Timberland Work Boots Are Amazing! Here's 2021's Top Picks

Are You Looking for the BEST Timberland Work Boots?

Discover which Timberland Work Boots are exactly what you need with the help of this in-depth guide...

2022 Update: The MyBestWorkBoots team is pleased to announce our updated best work boots picks for 2022.

* On special until end May 2022

Best Timberland Work Boots Reviewed & Compared

I think you’ll agree with me when I say:

It’s REALLY hard to choose the most suitable Timberland work boots with all the choices available!

Or is it?

In this year alone… over 18 new Timberland work boots have entered the market, and we’ve reviewed all of them to work out which is the best.

Let me tell you this:

Well, it turns out, that after years and hundreds of hours of testing & reviewing, we have strong opinions about what makes our favorite timberland work boot: anti-fatigue technology, safety1 and stability features, breathability.

Here’s the kicker…

FOR MEN: The Timberland PRO Men’s Boondock 6″ Waterproof Non-Insulated (On special until end May 2022) has all those features and beats it’s competition hands down. They are the most supportive.

Here’s why:

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.

Now…

If you’re in a hurry and don’t have time for the details, here are our recommended Timberland working boots for men.

Look at this now:

FOR WOMEN: The Timberland Women’s 6″ Premium Boot (On special until end May 2022) has all those features and beats it’s competition hands down. They are the most supportive. They are also cozy, breathable, and robust.

As if that’s not enough…

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.

Now…

If you’re in a hurry and don’t have time for the details, here are our recommended Timberland working boots for women.

We’ve recently updated this write-up to include some interesting releases that are in demand at the moment. We expect that they will assist you in your process to find the correct one for your specifications.

Timberland Work Boots for Men Reviews

TOP CHOICE

Timberland PRO Men’s Boondock 6″ Waterproof Non-Insulated

MOST COMFORTABLE

Timberland PRO Men’s Gravel Pit 10″ Steel Toe Waterproof Boot

GREAT TRACTION

Timberland PRO Men’s 52562 Endurance 6″ PR

MOST DURABLE

Timberland PRO Men’s Titan Waterproof 6″ Alloy Safety Toe

MOST ROBUST

Timberland PRO Men’s Hyperion Waterproof XL ST

GREAT QUALITY

Timberland PRO Men’s 6″ Resistor Composite-Toe Waterproof

MOST SUPPORTIVE

Timberland PRO Men’s Direct Attach Six-Inch Soft-Toe Boot

MOST SECURE

Timberland Men’s Flume Waterproof Boot

STYLISH

Timberland PRO Men’s 6″ Pit Boss Steel-Toe

BUDGET FRIENDLY

Timberland Men’s White Ledge Mid Waterproof Ankle Boot

Timberland Work Boots for Women Reviews

TOP CHOICE

Timberland Women's 6" Premium Boot

EASY TO CLEAN

Timberland Women's 6" Premium Fleece-Lined

GREAT TRACTION

Timberland Women's Willowood Waterproof Insulated Winter Boot

MOST COMFORTABLE

Timberland PRO Women's Titan Oxford

GREAT ARCH SUPPORT

Timberland PRO Women’s Titan Waterproof Boot

MOST DURABLE

Timberland Women's Kenniston 6" Lace-up Boot

MOST SECURE

Timberland PRO Women's 88116 Rigmaster Work Boot

GREAT QUALITY

Timberland Women's White Ledge Mid Ankle Boot

STYLISH

Timberland Women's Beckwith Side-Zip Boot

BUDGET FRIENDLY

Timberland Women's Nellie Double Waterproof Ankle Boot

Detailed Reviews of Timberland Work Boots for Men of 2021

Timberland PRO Men’s Boondock 6″ Waterproof Non-Insulated – Top Rated Timberland Work Boots for Men

Timberland PRO BoondockThe 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.

Pros: Breathable, affordable, excellent traction, perfect fit, sturdy ankle support, tough leather skin, roomy toe box, super comfortable insert.

Cons: Not very waterproof.

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Timberland PRO Men’s Gravel Pit 10″ Waterproof Boot – Timberland Steel Toe Boots

Timberland PRO Gravel PitThe 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.

Pros: Easy on/off, lightweight and a perfect fit, waterproof, comfortable, stylish and warm.

Cons: Quite pricey, but well worth it.​

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Timberland PRO Men’s 52562 Endurance 6″ PR – Amazing Timberland Safety Boots

Timberland PRO EnduranceThe Endurance Workboot redefines comfort by featuring the exclusive anti-fatigue2 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.

Pros: Fashionable, perfect fit, safe and cozy, incredible traction, high puncture resistance.

Cons: Quite bulky.

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Detailed Reviews of First-rated Timberland Work Boots for Women of 2021

Timberland Women’s 6″ Premium Boot – Timberland Work Boots Womens

Timberland Premium BootThey are a sweet way to toughen up any casual look. The Timberland Women’s 6” Premium Fleece Lined are classic, impressive boots with a waterproof leather and lace-up front with rust-proof hexagonal eyelets.

Pros: Durable, breathable, snug, slip-resistant, robust, lightweight, waterproof, insulated.​

Cons: The sides are a bit narrow.​

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Timberland Women’s 6″ Premium Fleece-Lined – Comfortable Timberland Safety Boots

Timberland Premium Fleece-LinedNothing is more reliable this season than these new options. They have the seam-less waterproof construction that is sure to keep your feet dry in any weather.

Pros: Comfortable, warm and dry, breathable, easy to clean, slip-on ease, robust, perfect fit.

Cons: A bit pricey, but worth it.

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Timberland Women’s Willowood – High-Quality Timberland Pro Boots

Timberland WillowoodThey are a premium work boot. They have the full-grain waterproof leather and suede upper for rugged durability.

These work shoes also have a compression molded EVA midsole that provides you with maximum cushioning and shock-absorption. They also incorporate a rubber sole for excellent traction.

Pros: Excellent arch support, insulated, incredible traction, fashionable, high quality, no time to break in, budget-friendly, flexible, solidly constructed, lightweight.​

Cons: Quite bulky.​

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Final Verdict

In compiling our list of the greatest Timberland boots, we evaluated each pair of work boots on the basis of its durability, comfort, style and breathability, so that you can focus on your work, and still feel fresh at the end of a hard work day.

Looking for a Specific Timberland Work Boots?

Want to weigh your options first, before committing to a Timberland work boots? Check out our other work boots guides.

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