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The 10 Best Cowboy Boots for Winter in 2021

I’ve decided to get myself a pair of burnt Brownie cowboy boots handcrafted from cattle hide at the time of North Carolina’s wettest winter (a few years ago).

That’s when my journey with cowboy boots began and continues to this day. Guess I will accompany these prettiest for many more years in the future.

And if you are seeking something that brightens your foggy, gloomy and wet winter season, you’d love to give this footwear a try.

I’ve always had a great experience with cowboy boots in winter and snow time, particularly in Charlotte (as long as you don’t have to walk in 20 inches of snow every day, things are going to be fine).

My cowboy boots made up my glowing Christmas nights of all year where I often got to see the very first snow falls. They are pretty cozy and are one of the most beautiful parts of Christmas and New Year ‘s outfits.

X'mas, cowboy boots, guitar

That’s not all though. I wore cowboy boots for work through fall and winter in North Carolina as well.

Due to crafted real leather upper instead of fabric like sneakers, you’ll rarely get your feet wet when walking on melting snow (but I don’t mean to step on huge puddles in your back garden).

This real stuff is naturally water repellent and I could say it’s safe during snow falls and mid-winter rains (in my place).

However, keep in mind that leather outsoles should be something you always stay away from when it comes to winter cowboy boots. They are freakishly slippery!

My friend was hospitalized with a fractured pelvis from wearing leather-soled boots while walking in thinned wet snow and well, it’s never something I expect that will happen to you.

That’s already a lot about my story with the boots and here are some of the best cowboy boots for winter as I have gathered around for you.

Hurry? Here are the top 3 picks for you!

Ariat Men's Heritage Western R Toe Boot, Black Deer Tan, 7.5 D US
Ariat Men's Hybrid Rancher H2O Western Boot, Oily Distressed Brown, 7.5
Ariat Desert Holly Western Boots - Women's Distressed Leather Country Boot
Ariat Men's Heritage Western R Toe Boot, Black Deer Tan, 7.5 D US
Ariat Men's Hybrid Rancher H2O Western Boot, Oily Distressed Brown, 7.5
Ariat Desert Holly Western Boots - Women's Distressed Leather Country Boot
Ariat Men's Heritage Western R Toe Boot, Black Deer Tan, 7.5 D US
Ariat Men's Heritage Western R Toe Boot, Black Deer Tan, 7.5 D US
Ariat Men's Hybrid Rancher H2O Western Boot, Oily Distressed Brown, 7.5
Ariat Men's Hybrid Rancher H2O Western Boot, Oily Distressed Brown, 7.5
Ariat Desert Holly Western Boots - Women's Distressed Leather Country Boot
Ariat Desert Holly Western Boots - Women's Distressed Leather Country Boot

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

2 pairs of cowboy boots on the floor

Cowboy Boots 1

Can you wear cowboy boots in the winter?

I do, in my winter in NC.

So yes, you can definitely wear cowboy boots in winter. Real leather and mid-calf construction help keep feet warm quite well even when the temperature drops below 25 F degrees.

Overall, cowboy boots can tolerate winter weather as well as daily exposure to heavy snow. However, cowboy boots are not 100% waterproof.

They are water-resistant naturally due to real leather upper but if you leave this genuine material to soak in water for a long time, they will lose the ability of moisture evaporation themselves.

If you don’t dry your boots after going outside in the wet, you may see mold marks growing fast, water marks or the chance of the leather’s appearance being degraded.

If your jobs require soaking the boots in water for a long period of time every day, you should go with waterproof cowboy work boots that are already coated with a layer of water repellency from the outside. But since this will wear off over time, it’s necessary to re-coat this layer periodically.

Cowboy boots on the snow base

Besides, a more at-ease and nurturing way to waterproof cowboy boots is to rub the footwear with mink oil/leather conditioner/leather wax from the outside.

The fat substances in these products will aid in water resistance to a certain extent (but not as much as you’d expect if you intend to step on deep water).

Another small note on expensive exotic leather cowboy boots, guess you won’t want to throw them on your feet and step on deep snow, and you shouldn’t.

Well, I’ve never owned such a pricey pair of boots, but since the maintenance costs for that leather line are kinda costing an arm and a leg, I wouldn’t recommend you taking any risk.

10 Best Cowboy Boots for Winter

No more waiting, these are the best 10 cowboy boots for winter that are advised based on my experience and people’s comments as well.

Hope this piece of stuff is nifty to you.

1. Ariat Heritage Roper Wide Square Toe Western Boots

Ariat Heritage Roper Wide Square Toe Western Boots - Men’s Traditional Leather Country Boot
  • WESTERN BOOTS: This men’s western work boot is hardwearing and looks good with classic and western...
  • SUPERIOR CONSTRUCTION: Add a traditional touch to your outfit wearing these boots with a leather...
  • ATS TECHNOLOGY: For stability and all-day comfort, these country western boots for men have the...

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

For those who want to get rid of pulling hard cowboy boots every early morning in the cold season, these Ariat Heritage Roper Boots are just right for you.

The real leather shaft is around 10 inches with an at-ease design. So your feet just need to slip on the heel and toes easily without much effort to pull them on.

For winter mid rains, you can expect great water resistance from these boots. Some said they went through 8″ of water puddles and can keep feet safe and dry.

For better water repellency, you can give them some mink oil polish or snowax but it’s better to make it on leather polishable variations.

Ariat Men's Heritage Roper Western Cowboy Boot, Black, 7 Wide
Click image for more information

The boots possess a very country style with wide square toes. But I think it’s more like a mix of R toes and round toes.

Never mind, they are still pretty elegant and fit well all kinds of office style down to the road with proven roomy toe boxes.

If encountering deep snow is a part of your daily routine, I guess adding some winter socks would ensure an absolute warmth while helping your feet to fit snugly inside the boots.

Many appreciate how comfortable the boots are when putting on their feet during this season. This is due to the well-made construction that holds up every corner of the feet properly.

If you are experiencing heel slippage, winter socks are here to help.

Most importantly, the outsole and Roper heels are well resistant to ice, melting snow and mossy surfaces as well.

That’s all you need for a wet and snowy winter season.

Features

  • Made from quality real leather upper
  • Featuring approximately 12 inches from the bottom of heel for keeping warm feet
  • Well-made and naturally water-resistant construction
  • Featuring a mix of R toes and round toes
  • Anti-slip heels and duratread outsoles
  • ATS tech applied for midsole for all day comfort

Con

  • The boots may take time to break in due to stiff leather construction.

2. Ariat Men’s Heritage Western R Toe Cowboy Boot

Ariat Men's Heritage Western R Toe Boot, Black Deer Tan, 7.5 D US
  • COUNTRY FASHION: Get your cowboy work look on-point wearing these men’s calf boots from Ariat’s...
  • PREMIUM QUALITY LEATHERS: These classic western boots by Ariat carefully used the right kind of...
  • ATS TECHNOLOGY: For superior stability and all-day comfort, these cowboy boots for men have the...

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

Another option from reputable Ariat, this time you will get yourself true heritage style cowboy boots with R toes for winter.

The boots possess a pretty and delicate classic cowboy boot design at approximately 12.75 inches shaft. The shaft tends to embrace the feet and legs snugly due to their 13.5″ boot opening circumference.

So, keep in mind that if you own extra wide feet and calves, it seems that these boots are not your true love.

Guess this boot line is perfectly warm during windy, dry and cold time. You don’t need to wear super thick winter socks to fill in the gaps between your legs and the boots.

For that reason, the cold air has no chance to bother your feet, which causes frosty and freezing feet.

Ariat Men's Heritage Western R Toe Boot, Black Deer Tan, 7.5 D US
Click image for more information

You better go for a half size bigger if you mean to put on some socks during wintertime.

The R toes, classic shaft style and cowboy heels probably won’t help while pulling on the boots, even though they also have a quite deep Scallop.

The heel is more of a mix of undershot heels and cowboy heels but they are well constructed to not slip in the middle of wet roads.

The stylish real leather construction is brilliant for offices and even going to the church. The vamps are more of dress shoes that reveal a great sense of courtesy and good manners.

Personally, I believe the boots will be an excellent gift for Christmas and New Year.

Features

  • Made from quality real leather upper
  • Featuring around 13 inches shaft and heels
  • Excellent western patterns carved on the shaft for courtesy
  • Featuring cowboy heels and R toes
  • ATS tech for midsole for all day comfort

Con

  • The boots are not ideal for wide feet and big calves.

3. Ariat Hybrid Rancher Waterproof Western Boot

Ariat Hybrid Rancher Waterproof Western Boot – Men's Leather, Western Boots
  • Western-style boot in waterproof construction featuring decorative stitching at shaft and dual pull...
  • Mesh lining .Goodyear welt construction
  • Wide square-toe profile. Full-grain leather foot and neoprene upper

Last update on 2021-03-25 / Affiliate links / Images from Amazon Product Advertising API

This Ariat Hybrid Rancher line is one of the most highly-recommended cowboy work boots in winter.

They are surprisingly tough and well-made. Even if you are rough on the boots like a cattle rancher or a hunter, these boots are not going to let you down.

The boots are advertised as waterproof. Yes they are!

That’s what makes you start to feel something good about them. But since the boots do apply stitching construction as well as some said this function only lasts for a few months, I guess the brand has coated a waterproof layer all over the boots only.

So, keep in mind that if you often soak the boots in heavy rains or deep water in wet, snowy seasons, you probably need to re-coat the waterproof periodically.

Ariat Men's Hybrid Rancher H2O Western Boot, Oily Distressed Brown, 7.5
Click image for more information

A good thing is, for that reason, the boots tend to hold heat inside better and that’s what ensures your feet are comfy, dry and warm all the way during the wet and freezing time.

Personally, I am a snip-toe enthusiast. But since the broad square toes from these boots give the feet more room to wiggle (whatever you do), I’m sure they are a great option for those who have wide and thick feet.

If you are usually on your feet more than 10 hours a day, the roomy toe boxes are helpful for resting the tired tip of your toes.

What else makes them good for winter? That’s the great anti-slip from the rubber outsole and 90-degree heels. You would notice grooves and traction treads all over these places.

That’s why this design is well-guaranteed for walking on melting snow or mossy surfaces with safety.

Features

  • Made from quality real leather
  • Featuring rubber outsole, 90-degree heels with grooves for anti slip
  • Well-embroidered on shaft with western patterns
  • Waterproof effect for dry feet in wet winter
  • 4LR tech midsole for comfort all day long
  • Featuring broad square toes for extra room

Con

  • Moderate durability.

4. Dan Post Boots Men’s Milwaukee Round Toe Boots Mid Calf 

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

If you are a man of courtesy at the office, I highly recommend these Dan Post Cowboy boots for you.

The boots capture all the classic and elegance you need for decency.

This is also due to the polishable mignon leather upper that includes western-inspired embroidery on the shaft. The material is moderately durable according to my experience.

So it’s best to wear them for indoor jobs.

As a part of the classic cowboy boot line, these boots bring up a snug-fit around the ankles, calves and feet. You don’t get many gaps between boots and legs, so there are fewer chances for cold air to disturb your warmth underneath the boots.

Dan Post Men's Milwaukee 13 inch R Toe Western Boot,Tan,6.5 D US
Click image for more information

I know you may be confused about their leather outsole. As I have warned you, the leather outsole is pretty slippery.

But these boots possess a western heel that is well-treaded with several tiny grooves all over the place.

So, it may still ensure a safe walk in light melting snow and indoor as well.

But if you mean to go beyond these limits, you should go for a rubber outsole instead.

Many said the boots fit comfortably around the feet right out of the box due to soft leather construction. The western heels and round toes are stylish for the office especially when you reveal the polishable handcrafted vamps.

They look just like professional dress shoes for serious business purposes.

But since the shaft is quite a bit narrower than other cowboy work boots, I don’t quite suggest wearing them for walking all day long in your workplace.

Features

  • Made from quality mignon leather upper
  • Featuring 13” shaft, round toes and western heels
  • Cushion insole for comfort and lightweight design
  • Shanks for stability and balance

Con

  • The boots are not recommended for manual jobs.

5. Ariat Unbridled Roper Western Boots

Ariat Unbridled Roper Western Boots - Women’s Leather Cowgirl Boot
  • STABLE AND COMFORTABLE: These women’s roper boots are made using Ariat’s ATS technology giving...
  • PREMIUM QUALITY CONSTRUCTION: The premium, full-grain leather foot and upper has unbridled...
  • LEATHER LINING: These roper women’s boots are complete with the attractive embroidery detailing...

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

These Ariat Unbridled Roper boots may look tough on pictures but girls, you will look pretty cute as a girl next door on these boots.

They are included with a lining that is brilliant for holding heat in cold and frosty wintertime. After all, your feet are cozy and well-treated even when passing through deep snow.

The brand states the round toes but I think it’s more of a combination of round toes and Roper toes.

But what you get is pretty roomy toe boxes overall. No matter if you have narrow feet or thick feet, the toes fit well for all kinds of shapes.

The full-grain leather construction may be stiff right out of the box. But since the boots are broken a little bit, they mold to every corner of the feet comfortably.

Ariat Women's Western Boot, Distressed Brown, 5.5 B(M) US
Click image for more information

Many said the boots are water-resistant. Hmm, I guess this comes from the real leather upper as the brand doesn’t advertise this function. It’s a good thing though.

Yet, you should be aware of soaking the boots under deep water for a long time. Otherwise, I’m not sure if the leather quality is as great as right out of the box.

Last but not least, the Barnyard acid-resistant Duratread outsole won’t let you down literally in the middle of the melting snow road or mossy surfaces.

The Roper heels are thick, so you can still have dry feet when walking through wet grass and small puddles in the garden.

Personally, I’m impressed by the distressed and vintage designs of these boots. And I believe the boots will be such lovely items for Christmas night.

Features

  • Made from 100% full-grain leather upper
  • Featuring 10” boot shaft, round toes and roper heels
  • Highly anti-slip manmade Duratread outsole
  • Featuring a distressed and vintage look
  • ATS tech midsole for all day comfort

Con

  • The color in person tends to be darker than in pictures.

6. Wolverine Men’s Rancher 10″ Square Toe Steel Toe Work Boot

Wolverine Men's Rancher 10" Square Toe Steel Toe Work Boot
  • Goodyear welt construction for added durability and strength to withstand the tough demands of any...
  • A strong steel toe that meets ASTM standard F2413-11 M I/75 C75 EH
  • Slip resistant rubber lug outsole to safely keep your footing in slippery conditions

Last update on 2021-09-24 / Affiliate links / Images from Amazon Product Advertising API

Another great option for heavy work, these Wolverine Men’s cowboy boots are all men’s best friends at work.

First and foremost, their design is pretty tough and rough on all kinds of terrains and workplaces, no matter if you are construction workers, metal workers, animal ranchers or even hunters.

The steel toe that satisfies ASTM standard says a lot about their capability of protection and safety.

You may wonder whether the steel toe caps will be sending off cold feet during the frosty season. Actually, they do, but if you have to choose between protection and tolerable cold feet, you should go for the first.

However, it’s not that bad. You don’t touch the steel directly because the devices are isolated with a layer of leather lining.

Wolverine Men's Rancher 10" Square Steel Toe Work Boot, Dark Brown/Rust, 7 M US
Click image for more information

Besides, if cold feet still bother you, some wool/wool blend socks are great ideas. They hold the heat while helping your feet fit the boots snugly.

I would give the boots a big plus for their excellent traction on ice and snow. This is due to the 1.75” heels as well as rubber outsoles with lugs.

Their construction is able to withstand oily, chemical, mossy and other slippery conditions.

Overall, the boots fit pretty well and help retain comfortability when walking for more than 10 hours a day. The broad square toes are roomy enough for toes to wiggle and rest during your shift.

Features

  • Made from 100% quality leather upper
  • Featuring 1.75” rubber heels and rubber outsole for more  slip-resistance
  • ASTM-satisfied steel toe caps for maximum protection
  • Featuring broad square toes for toe comfort

Con

  • Moderate durability.

7. Laredo Mens Breakout Square Toe Dress Boots Mid Calf 

Laredo Men's Breakout Western Boot,Rust,7.5 D US
  • Made Of Genuine Full-Grain Leather Upper
  • Traditional embroidery, piping, trim
  • 12" shaft height

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

I’ve got you another classy option, these Laredo Mens Breakout cowboy boots are more of elegance and courtesy at work.

They are made from rust full-grain leather which is also distressed for classic scuffing looks. They inherit the classic cowboy boots design which has a slightly narrow shaft.

So keep in mind this feature if you have wide and muscular calves. And when you are down to make a purchase, mind the size seriously.

Laredo Men's Breakout Western Boot,Rust,7.5 D US
Click image for more information

I recommend picking a half size larger than your casual dimensions.

You may need to break in to stretch the leather out for proper fit around the feet, ankles and calves.

The square receding toes and undershot heels are signs of class but they tend to fit quite snugly. For that reason, you don’t get much roomy toe boxes.

So I don’t quite recommend wearing these boots for manual jobs as you may feel a little discomfort while being on your shift.

These boots work greater for office and indoor occupations instead. They bring up a great sense of professionalism and politeness in business.

Overall, the boots are heavenly warm and cozy during frosty winter even with a pair of thin socks.

Besides, the 1.75” rubber undershot heels are not only great at slip resistance on snow and water road but also excellent for horse riding as well.

Features

  • Made from 100% full-grain leather upper
  • Good slip resistance rubber undershot heels and outsoles
  • Classy western-inspired embroidery on the shaft
  • Featuring 12” shaft and square receding toes
  • Polished look

Con

  • The size tends to be narrower.

8. Justin Original Work Boots Men’s Stampede

Sale
Justin Original Work Men's Stampede Pull On Square Toe, Rugged Tan, 8 D US
  • J-flex comfort system
  • Steel shank
  • Removable comfort insole

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

One of my friends had worn down these Justin Original Cowboy boots for years. He’s a big fan of this brand and this line is his reliable suggestion for me. The boots are pretty well-made, tough and full of comfort.

If you have a low arch or flat arch, the 1.25” heels will work well for you. But if you have a high arch, chances are you have to insert an orthotics for medical foot support.

The wide mid-calf boot shaft works like a slip-on that doesn’t drain your energy too much for pulling them on.

Justin Original Work Men's Stampede Pull On Square Toe, Rugged Tan, 8 D US
Click image for more information

My friend has reported that his wide feet fit pretty comfortably in these boots.

So, they are pretty fine to be left under the jeans. Some said that they were experiencing a little cold feet while wearing them on frosty, snowy days.

I guess they might have picked up a larger size and this will leave some room between your legs and the boots, causing cold air to flow in.

A solution is trying to fill the gaps by putting on thick winter socks on your feet. This will also help your feet fit the boots snugly and stably.

Besides, you may notice the rubber outsoles and short heels with some grooves all over the place.

For that reason, you won’t get tripping down in the middle of melting snow or icy roads.

I also recommend wearing these boots for manual work too. The square toes give plenty of room for toe wiggling. Once they break in, they mold to your feet perfectly.

Features

  • Made from 100% quality leather upper
  • Featuring 1.25” heels and roomy square toes
  • Removable insole for convenience
  • J-flex system for foot comfort
  • Impressive western-inspired embroidery on shaft

Con

  • The size tends to run larger.

9. Ariat Sport Patriot Western Boot

Ariat Sport Patriot Western Boot – Men’s Leather, Square Toe Western Boots
  • SHOW PRIDE WHILE YOU RIDE: These eye-catching men's cowboy boots feature an American flag and camo...
  • ALL DAY COMFORT: The Sport Patriot Boot has 4LR technology for support and cushioning and Duratread...
  • BREATHABLE: The synthetic air mesh lining on these cowboy boots for men helps prevent moisture...

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

These Ariat Patriot cowboy boots won’t ever let you down, whether regarding their functions or appearance.

First off, their look is cool and fabulous with flag-inspired embroidery and army-printed patterns on the shaft that you could not be more impressed with.

However, with decent polishable broad square toes, they also bring up a sense of professionalism and courtesy in business when leaving them under the office pants.

Trust me, the boots are one of the best Christmas gifts ever for your husband or boyfriend.

Ariat Men's Sport Patriot Western Boot, Black Deertan/ Black Camo Print, 7 D US
Click image for more information

The shaft is ideally wide so it fits not too snugly. Your ankles and calves can still breathe well underneath the boots.

That will make your job of walking more than 10 hours a day more exciting and comfortable.

The boots actually own a broad square toe shape (according to my observation) but are actually not too broad and all-embracing.

So, you should mind this stuff if this means a lot to your comfort while at work. The real leather construction is sturdy and is pretty warm and cozy during the freezing time of the year.

However, my friend has reported that the rubber outsole seems to not work well on slippery surfaces. They tend to slick on melting snow. So you should keep in mind this information.

Features

  • Made from real leather upper
  • Featuring broad square toes and Stockman heels
  • Impressive flag-embroidered and army-printed decoration on the shaft
  • 4LR tech midsole for all day comfort

Con

  • Moderate waterproofness during the wet winter season.

10. Ariat Desert Holly Western Boots

Ariat Desert Holly Western Boots - Women's Distressed Leather Country Boot
  • Premium full grain leather foot and western-inspired stitch pattern on upper
  • ATS Advanced Torque Stability technology with composite forked shank
  • Almond Toe Profile

Last update on 2021-11-09 / Affiliate links / Images from Amazon Product Advertising API

Women, finally on my list, I’ve got a sort of high heel cowboy boots for you.

These Ariat Desert Cowboy boots for women possess 2” cowboy heels which are perfect to fit with a long sweater dress during cold season.

The boot’s decoration is pretty lovely that you can definitely wear them for either wedding, party or work.

The toes are more of a mix of R toes and round toes. So they give your feet an elegant and stylish shape.

The 13” boot shaft often reaches above your calves which helps warm up your feet on freezing days.

Ariat Women's Desert Holly Western Boots Country, Pearl, 7
Click image for more information

However, the boot opening only falls into about 13” so I’m not sure if this is gonna work for thick and muscular calves.

Overall, the boots tend to fit quite snugly around your calves. So I think you should mind the size and how they fit you as you expect.

In wintertime, it seems that there’s no more extra room for thick socks if you get the snug-fit size.

However, I think it doesn’t matter since your feet already experienced a warm and comfortable feel.

One more great thing about buying these boots online is that their colors are true to the pictures. So, this is not going to piss you off when you open the pack.

Yet, the sleek rubber outsoles are not ideal to walk on melting snow. It’s fine to walk on deep snow but you should be careful on mossy, wet, rocky and grease surfaces.

Features

  • Made from 100% real leather upper
  • Featuring comfortable round toes and 2” cowboy heels
  • Dense and impressive embroidery on the shaft
  • ATS tech midsole for all day comfort

Con

  • The boots are not ideal for thick and muscular calves.

Some last words

Men wear khakis and lizard cowboy boots

I have made up a list of cowboy boots for winter and all I want to say is hope you can find something that meets up your expectations.

Winter is a great time of the year and since Christmas is on the way to us, now is the time to get one of these fabulous footwear.


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