Most Comfortable Work Boots: Buyer’s Guide and Reviews 2017 (New Products)

In today’s economy, a lot of people like to work longer hours or even multiple jobs to ensure that they are able to make ends meet and most of these jobs require physical labor from the individual. It can be quite stressful to the feet when you decide to work these longer hours and thus it is harder to continue this trend, but with the most comfortable work boots, you can certainly accomplish this and still have the comfort of walking around at home.

We were able to get our hands on a few of these boots and test them out to ensure that they match the quality and comfort required to be the one. These boots might be expensive at first, but it is worth noting that you will have more and more comfort and also save a few dollars on those dreaded medical bills when it comes to joint pain and feet problems.

Before we look at the top 10 most comfortable work boots, you need to know exactly what you need to look out for in the process of purchasing these boots and therefore, we have compiled a list of features that we believe will help ensure that you have quality and value for your hard-earned cash.

Top 10 Most Comfortable Work Boots

1. Timberland PRO Men's Pitboss 6" Soft-Toe Boot - Editor's Choice

Timberland has been well-known for their farming boots and many people love their boots for the multifunctional use that it provides and the easy and short break in periods.

 We were able to reach out to a few of the people that like these boots and most of them love the comfort that it provides and the multiple years’ worth of use that they have gotten from the boots and this will certainly ensure that you get quality and value for your money.

We were intrigued by the light colored design, but after walking through a few muddy piles, the boot was extremely dirty.

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Because the boot is water resistant, we went through a few puddles and in no time at all, most of the mud was of and with a simple cloth, we were able to make the boots shine again.

On the inside of the boot, you will be treated to a comfortable insole that molds to the shape of your feet and this will definitely bring some relief to ankle and other joint pains and because of the comfort, you will be able to use these boots for an extended period of time without having fatigue slow you down.

The shaft of the boot only measures 6 inches from the arch and the heel is approximately 1.25 inches high and with the durable and slip resistant rubber sole, you can be sure to get a lot of value from these boots. The shaft has been cushioned and this will immediately remove any abrasions and you will have more opportunity of walking for longer periods of time.

Finally, the boots are extremely spacious on the inside and they will provide you with a lot of comfort. We highly recommend this as some of the most comfortable working boots for farmers as the lack of a steel toe might be hazardous for construction work.

  • Shorter ankle shaft for more maneuverability
  • Durable leather construction
  • Around cushioning on the inside
  • Abrasion and slip resistant designs
  • Light colored design does retain dirt after prolonged use

2. Thorogood Men's 814-4200 American Heritage 6" Moc Toe Boot - Best for Concrete

Designed for construction and farming purposes, this high-quality boot will definitely provide the user with value and the slip resistant outsole has been tested to be resistant to oil slips as well. This will make any water puddle or spillage nothing more than child’s play.

The boot has been constructed using extremely high quality imported leather and the construction and stitching has been completed in the US. This will give you peace of mind when it comes to quality and we believe that the price should not stand in the way of quality.

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The design is stylish with the logo subtly imprinted on the side to show the quality of the boot and the interior is nothing less of spectacular. Aside from the comfortable insole that will mold to the shape of your foot and even adjust to your walking pattern, you will receive a cushioned wedge sole as well.

This makes the boot great for pronated and supinated feet and after only a few days, we were able to see how the boot starts to mold to your feel. These cushioning systems will also reduce the break in period and you should be ready and working in no time.

We highly recommend these boots for outdoor use and the leather does come clean quite easily.

In the swamps you will also have the benefit of the waterproof material and the design is great for working in construction areas. The only downside is the lack of a steel toe.

  • Durable welt leather construction
  • Comfortable first time fit
  • Short break in period
  • Multiple moldable cushioning features
  • Lack of steel toe might not be good for construction of mining

3. Timberland PRO Titan 6" Waterproof Safety-Toe Work Boot - Best for Comfort and Safety

Timberland Pro has been well-known for the quality of shoes they produce and the Titan 6" waterproof safety toe work boot is definitely one of their best boots.

The boots are made from leather on the exterior and this definitely improves the durability to allow you to work in more strenuous environment, while the added alloy safety toe feature is great for protecting your feet from any falling objects as well.

While you are wearing the shoes, you will notice that they do feel really lightweight on your feet and this is due to the polyurethane midsole incorporated. The midsole will mold comfortably to the shape of your feet and your feet will also feel more comfortable.

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The boots also feature a mid-cut style and this will definitely be great for comfort and the added mesh lining has also been treated with antimicrobial properties to increase the overall cleanliness of the boot. Furthermore, the boot features an exterior rubber sole that has been tested in slippery conditions like oil and ice.

We highly recommend this boot for construction or warehouse workers and it is available for both men and women. The work boots are really comfortable and they do command a high price, but will give you optimal comfort.

  • Durable leather construction
  • Comfortable inner midsole
  • Has an alloy toe for lightweight protection ( as strong as steel toe)
  • Treated with antimicrobial properties
  • Stylish mid-cut design
  • Commands an expensive price

4. Wolverine Men's W02421 Raider Boot - Best for Construction

The Wolverine Men's Raider boot is one of the more standard looking and high quality work boots. The boot features the standard high-quality feel and the imported leather will certainly add to the quality of the product.

While measuring a shaft that is 5.5” from the arch, you will be supported during the whole day and you can be sure that no unnecessary stress will be forced upon your feet.

The boot is great for miners, construction workers and farmers and it features an easy to use lace-up system.

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To further ensure comfort and quality, the foot is fitted with a soft and moldable insole to provide comfort to pronated and supinated feet and the smooth transitioning technology will ensure that every step you take is just as comfortable as walking in your slippers.

Overall this is a great working boot and anyone working in a physical environment will find protection and comfort in the shoe. The leather exterior has been perfectly finished to protect against unnecessary dirt and the Wolverine sign has been stitched in to provide the extra feel of quality.

Finally, to ensure that you cannot slip nor have your feet damage from the bottom, the boot features an extremely high-quality rubber sole that will stick to almost any surface. The moment it gets wet it will enhance the non-slip feature as the rubber will start to stick to the surfaces.

  • High-quality exterior to ensure quality
  • Non-slip rubber sole
  • Stylish embossed Wolverine logo
  • Smooth transitioning system with every step
  • The boots ay be a little tough to break in at first

5. Red Wing Heritage Men's Blacksmith-M Work Boot - Best of the Best (USA)

We had to take a look at one pair for business use and find a pair of boots that is not only durable, but will also provide you with a lot of comfort.

These Heritage men’s blacksmith boots have been specifically designed for multifunctional use, but when you see the style, you will immediately notice that it will work well with almost any suit and business clothing item.

The boot has a strong and durable Vibram sole that will give you multiple years’ worth of use and thus provide you with maximum value.

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The classic round toe style is very unique and it will give you more space on the inside and your feet will never be compressed and cause pain, but the boot does only feature an average cushioned insole, which does not bode well for pronated and supinated feet.

The harder exterior construction will also make the break in period a little longer and thus these shoes might not be great for people suffering from feet problems.

The longer shaft does however, have an internal cushioning that will help with abrasions and you will be able to walk for prolonged periods of time without wishing to just get out of your working shoes and the welt construction is great for added durability.

The main thing that assures quality is the fact that the boots have been made and stitched in the US and the added stitching around the entire boot will certainly ensure that the boots are made to last.

We definitely recommend these boots for business use and prolonged use in tougher internal environments. The boots will be a lifetime investment, but the price might be discouraging at first.

  • Durable welt construction
  • Slip resistant Vibram outsole
  • Comfortable ankle area that is abrasion resistant
  • Made in the US
  • Might be expensive at first

6. Irish Setter Men's 83605 6" Work Boot - Best For Comfort

Featuring a stylish light brown color, the Irish Setter men’s 83605 6" work boot is one of the most comfortable work boots for multifunctional use. The boot features a speed lacing system that will allow you to quickly lace up your boots and also provide you with a tight fit.

The rubber sole feature on the boot is part of the Irish Setter patented flexibility technology, you will find that every step is smooth and easy. With these boots, you will find sore feet a thing of the past and all the comfort in the world.

To further add to the comfort, the EVA midsole has been designed with an amazing cushioning feature that will allow you to easily break in the boot. Supinated and pronated feet will also find comfort and support in the midsole and the longer shaft to help support the ankles.

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Finally, the boot is extremely affordable and can be used for almost all working environments. We recommend this boot to farmers and especially people working in slippery environments, as the boot as bee tested to resist ice and extremely oily conditions.

Overall, you should enjoy every aspect of the boot and it is certainly worth it when you look at the extremely affordable price. The boot may be a little difficult to keep clean, but a good wash every now and again should definitely provide you with a neat and stylish look.

  • Features a speed lacing system
  • Tested in extreme conditions
  • Provides comfort to supinated and pronated feet
  • Features added flexibility
  • May be difficult to keep clean

7. Timberland PRO Men's Boondock 6" Waterproof Non-Insulated Work Boot  - Editor's Choice

We managed to get our hands on a pair of this well-designed and high quality pair of boots and we did not hesitate to put the boot through a few tests.

The fitting period was one of the essential talking points at first because of the huge design and the comfortable manner in which your feet will easily slip inside.

We do recommend taking your average size even though the boot might be half a size bigger as the added space will reduce the break in period and provide you with more comfort.

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The insole features a comfortable and contoured insole that will mold perfectly to the shape of your feet and thus this will definitely be great for anyone with pronated or supinated feet to add an extra layer of comfort.The outer sole has also been designed to be slip resistant in oily conditions and thus it makes the boot perfect for construction use as water will not even trouble the durable outsole.

Furthermore, the Goodyear welt construction will add the durability required for those treacherous environments and the boots have also been cleared for industrial construction and concrete safety. This will provide you with the value needed to ensure that the boots will last you multiple years and that it can be considered to be lifetime investment that will repay you in the end.

Finally, we recommend these boots for multiple outdoor environments and you can be assured of the quality that it provides.

Many construction workers are all big fans of these boots and the 30-Day Comfort Guarantee will give you the opportunity of testing out these features to ensure that it matches your standards.

  • Great for multifunctional use
  • Waterproof
  • Durable Goodyear welt construction
  • Can be seen as an investment
  • Larger size might not be comfortable to everyone

8. Wolverine Men's Legend 6 Inch Waterproof Comp Toe Work Shoe - Most Comfortable Composite Toe Work Boots

Aside from the comfort and durability, we love the Wolverine brand for the style that they bring to the table in their shoes.

This boot features a fully cushioned shaft that measures approximately 6 inches from the arch and thus it I will also provide more protection from higher grass and thorny plants in the jungle like terrain. Woodcutters will also enjoy the softer design and that the entire boot molds to your walking pattern on those uneven surfaces.

The durable leather construction will provide more motivation for anyone working in the swamp to make this investment and during our testing period, we walked through multiple puddles, but none of the water managed to get through to the interior of the boot and provide that irritating wet feeling in your socks.

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Furthermore, the boot has an extra padded and cushioned interior foot bed that will mold to the shape of your foot and thus bring more comfort and support to anyone suffering from pronated or supinated feet. People with joint troubles will also like the fit and this will help ease the pain and provide you with longer lasting all day comfort for your feet.

Users, will also receive the benefit of the patented Wolverine multishox and durashocks technology, which have been incorporated to ensure that you have a measure of shock abortion in those uneven and treacherous environments, thus making this one of the best boots on the market for use in watery or swamp environments.

We definitely recommend these boots for woodcutters and loggers to use in those unforgiving terrains and for this affordable price, you can be sure of the quality that you will receive.

  • A lot of patented features will set you apart from the rest
  • Great for pronated and supinated feet
  • Durable welt construction
  • Stylish design
  • Softer design might damage from wear and tear over time

9. Ariat Men's Workhog Pull-on H2O Work Boot - Most Comfortable Slip On Work Boots

Made mainly of leather, this work boots from Ariat can impress you with its solid and durable construction and stylish design. It even has a Western flair, which adds up to its great look.

It is waterproof, which means that it has properties that can shut off the snow and the moisture. It also showcases exclusive ATS Max platform of Ariat. This makes the work boots capable of providing a high level of torsional stability.

This is a good thing if you want to reduce foot fatigue. The featured platform also ensures that your body is properly aligned when you’re performing your job, so there is a lower risk of experiencing added pressure and strain, especially to your back.

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This popular Ariat work boots also has a sole, which also comes with EVA cushioning for its midsole. It can resist abrasion and oil, as well as potential slips.

The Duratread outsole, which is also constructed in such a way that it can resist slips, also improves the comfort level and durability of the product. This round-toe Western style boot also boasts of its dual pulls that you can find at the shaft.

You will also notice the Ariat’s embossed logo at the counter.

  • Comfortable to wear and easy to slip on
  • Has a great traction
  • Sort of suede finish, which is good if you want to shine it regularly
  • Has an extra wide shank featured in the boots’ sole, making it more stable when used in steps and ladders
  • Offers a nice support for your toes and feet
  • Has minimal arch support

10. Justin Original Work Boots Men's Double Comfort Work Boot - Made in the USA

Featuring an extremely unique design and a 8,5 inch shaft, these boots have been designed for individuals with slimmer feet.

We were able to try them on and they perfectly match the style of most business people, but they have been multi-functionally designed for outdoor use as well.

The longer shaft does not only add another layer of protection to the outdoor elements, but it also provides some extra support for your joints. Unfortunately, your pants will not fit inside.

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The biggest draw for us was the seven layered double-comfort construction welt design. This not only adds more durability to the boot, but it is much softer on the inside compared to most of the rival brands and thus you will be able to wear these boots for a prolonged period of time.

On the inside, you will also have the benefit of a removable Cambrelle insole, this unique insole is quite thick and it also adds a measure of comfort that will allow the boot to mold to the pattern of your feet.

This feature should be great for people with medical foot conditions like pronation and supination. The comfortable material will also greatly reduce the break in period and you will have more comfort and be ready for work in no time.

  • Unique and stylish design that matches most wardrobes
  • Really affordable
  • Offers a lot of comforts
  • Moldable Cambrelle insole for pronated and supinated feet
  • Made in the USA
  • Longer lacing feature might waste time and be confusing at first

Key Features to Take Note of in the Most Comfortable Work Boots

most comfortable work boots for men

Money is the real driving force behind the decision of working longer hours or in more treacherous conditions, but money should not be the main focus point when you are looking for the most comfortable work boots and thus you will need to spend a few bucks to ensure that your feet are adequately protected and that you have capabilities of withstanding fatigue.

1. Durability

Durability has always been an important point in shoes and it is very important to make sure that your boots will have the capabilities of resisting the terrain and giving you multiple years of use.

We recommend looking for high-quality leather materials and rubber or textile outsoles to provide you with this quality.

2. Inner Cushioning

most comfortable work boots for men

When it comes to comfort, the inner part of the boot is the most important and you would need to look at the quality of the inner sole.

Most high-quality boots will feature a durable and moldable insole that will mold to the shape of your feet and thus be very beneficial for both pronated and supinated feet.

3. Shock Absorbent Features

When walking in tough terrains, it is important to ensure that the boot will have shock absorbent features to allow you to jump from higher places and the shock will be evenly spread throughout the boot.

This feature can even be added to the top part of the boot and if you cannot afford a boot with a steel toe, this should be the next thing to look out for.

4. Spacious Interior Design

Interior design is not only important when it comes to our homes, but will also play a very important role in terms of having quality and value for your money when you are buying a new pair of boots.

We like to recommend a spacious interior that will not squeeze your foot and this will also greatly reduce the strain from the break in period and it might even shorten this period significantly.

5. Lacing

most comfortable work boot for men

The laces can be quite troubling if you are not comfortable with them or the high that is required for optimal lacing. If the boot is too loose, it will become irritating and keep sliding around and this could really spoil the day. Having the perfect lace technology will ensure that you have more comfort.

All of these features are equally important when it comes to assuring comfort, but you also need to make sure that you are getting value for your money and therefore, the durability will play an important role.

These features might be expensive, especially if the boot has been constructed or even handmade in the United States, but it is easier to trust the US with quality in the end. We recommend that you pay special attention to these features and you can be sure to never go wrong. 

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