Comfortable western boots can be worn all day on the ranch and all night on the town.
The struggle is real! It’s hard to find boots that are practical enough for a riding boot, comfortable enough for full days at work, and classy enough to pair with a fun outfit for a night on the town. (Boots like the Justin Stampede tick all the boxes, which is why it’s on our list and in my closet.)
You want footwear that you can use to do barn chores, wear during the work day, around the house, and then again for an afternoon stroll. Does such a wonderful paradox exist? The cowboy boot or cowgirl boot that does it all? You bet.
12 Best Cowboy Boots for Walking:
- Ariat Rambler Leather Sole Western Boot (Men)
- Ariat Heritage Roughstock (Men)
- Durango Rebel (Men)
- Ariat Workhog (Men)
- Dan Post Men’s Milwaukee (Men)
- Justin Stampede (Men)
- Justin Stampede (Women)
- Corral Heart Angel Wing (Women)
- Laredo Miss Kate Western Boot (Women)
- Ariat Fat Baby Heritage (Women)
- Teva De La Vina (Women)
- Roper Riley Western Boot (Women)
Want to see even more options? Check out our 16 Best Cowboy Boots and the 10 Best Men’s Cowboy Boots.
6 Most Comfortable Cowboy Boots for Men
Guys, stop wearing painful boots. Just stop. You deserve to get your steps in, whether around the ranch or around the office, in supreme comfort. Our most comfortable men’s cowboy boots for walking ensure your feet stay happy while you’re on the go.
Ariat Rambler Leather Sole Western Boot (Men)
The Ariat Rambler cowboy boot comes in five classic finishes, and it certainly delivers in terms of comfort.
Its clean and simple design can be paired with any outfit and any occasion. (That’s the beauty of not having colorful or busy stitching accents.)
This boot contains a moisture wicking footbed and has a gel cushioned insole.
Click to see this boot on Amazon
What’s to Love?
- ATS technology cushions, promotes good posture, and reduces fatigue
- Features torque stability technology
- Duratread sole for maximum wear resistance
- Flexible enough to move with your feet all day, every day
- Widely known for requiring zero break-in time
Read Customer Reviews on Amazon
The
Ariat Rambler also comes in a woman’s boot. Click here to see it at Amazon.
Ariat Heritage Roughstock (Men)
Practicality meets quality in this long-lasting, pull-on leather boot.
Click to see this boot on Amazon
What’s to Love?
- Moisture-wicking, gel foot bed offers extreme comfort
- Duratread sole slows wear and tear so your investment lasts
- Solid customer reviews confirm it’s ready to walk — right out of the box
- Easy-pull cutouts make getting them on and off a breeze
- Six-row stitch pattern and embroidered trim add visual interest
Read Customer Reviews on Amazon
Durango Rebel (Men)
The Durango Rebel Boot combines fashion and function in one comfy, ranch-ready package.
The proprietary suspension system that’s specifically designed for long days on your feet.
Click to see this boot at Amazon
What’s to Love?
- Durango Suspension System (DSS) provides all-day comfort, support, and flexibility without adding bulk
- Shock-absorbing EVA midsole keeps your feet happy hour after hour
- Exterior is 100% genuine leather that holds up to long days on your feet
- Western stitched design on the shaft is subtle enough for work, yet fashionable enough for a night out on the town
- Four pull-on holes make it easy to get these boots on in a hurry
- Outer sole is oil and slip resistant so you’re steady on slick surfaces
Read Customer Reviews on Amazon
Ariat Workhog Pull On (Men)
The Ariat Workhog Pull On Boot is waterproof, offers stability support, and has the quality construction to withstand years of hard work.
The stability chassis corrects and supports your natural stride.
Click to see this boot at Amazon
What’s to Love?
- 100% leather exterior is built to last, as is the Duratred sole
- Waterproof Pro construction makes this a solid all-weather option
- ATS Advanced Torque Stability technology supports you as you walk
- Outer sole is oil and slip resistant so you keep your balance on slick surfaces
- The 10″-shaft fits well under jeans that are loose or more fitted leg
- Safety toe is ASTM F2413-11 M/I/75 C/75 EH rated
Read Customer Reviews on Amazon
Dan Post Milwaukee (Men)
The Dan Post Milwaukee Boot is a classic cowboy boot with modern comfort and design features.
Dan Post’s Soft Strike Comfort System cushions your foot every step.
Click to see this boot at Amazon
What’s to Love?
- Comfort cushion insole holds up to long hours on the job or on the town
- Scalloped topline and decorative stitching pair for a subtle fashion statement
- 100% leather upper is durable and attractive
- Pull tabs on the sides make these boots easy to put on
Read Customer Reviews on Amazon
See why this boot also made our list of the 10 Best Men’s Cowboy Boots.
Justin Stampede (Men)
The Justin Stampede is an especially comfortable option for men with wide feet.
This boot stands up to long, hard days without leaving your feet stiff or sore.
Click to see this boot at Amazon
What’s to Love?
- They feature a J-flex comfort system for those long days on your feet
- Square toe won’t pinch your little piggies
- Multicolor shaft stitching and side pull tabs pair design and convenience
- Mesh fabric lining keeps your feet cool and dry
Read Customer Reviews on Amazon
6 Most Comfortable Cowboy Boots for Women
Ladies, give up those painful boots, and start strutting your stuff in comfort. Whether you’re working around the barn, carting kids to daycare, or commanding a board room, how you feel impacts how you show up. Our most comfortable women’s cowboy boots for walking ensure you can be your best self every day — all day.
Justin Stampede Boot (Women)
Justin’s “Built for Performance and Style” motto certainly applies to their Stampede boot. Fashionable yet functional, these boots are truly the all-purpose footwear we’ve been looking for.
Comfy cushion and roomy toes mean you can meet the demands of your day without aching feet.
Click to see this boot on Amazon
- J-flex comfort system and rubber sole are built to last for years
- Removable orthotic inserts cushion your feet and distribute impact
- Square toe means your little piggies won’t get pinched
- Stabilization technology supports you through every activity
- Focus on durability means your money is well spent
Read Customer Reviews on Amazon
Corral Heart Angel Wing (Women)
The Corral Heart Angel boot has a free spirit vibe and is the perfect boot to wear with a cute outfit.
Whimsical and walkable from day one, this boot holds up to dancing all night.
Click to see this boot on Amazon
What’s to love?
- Cushioned insole means you don’t have to trade fashion for comfort
- Goatskin leather is soft and supple
- Design details are truly a work of art
Read Customer Reviews on Amazon
Once you pick your perfect pair, check out the 10 Fashion-Forward Western Dresses to Wear with Boots.
Laredo Miss Kate Western Boot (Women)
Brown and sea foam blue with tasteful flower detailing, the Laredo Miss Kate boot proves you can be comfortable and fashionable.
This boot is particularly comfortable while riding, but they can easily go from the corral to the downtown scene.
Click to see this boot on Amazon
What’s to love?
- Cushioned insole keeps you happy in the saddle and out
- Flexible outsole moves with your feet and is ultra-durable
- Pull tabs for easier on and off
- Customer reviews confirm comfort from day one
Read Customer Reviews on Amazon
Ariat Fat Baby Heritage (Women)
Have wide feet? Give the Ariat Fat Baby Heritage boots a try. Not only can you choose from a wide variety of fun colors and patterns, you can keep your feet happy.
Customers rave that they take virtually no time to break in.
Click to see this boot at Amazon
What’s to love?
- Durable rubber soles reduce wear and tear
- Uses 4LR foot support system to boost cushioning
- Contains four layers of soft footbed
- Includes a lightweight shank for stabilization
- Very popular among equestrians
Read Customer Reviews on Amazon
See why the Fat Baby made our list of the 12 Most Comfortable Cowboy Boots for Walking.
Teva De La Vina (Women)
The Teva De La Vina is a subtle low boot that’s flexible enough to go with any outfit.
If you want a cowboy boot that’s lite on the western styling but big on comfort, this is it.
Click to see this boot at Amazon
- Waterproof 100% leather exterior holds up to daily wear
- Side zipper, adjustable ankle strap, and pull-on back loop make it easy to put on in a hurry
- Mush® Infused insole provides long-lasting comfort
- Spider365 Rubber outsole for traction and durability
- Riding inspired design is clean and versatile
Read Customer Reviews on Amazon
Love fashion? Us, too! Check out 20 Fashionista Tips: How to Wear Cowboy Boots in the Summer.
Roper Riley Western Boot (Women)
The Roper Riley boot is stylish, comfortable, and a more affordable choice, especially if you only wear cowboy boots occasionally.
They come in a variety of fun colors (including red!), so it’s easy to dress up your favorite outfits.
Click to see this boot at Amazon
What’s to love?
- Comfy, padded footbed for all-day wear
- Quality craftsmanship
- Breathable leather lining
- Lightweight rubber outer sole
- Pull tabs for easier on and off
Read Customer Reviews on Amazon
Fitting the Best Boot for Walking
A good walking boot needs to have flexibility and bend where the ball of your foot goes. If the ball of your foot sits beyond this bend area, your toes will feel smooshed.
The boot should have sufficient cushion, but it doesn’t need much because the activities you do in a boot (i.e., walking and riding) cause less impact than running.
Finding the Perfect Boot Fit
- Your foot should feel snug–except for your heel. The heel should slip around in a new boot. Once the boot gets broken in, the leather will become soft and conform to your foot. Then, slippage will disappear.
- Make sure the ball of your foot sits in the widest part of the boot. You don’t want to have squashed toes!
- The instep should fit more snugly over the top of your foot than a tennis shoe instep does.
Picking Your Perfect Boot Size
- Start with your normal shoe size.
- Remember that socks can add ½ a size to your feet.
- If you are in between sizes, go with the larger one.
Frequently Asked Questions
Q: Are cowboy boots comfortable?
In many cases, no. If you buy a cheap pair of cowboy boots that aren’t well-made or designed for comfort, your feet will suffer.
That said, cowboy boots absolutely CAN be incredibly comfortable.
The boots our list, for example, are specifically constructed for walking, standing, and working all day long.
Our best advice? Find a boot that fits your unique feet well, gradually increase the amount of time you wear them, and you’ll be rewarded with a never-throw-them-out pair of cowboy boots you want to reach for every day.
Q: Is it healthy to walk in cowboy boots for long periods of time?
It depends on the boot. If you get one with a cushioned insole and/or orthotic insert, it should be comfortable enough to wear all day.
Q: What are the most comfortable cowboy work boots?
Check out all our favorite pull-on work boots, which are all designed for long, hard days are your feet.
Our top cowboy work boots are the men’s Ariat Workhog and women’s Ariat Workhog.
If you’re specifically looking for a steel toe cowboy boot for women, we have a separate article about our top picks.
You can find more of our favorite cowboy boots for work in this article.
Q: How do I know if a boot fits?
Here are a few tips:
- Your foot should feel snug.
- If your heel slips, that’s ok and normal in a new boot. It will go away as the boot gets broken in.
- Make sure the ball of your foot sits in the widest most flexible place, so your toes are not squished.
- The instep should be a little tighter than the instep of as tennis shoe.
Q: What are the best boots for mucking stalls?
Keep your nice cowboy boots in the closet, and pull out a dedicated pair of muckers made for the task.
We wrote about our favorites in $hit Happens: 7 Best Boots for Mucking Stalls.
Q: How can I make my cowboy boots walk quietly?
The source of the sound is the heel and is most prominent on hard surfaces. One way to muffle this sound is by using heel caps.
They’re usually made from rubber and can be applied with glue.
Another alternative is to replace your heel caps with ones made from rubber.
If you’d prefer a more temporary method, you can always use gaffer tape or duct tape to help muffle the sound. This method isn’t a good long-term solution because you’ll have to replace the tape often.
Q: Are cowboy boots good for long walks?
Like with all shoes, it depends on the type and style of boot that you have. Some designs are better suited for long walks than others.
Look for a boot that offers good arch support and a comfortable sole. Boots that offer some flexibility or that mold to your foot are good choices as they let your foot shift and breathe more naturally.
Here are a few great walking cowboy boot options.
- Justin Stampede
- Roper Riley Western Boot
- Ariat Heritage Roughstock
Q: What are the most comfortable cowboy boots overall?
Everyone has a different definition of comfort, as everyone’s feet are different! So there isn’t one boot that will feel comfortable for all people.
However, on the whole, we recommend the Durango Rebel for men and the Ariat Fat Baby Heritage for women.
Your feet deserve the best cowboy boots for walking
This post has covered only a few of the many amazing and comfortable boots out there. Don’t suffer with uncomfortable boots any longer. Ain’t nobody got time for that!
P.S. Enjoy this article? Trot on over to:
- Most Comfortable Work Boots for Hurt-Free Feet
- Best Boots for Working Hard & Playing Hard
- 5 Comfy Tall Riding Boots That Feel as Good as They Look
- 10 Best Women’s Horse Riding Boots for Everyday Equestrians
- 16 Best Cowboy Boots (Men, Women, Fashion, Riding, Work)
- These Boots Are Made for Working: Best Pull-On Work Boots
- 7 Best Steel Toe Cowboy Boots for Hard-Working Women
- 10 Best Mens Cowboy Boots (Fashion, Wide, Work, Western)
- 9 Best Boots for Western Horseback Riding
- 13 Best Boots for Horseback Riding Lessons
- 9 Rookie-Approved Horseback Riding Boots for Beginners
- $hit Happens: Best Boots for Mucking Stalls
