(Rated from 36 reviews)

Updated 31 October 2018 by James

Best Mens Timberland Work Boots

After years and hundreds of hours of testing & reviewing, we have strong opinions about what makes the best timberland work boot: anti-fatigue technology, safety and stability features, breathability.

The Timberland PRO Boondock 6” (On special until end December 2018) has all those features and beats it’s competition hands down. They are the most supportive. They are also cozy, breathable, and robust. They also have excellent traction. The work shoes have a sturdy leather upper and a breathable membrane that wicks away moisture. They also have a lightweight insulation to keep you warm and dry no matter how frigid the weather gets.

Please also make sure to read our detailed article on the Best Timberland Work Boots or you can check our guide on the Best Timberland Shoes For Women.

We aim to just include high quality, ideal products that will likely assist you to discover what you require for your lifestyle. Our analysis is neutral & in-depth because we want you to have all the information – both good and bad prior to making your own choice.

Top Timberland Boots for Men Overall

tims boots

Well-rounded, great value

Comfortable
Stylish and warm

Our top pick

timberland boots on sale

Awesome value

Excellent traction
Tough leather skin

* On special until end December 2018

Timberland Boots Men Review Table

Product

BEST CHOICE

Timberland PRO Men’s Boondock 6”

Timberland PRO Boondock 6”

  • Breathable
  • Affordable
  • Excellent traction
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MOST COMFORTABLE

Timberland PRO Men’s Gravel Pit 10”

Timberland PRO Gravel Pit 10”

  • Easy on/off
  • Lightweight and a perfect fit
  • Comfortable
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BEST TRACTION

Timberland PRO Men’s 52565 Endurance 6” PR

Timberland PRO 52565 Endurance 6” PR

  • Fashionable
  • Perfect fit
  • Incredible traction
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MOST DURABLE

Timberland PRO Men’s 26078 Titan 6”

Timberland PRO 26078 Titan 6”

  • Durable
  • Comfortable and lightweight
  • Insulated
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MOST ROBUST

Timberland PRO Men’s Hyperion

Timberland PRO Hyperion

  • Non-skid treads
  • Robust
  • Quick-lace for easy slip-on/off
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BEST QUALITY

Timberland PRO Men’s 6”

Timberland PRO 6”

  • Waterproof
  • Durable and high quality
  • Stable
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MOST SUPPORTIVE

Timberland PRO Men’s Direct Attach Six-Inch

Timberland PRO Direct Attach Six-Inch

  • Warm and have excellent traction
  • Supportive
  • Lightweight
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MOST SECURE

Timberland Men’s Flume

Timberland Flume

  • Secure
  • Sturdy and supportive
  • Lightweight
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STYLISH

Timberland PRO Men’s Pitboss 6”

Timberland PRO Pitboss 6”

  • Impressive arch support
  • Lightweight
  • Attractive
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BUDGET FRIENDLY

Timberland Men’s White Ledge

Timberland White Ledge

  • Excellent traction and a perfect fit
  • Keeps you snug
  • Waterproof
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BEST CHOICE

Timberland PRO Men’s Boondock 6”

Timberland PRO Boondock 6”

  • Breathable
  • Affordable
  • Excellent traction

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MOST COMFORTABLE

Timberland PRO Men’s Gravel Pit 10”

Timberland PRO Gravel Pit 10”

  • Easy on/off
  • Lightweight and a perfect fit
  • Comfortable

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BEST TRACTION

Timberland PRO Men’s 52565 Endurance 6” PR

Timberland PRO 52565 Endurance 6” PR

  • Fashionable
  • Perfect fit
  • Incredible traction

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MOST DURABLE

Timberland PRO Men’s 26078 Titan 6”

Timberland PRO 26078 Titan 6”

  • Durable
  • Comfortable and lightweight
  • Insulated

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MOST ROBUST

Timberland PRO Men’s Hyperion

Timberland PRO Hyperion

  • Non-skid treads
  • Robust
  • Quick-lace for easy slip-on/off

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BEST QUALITY

Timberland PRO Men’s 6”

Timberland PRO 6”

  • Waterproof
  • Durable and high quality
  • Stable

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MOST SUPPORTIVE

Timberland PRO Men’s Direct Attach Six-Inch

Timberland PRO Direct Attach Six-Inch

  • Warm and have excellent traction
  • Supportive
  • Lightweight

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MOST SECURE

Timberland Men’s Flume

Timberland Flume

  • Secure
  • Sturdy and supportive
  • Lightweight

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STYLISH

Timberland PRO Men’s Pitboss 6”

Timberland PRO Pitboss 6”

  • Impressive arch support
  • Lightweight
  • Attractive

CHECK BEST PRICE

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BUDGET FRIENDLY

Timberland Men’s White Ledge

Timberland White Ledge

  • Excellent traction and a perfect fit
  • Keeps you snug
  • Waterproof

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BEST CHOICE

#01. Timberland PRO Boondock 6”

The work shoes have a sturdy leather upper and a breathable membrane that wicks away moisture. They also have a lightweight insulation to keep you warm and dry no matter how frigid the weather gets.

The boots also incorporate the composite safety toe for non-metallic protection and a roomier fit. They offer you the best features. They are just what you need to accomplish your everyday tasks.

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Product Specs:

  • Leather
  • Imported
  • Synthetic sole
  • Shaft measures approximately 6.5″ from arch
  • Lace-up non-insulated work boot with composite safety toe featuring contrast padded collar and silver-tone eyelet hardware
  • Premium waterproof leather with waterproof membrane for abrasion resistance
  • Timberland PRO rubber toe protector for increased abrasion resistance and durability
  • Shock-absorbing Anti-Fatigue technology
  • Oil-resistant traction outsole.Waterproof leather has been specially treated to give it waterproof properties, causing liquids to bead up and shed from the surface

We Like

They are the most supportive. They are also cozy, breathable, and robust. They also have excellent traction.

We Don’t Like

They are not as waterproof, and the heel breaks. Despite these issues though, they are a perfect fit, comfortable, supportive and breathable.

Testimonial & Customer Reviews

At the time of writing, the Timberland work boot for men had 359 customer reviews and a 4.3 rating of out of 5 stars.

Conclusion

The design gives you incredible functionality and dependability on a golden platter. They help working professionals to perform at their best.

PROS

  • Breathable

  • Affordable

  • Excellent traction

  • Perfect fit

  • Sturdy ankle support

  • Tough leather skin

  • Roomy toe box

  • Super comfortable insert

CONS

  • Not as waterproof

  • Heel breaks

MOST COMFORTABLE

#02. Timberland PRO Gravel Pit 10”

The sleek full-grain leather work boot offers your feet support and top-notch comfort. It has the Thermolite insulation and antimicrobial treatment lining which provide you with comfort and warmth; they also instantly wick away internal moisture and perspiration for a dry fit.

It also has a metatomical protection and Powerfit system that offers you a personalized and first-class fit.

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Product Specs:

  • Leather
  • Rubber sole
  • Waterproof membrane
  • Internal anatomical contured metatarsal guard
  • Timberland Pro flex rocker rubber outsole
  • Zoned insulation 200g /400g for proper warmth
  • Oil and abrasion resistant outsole

We Like

It is the most comfortable work boot. It is also robust, lightweight, waterproof and insulated.

We Don’t Like

It is pricey, and the bottom detaches. Despite these shortcomings though, the work boot is sturdy, cozy and secure.

Testimonial & Customer Reviews

At the time of writing, there were 209 customer reviews and 4.4 out of 5 stars rating.

Conclusion

This incredible shoe offers you a personalized fit that gives you peace of mind on the job site.

PROS

  • Easy on/off

  • Lightweight and a perfect fit

  • Waterproof

  • Comfortable

  • Stylish and warm

CONS

  • Sole detaches

  • Pricey

7 STEPS TO CHOOSING THE PERFECT PAIR

Download your free guide ►

BEST TRACTION

#03. Timberland PRO 52562 Endurance 6” PR

The Endurance Workboot redefines comfort by featuring the exclusive anti-fatigue technology which also absorbs shock and returns energy at key zones of your feet to deliver long-lasting, all-day comfort when you need it most.

It has the cement construction for a flexible, break-in-time and the mesh antimicrobial lining for odor control and coziness. It also has a steel-toe shaped on a TiTAN last for a safety and superior fit.

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Product Specs:

  • Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 5.5″ from arch
  • Heel measures approximately 1.75″
  • Abrasion resistant rubber double toe for increased wear and protection

We Like

It is the most fashionable workboot. It also gives you a perfect fit and excellent puncture resistance. It is also comfortable, affordable and the steel-toe cap provides you with supreme safety.

We Don’t Like

It is heavy, and the sole detaches. Despite these issues though, it is well-made and has excellent traction.

Testimonial & Customer Reviews

During the time of writing this review, there were a total of 496 customer reviews and a 4.2 rating of out of 5 stars.

Conclusion

It is for those who spend long hours on their feet. It helps boost your confidence; you can walk with your head held high and be the envy of your co-workers with this sensational boot.

PROS

  • Fashionable

  • Perfect fit

  • Safe and cozy

  • Incredible traction

  • High puncture resistance

CONS

  • Bulky

  • Sole detaches

MOST DURABLE

#04. Timberland PRO 26078 Titan 6”

Their design is for hard-working service professionals. They provide you with lightweight, durable and safe boot for an extended period.

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Product Specs:

  • Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 6 from arch
  • Leather work boot featuring lace-up vamp with speed-lace hardware at top and protective toe with TiTAN alloy safety design
  • Polyurethane midsole for lightweight, durable cushioning
  • Moisture-channeling mesh lining with anti-microbial treatment
  • Oil- and slip-resistant PRO Rubber outsole

They have the TiTAN safety toe that protects you from heavy and hard falling objects, the PowerFitTM Comfort System for cushioning and the breathable, moisture-wicking air mesh lining to keep your feet warm and dry. The boots also boast of having the premium soft, full-grain leather for durability and the cement construction for flexibility thus minimising break-in-time.

We Like

They offer you the best fit. They are also secure, comfortable, durable, waterproof and lightweight.

We Don’t Like

The boots’ sole cracks and they have no ankle support. In spite of these minor issues though, they are cozy, secure and give you reliable slip-resistance.

Testimonial & Customer Reviews

During the time of writing this review, there was a total of 650 customer reviews and a 4.3 rating of out of 5 stars.

Conclusion

It is no surprise that they are one of the most popular and versatile work shoes. They give you all you need from work shoes on a silver platter.

PROS

  • Perfect fit

  • Durable

  • Comfortable and lightweight

  • Safe and breathable

  • Excellent arch support and traction

  • Insulated

CONS

  • Sole cracks

  • No ankle support

7 STEPS TO CHOOSING THE PERFECT PAIR

Download your free guide ►

MOST ROBUST

#05. Timberland PRO Hyperion

They make your days at the worksite comfortable and secure. They incorporate the alloy safety toe cap for superior protection and the lightweight molded EVA-midsole that offers you the much needed cushioning.

They also have the Dynamic Anti-Fatigue Technology that ensures you will not have to worry about your footwear. In addition to these incredible features, they also possess the cement construction to offer you a robust and durable work shoe.

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Product Specs:

  • Leather
  • Imported
  • Vibram sole
  • Shaft measures approximately 6 from arch
  • Waterproof work boot with leather upper featuring safety-toe cap on TiTan XL last for lightweight protection and good fit featuring dual-purpose hardware for quick lacing
  • PowerFit comfort system
  • Mesh lining with anti-odor treatment
  • Dual-density footbed with Dynamic Anti-Fatigue Technology
  • EVA midsole

We Like

They are the most insulated. They are also lightweight, breathable, cozy, durable and slip-resistant.

We Don’t Like

They are not as waterproof, and they have no heel support. In spite of these issues though, the boots are cozy, sturdy and rugged.

Testimonial & Customer Reviews

At the time of writing, the Timberland products for men had 441 customer reviews and a 4.2 rating of out of 5 stars.

Conclusion

They are packed with safety and performance features to arm workers with the ultimate comfort, protection, and durability on the job.

PROS

  • Insulated

  • Robust

  • Non-skid treads

  • Snug

  • Lightweight

  • Quick-lace for easy slip-on/off

  • Breathable

CONS

  • Not as waterproof

  • No heel support

7 STEPS TO CHOOSING THE PERFECT PAIR

Download your free guide ►

Bananas are curved because they grow towards the sun.

BEST QUALITY

#06. Timberland PRO 6”

There’s no substitute for this heavenly, sturdy, guaranteed waterproof boot that keeps your feet cozy, dry, through either rain or sunshine. It has a rubber sole that provides you with excellent traction and Primaloft insulation for superior warmth and comfort.

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Product Specs:

  • Leather and Textile
  • Imported
  • Synthetic sole
  • Shaft measures approximately 6″ from arch
  • Lace-up work boot featuring seam-sealed waterproof leather upper with composite safety toe
  • Padded top collar
  • Lightweight polyurethane midsole for flexibility and cushioning
  • Tri-density outsole and midsole for underfoot comfort and durability
  • Timberland PRO® outsole features an abrasion-, slip- and oil-resistant sole, tested for volume swell using EN345 TMP ASTM fuel A 7 Diesel ISO 1817 liquid F for 22 hours and ASTM IRM903 & Fuel B for 46 hours

We Like

It is the most durable work boot. It is waterproof, stylish and sufficient stability. It is also robust, warm and dry and has incredible traction.

We Don’t Like

It runs large and pricey. However, despite these few shortcomings, the boot is sturdy, cozy and durable.

Testimonial & Customer Reviews

At the time of writing, there were 1533 customer reviews and a 4.4 out of 5 stars rating.

Conclusion

It is what you need for your outdoor adventures and everyday work. It is an all-around boot that offers you excellent and outstanding features.

PROS

  • Stable

  • Durable and high quality

  • Waterproof

  • Stylish and cute

  • Insulated

CONS

  • Pricey

  • Runs large

MOST SUPPORTIVE

#07. Timberland PRO Direct Attach

The Timberland sensational work boot has a mesh lining with anti-microbial treatment for odor control thus you can be confident even as you get them off your feet. It also has the steel safety-toe cap for safety.

The boot also has a rugged rubber outsole that offers excellent traction. It also does support the arch and reduces foot fatigue while at the same time meeting the most rigorous worksite demands. You get the best with this shoe.

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Product Specs:

  • Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 6 from arch
  • Lace-up boot featuring padded collar and hexagonal eyelets
  • Embossed logo at counter

We Like

They are the most lightweight Timberland work boot. They also have excellent traction and high insulation. They are also fairly-priced and supportive.

We Don’t Like

The soles fall apart, and they are not as waterproof as expected. However, they are lightweight, warm and budget-friendly.

Testimonial & Customer Reviews

During the time of writing this review, there were a total of 1504 customer reviews and an average rating of 4.4 out of 5 stars.

Conclusion

It is the ultimate choice for professionals and outdoor enthusiasts demanding comfort, lightness, and high performance.

PROS

  • Lightweight

  • Fashionable

  • Supportive

  • Warm and have excellent traction

  • Budget-friendly

CONS

  • Sole falls apart

  • Not as waterproof

MOST SECURE

#08. Timberland PRO Flume

It is what you need when you need to look your best. It has the removable EVA foam footbed for cushioning.

It also incorporates the fully gusseted tongue to keep dirt and debris out. It also boasts of an incredible rubber outsole for impressive traction capabilities.

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Product Specs:

  • Premium full-grain waterproof leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 5″ from arch
  • Boot with seam-sealed waterproof construction featuring D-ring lacing and logo patch on tongue
  • Padded collar
  • Fully-gusseted tongue to keep debris out
  • Removable EVA foam footbed for comfort
  • Traction outsole

We Like

It is lightweight, very affordable, secure and supportive.

We Don’t Like

It is narrow, and the eye hooks come off quickly. However, these shortcomings are nothing compared to the lightness and supportive nature of this boot.

Testimonial & Customer Reviews

During the time of writing this review, there was a total of 972 customer reviews and a 4.4 rating of out of 5 stars.

Conclusion

It is an ideal work boot for you. So, invest in it today and enjoy all its benefits.

PROS

  • Lightweight

  • Affordable

  • Secure

  • Sturdy and supportive

CONS

  • Narrow

  • Eyehooks pop out

STYLISH

#09. Timberland PRO Pitboss 6”

It helps eliminate foot pain even after long hours of hard work. It is for those that cherish memorable outdoor adventures and expeditions.

It has the removable sock liner that provides you with comfort and the aggressive treads that offer you unsurpassed traction. It also meets ANSI safety standards with the incredible safety toe box.

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Product Specs:

  • Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 5.5″ from arch
  • Cast metal top hooks for increased durability.Single boot weight: 1.58 pounds
  • Polyurethane midsole for durable comfort
  • Padded top collars for comfort

We Like

It has the best arch support, is lightweight and lovely. It is also a perfect fit, rigid and fashionable.

We Don’t Like

The work boot for men wears off quickly. It is also expensive. Despite these issues though, the boot is comfortable, has great arch support and secure.

Testimonial & Customer Reviews

At the time of writing, there were 3010 customer reviews and a 4.2 out of 5 stars rating.

Conclusion

The Timberland PRO Men’s Pitboss 6” Steel Toe Workboot is everything a work boot should be; safe, cozy, sturdy and slip-resistant.

PROS

  • Impressive arch support

  • Lightweight

  • Attractive

  • Perfect fit and stylish

  • Secure and comfortable

CONS

  • Wears off quickly

  • Pricey

Bananas are curved because they grow towards the sun.

BUDGET FRIENDLY

#10. Timberland White Ledge

These pave the path to adventure, and it also helps you focus on the trail with its waterproof nature and incredible rubber outsole.

It also has a removable, dual-density EVA footbed that provides comfort and is perforated for additional air circulation. Be the master of your terrain today with this heaven-sent boot!

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Product Specs:

  • Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 4.75″ from arch
  • Hiking boot with oiled-leather finish featuring lace-up vamp and rear pull loop
  • Padded collar
  • Removable dual-density EVA footbed
  • Gusseted tongue
  • Multidirectional traction lugs

We Like

It is a perfect fit and the best traction services. It also keeps you snug, is attractive, breathable, insulated and lightweight.

We Don’t Like

The eyelets pop off, and the sole detaches sometimes. Despite these matters though, the work boot is waterproof, breathable and has fantastic traction.

Testimonial & Customer Reviews

During the time of writing, there were 2808 customer reviews and a 4.4 out of 5 stars rating.

Conclusion

You are sure to have an active outdoor experience with the Men’s White Ledge.

PROS

  • Excellent traction and a perfect fit

  • Keeps you snug

  • Waterproof

  • Attractive

  • Breathable

  • Lightweight

  • Insulated

CONS

  • Eyelets pop out

  • Sole detaches

Extra Mens Timberland Boots Options

Timberland Pro Direct Attach
weatherproof boots
Timberland Pro 6
Timberland White Ledge
Timberland Pro Flume
Timberland Pro 26078
timberland boots on sale
Timberland Pro Pitboss 6

Choose The Perfect Pair in 2018

Video Review

You can see the demo for 2018 here

Common FAQ’s

Q: What Does ‘Break-in Period’ Mean?

A: When you buy work shoes they always tend to feel tight around the toes, rub your heels and pinch a little bit with every step at first. Since they are mostly products of leather, an organic material, they stretch as they adapt to your feet. That process is what people refer to as the break-in period.

However, even with it being a necessary step, the break-in time depends on one’s taste in style, sole, leather and personal preferences.

Q: What is a Puncture Resistant Plate?

A: A puncture-resistant plate is a safety feature in a work boot that provides you with unrequited underfoot protection. It is essential for those working in areas where they are prone to bottom hazards such as nails, needles, metal shards and other sharp objects. It is a standard feature in work boots of personnel working in steel manufacturing plants and recycling plants as well as most construction sites.

Q: What is the Difference Between A Shank and A Puncture Resistant Plate?

A: Puncture-resistant plates offer you underfoot safety in work environments where you are prone to hazards such as nails, metal shards and other possible sharp or dangerous items. Steel shanks, on the other hand, provide you with arch support in various workplaces such as logging, ladder climbing or working on railroad ballast.

Quick Summary

A It is a type of footwear. Timberland LLC is an American manufacturer and retailer of outdoor wear. They give you durability that either covers your foot and ankle, or just a little part of the lower calf. These are worn to protect your foot from water, extreme cold, mud, and hazards; they also protect you from harmful chemicals. They also offer you additional arch support for strenuous activities such as hiking. Most also have slip-resistance thus giving you excellent traction.

To come up with the best styles, we considered durability, comfort and support features.

Also you should read our review on the Best Timberland Work Boots For Men.

Our Top Choices For Men’s Timberland Boots

When narrowing down the detailed list of the best styless, we looked into durability, comfort and support features. Sustainability features include the tight leathery skin that gives you a product that is long-lasting. Support features include steel shank that provides you with excellent stability.

Our favorite boot is the Timberland PRO Men’s Direct Attach Six-Inch Soft Toe Workboot. It is the most lightweight work boot. It has the steel safety toe cap for safety. The boot also has a rugged rubber outsole that offers excellent traction. It also does support the arch and reduces foot fatigue.