Best Square Toe Boots for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 6 Feb 2025

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Square Toe Boots are a stylish and practical choice for men. These boots offer a modern and sleek look, perfect for both casual and formal occasions. With their square-shaped toe, they provide ample room for your feet to move comfortably. Made from high-quality materials, these boots are durable and long-lasting. Whether you're going for a rugged outdoor adventure or a night out on the town, Square Toe Boots are a versatile and fashionable option to consider.

At a Glance: Our Top Picks

Roamers Mens Suede 3 Eyelet Desert Boots Cover #TOP 1
Roamers Mens Suede 3 Eyelet Desert Boots
ftb score rating icon 9.9
Men's Dark Brown Western Chelsea Boots Cover #TOP 2
Men's Dark Brown Western Chelsea Boots
ftb score rating icon 9.8
ARIAT Men's Rambler Wide Square Toe Boot Cover #TOP 3
ARIAT Men's Rambler Wide Square Toe Boot
ftb score rating icon 9.6

Top 10 Square Toe Boots for Men

#TOP 1

Roamers Mens Suede 3 Eyelet Desert Boots

M378BS
Beige
9 UK
Roamers Mens Suede 3 Eyelet Desert Boots Cover
Roamers Mens 3 Eye Square Toe Suede Leather Desert Boots Sand , Beige, 9 UK

The Roamers Desert Boots are an excellent choice for those seeking style and comfort. Made from real suede, these boots are lightweight, making them perfect for casual wear. The 3 eyelet lace-up design ensures a secure fit, so you can move with confidence. The high-quality suede leather upper not only looks great but also offers durability. Additionally, the robust TPR sole provides excellent grip, helping you navigate various surfaces with ease.

What We Like
Stylish design
Lightweight and comfortable
Secure fit with lace-up
Durable suede leather
Good grip sole
#TOP 2

Men's Dark Brown Western Chelsea Boots

ArcBrothers
Dark Brown
9 UK Wide
Men's Dark Brown Western Chelsea Boots Cover
Men's Western Chelsea Cowboy Boots Square Toe, All-Weather Slip-On Work & Casual Boots for Ultimate Comfort & Durability, Dark Brown, Wide

The ArcBrothers Chelsea Boots are designed for all-day comfort and durability. Crafted from a leather upper with a robust rubber sole, they keep your feet comfortable in any weather. The gel-cushioned footbed and heel stabiliser provide optimal support and stability, making them ideal for any activity. Their Duratread Outsole ensures extreme flexibility and wear resistance, perfect for navigating slippery surfaces without sacrificing traction. With their easy pull-on styling and side stretch elastic panels, you can quickly slip them on and off for any occasion.

What We Like
All-weather comfort
Excellent support and stability
Flexible and wear-resistant outsole
Easy to slip on and off
Stylish Western design
#TOP 3

ARIAT Men's Rambler Wide Square Toe Boot

10002317
Brown Brown Weite D
10 UK
ARIAT Men's Rambler Wide Square Toe Boot Cover
ARIAT Mens Men's Rambler Wide Square Toe Western Cowboy Boot Brown Size: 10 UK

The ARIAT Rambler Cowboy Boot is a stylish mid-calf Western boot featuring a square toe and decorative stitching. Its unlined design ensures breathability, while the Advanced Torque Stability (ATS) technology offers all-day comfort and stability, making it perfect for long wear. The boot includes a composite forked shank and a duratread outsole, providing maximum wear resistance and flexibility, so you can move with ease. The distressed leather foot and upper add a rugged charm that enhances your western attire.

What We Like
Stylish mid-calf design
All-day comfort and stability
Duratread outsole for flexibility
Rugged distressed leather
#TOP 4

J's.o.l.e Classic Cowboy Boots for Men

J's.o.l.e
J-NBM017
Brown
12 UK
J's.o.l.e Classic Cowboy Boots for Men Cover
J's.o.l.e Cowboy Boots for Men Square Toe Men's Western Boots Classic Embroidered Country Boots for Concert Daily Wedding Brown US 13

The J's.o.l.e Cowboy Boots offer a timeless and stylish design, featuring retro embroidery and a square toe that enhance any outfit with a classic country vibe. Comfort is prioritised through a removable insole that supports your feet throughout the day, making them ideal for long wear. The high-quality PU leather ensures breathability, while the thoughtful design provides ample support. Versatile enough for various occasions, these boots are perfect for farm work, concerts, or weddings.

What We Like
Stylish retro design
Comfortable removable insoles
High-quality PU leather
Versatile for various occasions
#TOP 5

ARIAT Booker Ultra Men's Leather Ankle Boot

10046985
Brown
11 UK
ARIAT Booker Ultra Men's Leather Ankle Boot Cover
ARIAT Booker Ultra Men's Leather Western Ankle Boot (Brown, UK 11)

The ARIAT Booker Ultra Boot is designed for comfort and support. With ATS technology, you can enjoy ergonomic support even on uneven terrain, making your outdoor activities more enjoyable. The removable All Day Cushioning insole provides additional comfort, allowing you to stay on your feet longer without discomfort. Its Bantamweight sole is not only lightweight but also oil and slip resistant, ensuring you maintain your footing in various conditions. By choosing this boot, you also support environmentally responsible leather production.

What We Like
Ergonomic support on uneven terrain
Lightweight and slip resistant sole
Removable cushioning for comfort
Supports environmental responsibility
#TOP 6

Smoky Mountain Boots Boonville Series Men's Western Boot

4028
Brown Distress
13 UK
Smoky Mountain Boots Boonville Series Men's Western Boot Cover
Smoky Mountain Boots | Boonville Series | Men’s Western Boot | Square Toe | Durable Leather | Crepe Sole & Walking Heel | Man-Made Lining & Leather Upper | Steel Shank, Brown Distress, 14

The Smoky Mountain Boonville Boots are not only stylish but also feature an eye-catching design that is sure to turn heads. With synthetic leather lining, these boots offer a polished look that complements both western and modern fashion. Their durability ensures that they can withstand daily wear, making them a reliable choice for any occasion. Additionally, the comfort of these boots means you can wear them all day without discomfort, allowing you to focus on your activities without distraction.

What We Like
Stylish and eye-catching design
Durable for everyday wear
Comfortable for all-day use
Modern and western fashion blend
#TOP 7

ARIAT Men's Wicker Western Boot, 9 UK

10015307
Wicker
9 UK
ARIAT Men's Wicker Western Boot, 9 UK Cover
ARIAT Men's Western Boot, Wicker, 9 UK

The ARIAT Western Boot is a stylish mid-calf boot designed with a square toe and decorative stitching, perfect for adding a touch of flair to your outfit. Its Advanced Torque Stability technology ensures maximum wear resistance and flexibility, making it comfortable for long wear. The composite forked shank enhances support, allowing you to move with confidence throughout the day. Additionally, the distressed leather foot and upper provide a rugged yet fashionable look, suitable for both casual and more formal occasions.

What We Like
Stylish design
Comfortable for long wear
Durable construction
Flexible movement
Rugged appearance
#TOP 8

Choiran Square Toe Chelsea Cowboy Boots

Choiran
XHQB-US-10028-YB001-BRN-N-11
Brown
10 UK
Choiran Square Toe Chelsea Cowboy Boots Cover
Western Cowboy Boots for Men - Mens Square Toe Chelsea Boots Ankle Cowboy Boots for Men Casual Retro Stylish Boots Brown, Brown, 9 UK

The Choiran Cowboy Boots feature a classic western style combined with a stylish Chelsea boot design, making them perfect for enhancing your outfits. The elastic side panels and pull tabs allow for easy wear, so you can slip them on without hassle. With their unique square toe and modern elements, these boots can be worn for both casual and formal occasions. Additionally, they prioritise comfort through exceptional breathability and soft insoles, ensuring you stay comfortable even after long periods of wear.

What We Like
Stylish and unique design
Easy to wear
Versatile for various occasions
Comfortable and breathable
Durable materials
#TOP 9

ARIAT Booker Ultra Men's Leather Ankle Boots

10050962
Rough Tan
10.5 UK
ARIAT Booker Ultra Men's Leather Ankle Boots Cover
ARIAT Booker Ultra Men's Leather Ankle Boots (Brown Tan, UK 10.5)

The ARIAT Booker Ultra Boots are designed for comfort and support, making them ideal for various terrains. With ATS technology, you benefit from ergonomic support, ensuring stability even on uneven ground. The removable All Day Cushioning insole adds an extra layer of comfort, allowing you to wear them for extended periods without discomfort. Their Bantamweight sole is both lightweight and resistant to oil and slips, providing safety and ease during your activities. The square toe and horseman heel add a stylish touch to these practical boots.

What We Like
Ergonomic support for uneven terrain
Comfortable removable insole
Lightweight and slip resistant
Stylish square toe design
#TOP 10

ROPER Men's Patriotic Square Toe Cowboy Boots

ROPER
09-020-1902-0380
Brown
8 UK
ROPER Men's Patriotic Square Toe Cowboy Boots Cover
ROPER Men's American Patriotic Square Toe Cowboy Boots Western, Blue, Brown, Red, 8 UK

The ROPER Cowboy Boots feature a faux leather upper, which provides a stylish and durable look for any occasion. The pull-on entry allows for easy wear, so you can slip them on quickly without any hassle. With a double-stitched welt, these boots ensure added strength and longevity, making them a reliable choice for your footwear collection. Additionally, the padded comfort insole offers excellent cushioning, ensuring that you stay comfortable even during long hours of wear.

What We Like
Stylish faux leather upper
Easy pull-on design
Durable double-stitched welt
Comfortable padded insole
Reliable rubber outsole
Buying Guide Image

Frequently Asked Questions (FAQs)

1. Why do guys wear square toe boots?

The square toe boot is well suited to riding since it provides comfort while being easy to slide into the stirrup. It is also great for everyday wear and walking since it is one of the more comfortable. The broader square toe is ideal for people with wider feet.

2. Do guys wear square toe boots?

Square toe boots come in a few different shapes, and there are both square toe cowboy boots for men and square toe cowboy boots for women.

3. Are square toe boots still in?

The '90s square toe heel trend revived in recent years is still going strong in 2021. If you've been holding out on the square toe shoe trend, it's time to ditch your round toes and take part in the edgier look that's still just as classic.

4. What are Square cowboy boots called?

Roper boots are usually made with rounded toes, but, correlating with style changes in streetwear, styles with a squared toe are seen. The roper style is also manufactured in a lace-up design which often fits better around the ankle and is less likely to slip off, but lacing also creates safety issues for riding.

Editor's Notes

During our square toe boots for men research, we found 306 square toe boots for men products and shortlisted 10 quality products. We collected and analyzed 41,302 customer reviews through our big data system to write the square toe boots for men list. We found that most customers choose square toe boots for men with an average price of £81.27.

The square toe boots for men are available for purchase. We have researched hundreds of brands and picked the top brands of square toe boots for men, including Roamers, ArcBrothers, ARIAT, J's.o.l.e, Smoky Mountain Boots. The seller of top 1 product has received honest feedback from 65 consumers with an average rating of 4.4.

Written by
John Zimmer Avatar

John Zimmer is a truly professional writer on findthisbest.com. He has specialized in writing content a wide variety of fields for over a decade. Since 2011, he has been using his expertise and extensive experience to write content for online shopping guide websites. In addition to writing for findthisbest.com, he has appeared in publications such as The Spruce, Wirecutter and Bestbuy.