Best Waterproof Work Boots to Buy in 2020: Top Picks

Regardless of whether you’re trudging through mud, swimming through rivers of water, or working in water up to your you know what, you need to make sure that your feet remain warm and dry. To be prepared for anything, you need the best waterproof work boots accessible. But there are so many options available that choosing one that can stand up to the task may be challenging.

So which one do you buy? Well, we have compiled a list of some of the best waterproof work boots on the market. We are sure that among our choices there is one that will do the trick for you. So, to get you started, let’s get to work and take a look at the best waterproof work boots, shall we?

Comparison Chart

Caterpillar Men’s Waterproof Industrial Boot

Timberland PRO Direct Attach 6″ Waterproof Insulated Boot

KEEN Utility Men’s Waterproof Work Boot

ROCKROOSTER Waterproof Work Boots

Timberland Men’s 6 inch Premium Waterproof Boot

Best Waterproof Work Boot Reviews

Caterpillar Threshold Waterproof Industrial Boot

Tough working conditions? Then our first entry is just what you are looking for. Brought to you from one of the biggest names in construction, Caterpillar, these waterproof steel toe boots offer you comfort and toughness.


When you are standing on your feet all day, your shoes are vitally important to you. That means that when constructed, they need to take specific considerations under advisement. Including features that help with arch support or grip can mean the difference between a good pair of shoes and a bad pair, with these boots from caterpillar the designers knew this and included the following design features:

  • Constructed with a combination of genuine leather and fabric
  • Built with a high-grade rubber sole
  • Shaft measures ankle-high from arch
  • Leather upper that is breathable
  • Outsole is slip-resistant
  • Waterproof

These steel toe boots have everything a hard-working individual needs. They offer excellent traction and are flexible in the midsole. This gives you not only security but comfort for those long days in the elements. Plus, unlike many of the other models, these boots are lightweight, which will help decrease strain on the legs and the fatigue caused by them. On top of that, you have a good selection of colors to choose from.

There are a few things that may end up being a problem, especially in cold weather. The biggest is probably the lack of insulation. This can be combated with thicker socks, but it is still something to keep in mind as you make your decision. There has also been some instance of the arch support breaking down after only a few months of use.

The arch support issue is not universal, and as we said with thicker socks, the insulation can be taken care of. Without these two drawbacks, you are left with a well designed and durable work boot.


  • Great traction
  • Steel toe
  • Nice color selection
  • Midsole is flexible
  • Lighter than other models


  • Non-insulated
  • Issues with arch support durability

Timberland Pro Direct Attach Waterproof Boot

Timberland is a fashion icon who has taken its patented high-quality craftsmanship and moved into the work boot industry. Our next entry is from them and is crafted to be tearproof and offer enhanced safety for your feet while you are out and about on the job site.


A new venture is always challenging, but when Timberland moved into the work boot industry, they did it with gusto. Using their same equation for high-quality boots that they do with their streetwear, they knew they had to include certain features. These features include:

  • Crafted with a synthetic sole
  • Shaft measures 6” from the arch
  • Heel measures 1 ¾”
  • Built-in steel toe
  • Insulated waterproof upper
  • Lace-up vamp
  • Collar is padded

This boot from Timberland offers protection that far surpasses many of its competitors. It is designed with waterproofed seams and leather as well as electrical hazard protection. That way, if something does go a little awry, you are safe from any stray current. It also offers a dry and warm interior as it is crafted with a quilted material that dries fast. This material also provides a level of insulation that will keep your steel toes protected and your feet warm the whole day.

There have been some reports of quality control issues when it comes to the sole as well as the insert. However, these are in no way universal and few and far between. With the inconsistency of the QC issues put up against the wide array of benefits, you can see why we knew this boot from Timberland needed to be on our list.


  • Waterproof (seams & leather)
  • Protected from electrical hazards
  • Quick-dry insulation
  • Steel toe
  • High shaft measurement
  • Variety of sizes and widths


  • Issues with durability
  • Soles crack

Keen Utility Lansing Waterproof Boot

Keen is a big name when it comes to working and hiking boots. The company focuses on delivering quality and comfort, and with the Lansing work boot, they do just that. By taking the time to really craft a boot that delivers support, comfort, and protection, the team at Keen has efficiently designed one of the best boots out there.


Keen’s reputation precedes itself and lends a note of expectant quality. This isn’t a coincidence; they have been designing shoes that are built to withstand the rigor of whatever you throw at them for decades. They know that no matter the model, in order to be an effective and safe work boot, there are some simple things that have to be included in the design. These include:

  • Crafted with 100% leather
  • Built with a high-quality rubber sole
  • Shaft measures ankle-high from arch
  • Fitted with a stability shank
  • Removable insert
  • Additional shank for midfoot support
  • Steel toe
  • Reflectivity from toe to heel

There is a lot to love about this boot. It is crafted with high-quality leather, which gives it durability. Built to be lightweight and comfortable, these work boots will have you gliding through the day. Then when you look at the design itself, you can see why so many people absolutely love this boot. It is crafted with a heel lock that is contoured. It is also water, oil, and slip-resistant.

This boot is fantastic, but it does have a few drawbacks. The price is the first issue as it’s quite expensive. Though you do get what you pay for, those with a tight budget may find the price tag a little steep. Other than that, there have been some issues with the strength of the eyelets for the laces.

If you are not working with limited funds, then the core design of this boot offers you a great option for the protection of your feet when out and about working.


  • 100% leather
  • Heel lock is contoured
  • Steel toe
  • Removable insert
  • Resistant to oil and slippage
  • Water-resistant
  • Lightweight and comfortable


  • Price
  • Issues with eyelets durability


Our next entry comes from a long-running contributor to comfortable and durable footwear. Starting with a boot for the military and moving into hiking and work boots, ROCKROOSTER brings decades of experience. This experience lends itself to high-quality footwear and is why this model found its way to our list.


ROCKROOSTER has been around for decades as we said, but unless you have been buying work boots exclusively for that time, they may be a new name to you. That is okay because once you have looked at the dedication the designer has to bring, you have a boot that protects you, and it will be clear why they are so beloved among those in the know. The designers have carefully crafted this boot with the following features:

  • Crafted with durable, lightweight materials
  • Steel composite toe for safety
  • Designed with abrasion resistance
  • Goodyear welt construction for durability
  • Dual-density insert
  • COOLMAX fiber technology
  • Enhanced ankle support

These boots are comfortable and constructed to give you just the right protection. The steel toe is designed and meets the safety requirements most sites work under. Plus, no long weeks of breaking them in; for the most part, after one day of wear, you will be feeling good as you stroll through your day. The lightweight construction also reduces leg fatigue, which is quite a blessing after a long day at work.

There is not much to find fault with when you look at these ROCKROOSTERS. The two things that stick out the most include the fact that some feel the toe box is a little tight. Other than that, some feel that the ankle support is sorely lacking for a work boot.

Both these issues are not universal and so may be easy to overlook, especially if you are someone looking for a quality work boot that brings with it a stellar reputation.


  • Steel toe-capped
  • Versatility of use
  • Static electricity is grounded
  • Breaks in easy
  • Lightweight


  • Some issues with toe box size
  • Limited ankle support

Timberland Premium Waterproof Boot

Our last entry, though not specifically a work boot, is designed with enough durability and ruggedness to be used as one. Another model from Timberland, this one comes from their fashion line and is ready to not only be fashionable but functional as well.


Just because this doesn’t come from the Timberland Pro line doesn’t mean that it is not viable as a work boot. In fact, the design team from Timberland has seen fit to include a lot of the same features that make a good work boot. These features include:

  • Crafted in high-quality leather
  • Built with a premium rubber sole
  • Shaft measures 7 ¼” from arch
  • Platform measures ½”
  • Boot opening measures 12” around
  • Waterproof

Everything about this stylish work boot is married with a touch of safety. The leather itself is weatherproof, and the outsole is made with rubber lugs for better traction and stability. The insert is designed to offer cushioning that helps relieve the impact of your hectic workload. That, all with high-quality insulation, makes for a nice looking and feeling work boot.

There are, however, a few things that may be considered flaws in the design. Working a long day is hard when you are wearing a heavy boot. That is why so many work boots try their hardest to be lightweight. Unfortunately, with this model, that just didn’t seem to be a thought. It is extremely heavy in comparison to many of the other models. Plus size-wise, it is not as sleek and almost seems a bit too bulky.

These can be major concerns if you suffer from chronic pain in your legs or serious fatigue at the end of the day. So if you are doing intensive lifting or climbing, these boots may not be for you. However, if that is not your circumstance, then when you look at the overall benefits you will be able to receive by making these your work boots, you may just find that you have found the perfect boots for you.


  • Leather upper is waterproof
  • Durable proprietary construction
  • Removable insert
  • The outsole of high-grade rubber
  • Insulated


  • Bulky design
  • Weight is heavy

Final Thoughts

There are so many great work boots available for you, but these models we just looked at are by far the best. We carefully worked our way through tons of options using key factors to decide which ones were worth a second look. In the end, the results were in, and these were the ones we thought stood out above all their competitors.

Ideally, with the in-depth review above, you should be able to figure out how significant having the ideal waterproof work boots can be. They are a must for those that work in tough outdoor or wet conditions. Our reviews of these waterproof work boots are intended to help you in finding just the right pair for you and your work needs.

By giving a comprehensive list of some of the top waterproof work boots available today, we hope that we have done just that. We hope that you have found a pair that will keep your feet warm and dry while protecting them from the hazards of the worksite.

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