provide a casual look that many men are looking for while still meeting all safety standards. This boot option is breathable and moisture-wicking to provide comfort all day long.

twisted square toe boot

Click to see them at Amazon


  • Comfort Level is High
  • Slip Resistant
  • Known for Durability


  • Can Run Slightly Big

Where to Buy: Amazon

Ariat Women’s Round Up Square Toe Western Boot

These beautiful western style boots with contrast stitching provide the perfect trendy boot to wear for any occasion. The high-end Ariat technology makes them ideal to wear for a day of riding and then out for an evening out dancing on the town.

Ariat square toe

Click to see it at Amazon


  • Stabilizing Shank
  • Beautiful Design
  • Duratread Sole


Can Be Difficult to Break In

Where to Buy: Amazon

Frequently Asked Questions

Q: Who should wear square toe boots?

Anyone can wear square toe boots! Whether you want to wear them for fashion purposes or to ride in, this particular toe style is (mostly) personal preference.

Square toe boots are a great choice for those with wider feet, as they provide more room for your toes to spread out.

Q: Are square toe boots still in?

Yes! Square toe boots are still being worn quite frequently. There are many people that are wearing them to ride horses as well as for more casual wear.

Q: Do real cowboys wear square toe boots?

Real cowboys do wear square toe boots, although they may steer more towards a rounded toe, as it is easier to get your foot in the stirrup.

Q: Are square toe boots more comfortable?

Square toe boots can provide additional space in the toe box of your boot. For some people, they prefer square toe boots for this reason. Square toe boots are known for being comfortable for both riding and walking.

Q: What are the best square toe work boot insoles?

Check out Ariat for some excellent insoles that are made for square toe work boots!

Q: What are the best waterproof square toe work boots?

Many brands make waterproof square toe boots. Ariat, in particular, makes excellent work boots that are usually waterproof as well.

Q: What are the best lace-up square toe work boots?

Cavender’s has quite a large selection of lace-up work boots from brands such as Justin and Ariat.

his and hers square toe cowboy boots

Source: Canva

Parting Thoughts

Although picking out new cowboy boots can feel a bit overwhelming, rest assured that these square-toe boot options will outperform your expectations.

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About the author


She began riding at eight years old and now has over twenty years of horse experience. She grew up showing at local horse shows and moved on to riding and showing paint horses on the paint horse show circuit throughout the state of California. She then went on to show at the APHA World Show. She has two OTTBs and is training them for hunter/jumper shows.