Most Comfortable Cowboy Boots

Let’s be honest, cowboy boots are not known for being nice to our feet. If you’ve spent as much time in boots as me you are ready for the most comfortable cowboy boots and have no patience for less than the best.

Check the quick list below for links to customer reviews and prices for my most comfortable cowboy boots picks, or read on for the full review:

  1. ARIAT Men’s Rambler Western Boot
  2. Dan Post Men’s Milwaukee 13″ Western Boot
  3. Ariat Men’s Wildstock Western Cowboy Boot
  4. Ariat Groundbreaker Men’s Work Cowboy Boots
  5. Ariat Women’s Round Up Wide Square Toe Western Cowboy Boot
  6. Coconuts by Matisse Women’s Gaucho Boot
  7. Refresh Wild Women’s Western Cowboy Boots
  8. Laredo Spellbound Women’s Western Boot
  9. Smoky Mountain Hopalong Toddler Cowboy Boots
  10. Silver Canyon Monterey Kids Cowboy Boots for Boys and Girls

Most comfortable cowboy boots

Whether you need a comfortable pair of cowboy boots for the barn, riding, walking, or going out on the town, we have you covered. Find the best pair of cowboy boots for men, women, and children that will keep you and your feet happy.

For men

ARIAT Men’s Rambler Western Boot

Perfect for working on the farm and going to town. These comfortable cowboy boots are 100% leather with a great distressed look. They have a traditional stitching pattern that always looks good. They are midcalf length witch makes them great for walking lot’s of miles in them.

  • 100% leather upper
  • Comfortable insole
  • Mid-calf length
  • Durable

Dan Post Men’s Milwaukee 13″ Western Boot

Another great men’s cowboy boot that can be worn all day long. 100% Leather upper with a comfort cushion insole and a stacked heel. This boot held up well while walking around and doing chores. It comes in multiple colors as well. This was easily one of my favorite cowboy boots when it comes to comfort and durability.

  • 100% leather
  • Comfort insole
  • Stacked heel
  • Excellent value

Ariat Men’s Wildstock Western Cowboy Boot

The Durathead sole was very comfortable both in the saddle and while walking the farm. Upper is premium full grain leather and it is constructed with Advanced Torque Stability technology and a composite forked shank. These boots felt sturdy without being too rigid, which is often the case with traditional boots. This pair of cowboy boots are both comfortable and practical.

  • Advanced torque stability technology
  • Full grain leather upper
  • Comfortable and stable
  • Excellent value

Ariat Groundbreaker Men’s Work Cowboy Boots

These comfortable cowboy boots are made to get work done. They are durable and very well constructed. The upper is 100% full grain leather and the sole is solid rubber. The tread is excellent and after a long day of wear my feet felt great. While these boots are made for working around the farm, the traditional style looks great walking around and running errands.

  • Durable construction
  • Leather upper
  • Rubber sole
  • Excellent value

For women

Ariat Women’s Round Up Wide Square Toe Western Cowboy Boot

With a 100% leather upper and a rubber sole this boot was equally comfortable stacking hay as it was walking around the grocery store. The 4LR four layer sole provided great shock absorption without sacrificing stability. This boot also has a Duratread outsole and a synthetic air mesh lining.

  • Duratread outsole
  • 4LR four layer sole
  • Durable
  • Traditional style
  • Excellent value

Coconuts by Matisse Women’s Gaucho Boot

The Matisse Coconuts Cowboy boot is a great combination of style and comfort. The quality of the boots surprised me and they got a lot of notice and positive comments. They come in multiple colors making it easy to find the look you want. These are meant for walking out on the town and they were surprisingly comfortable after a full day out.

  • Great look
  • Come in multiple colors
  • Comfortable
  • Excellent value

Refresh Wild Women’s Western Cowboy Boots

These are a great looking pair of boots made to be worn every day. They are faux leather, so you don’t have to worry about rain and puddles. They were much more comfortable than similar style boots I tried and they are built to last you. They are lightweight and made in the USA.

  • Great look
  • Lightweight
  • Faux leather
  • Comfortable
  • Excellent value

Laredo Spellbound Women’s Western Boot

These stylish traditional boots are another great option for both the barn, riding, and going to town. Walking miles in them was comfortable and did not hurt my feet. The uppers are leather and the synthetic sole was stable and durable. These are one of the best all around women’s cowboy boots we tested.

  • Versatile and comfortable
  • Traditional style
  • Leather upper
  • Synthetic sole

For kids

Smoky Mountain Hopalong Toddler Cowboy Boots

These great toddler cowboy boots brought no complaints from our little guy. They come in a ton of great colors so you’re certain to find a pair your toddler will love. The traditional style was a hit and they are a great value too.

  • Leather upper
  • Rubber sole
  • Cushion insole
  • Many color options
  • Excellent value

Silver Canyon Monterey Kids Cowboy Boots for Boys and Girls

These traditional style kids cowboy boots are great for both boys and girls. They come in modern fun colors too which are sure to be a hit with your child. The synthetic upper is durable and the rubber sole is comfortable even when wore all day. The comfort cushion insole is durable and this is a great overall value boot for kids.

  • For boys and girls
  • Synthetic upper
  • Rubber sole
  • Comfort cushion insole
  • Comes in many colors
  • Great value

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