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Best Timberland Boots for Men

Updated November 2022
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Best of the Best
Timberland Men's Classic Boot Ankle
Men's Classic Boot Ankle
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Original Favorite
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A go-to for comfort and versatility — classic ankle boot made from 100% genuine leather with style to suit any occasion.


Low 1-inch heel and durable rubber lug outsole. Classic look and design. Fairly waterproof unless fully saturated. Comfortable padded collar. Made from premium 100% leather from LWG Silver-rated tannery. Available in 4 different colors.


Complaints that they can sometimes be loud and squeaky while walking.

Best Bang for the Buck
Timberland Men's White Ledge Waterproof Hiking Boots
Men's White Ledge Waterproof Hiking Boots
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Bargain Pick
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The perfect boots for those looking for superior comfort and functionality for cold-weather days.


These boots have a 4.75-inch shaft and a rubber outsole that offers excellent traction on wet and slippery surfaces. The full-grain leather upper provides maximum durability and prevents moisture from penetrating the boot. Also, they have rustproof speed laces for long-lasting durability.


They don't offer as much arch support as other hiking boots.

Timberland Men’s Flume Waterproof Boot
Men’s Flume Waterproof Boot
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Durable & Rugged
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These rugged hiking boots will keep your feet dry with their water resistance and are comfortable enough to wear on long treks.


Waterproof seam-sealed construction. Uppers are made of full-grain leather. Tongue is fully gusseted to keep out dirt and debris. Boots have light cushioning and shock absorption thanks to compression-molded EVA midsoles and footbeds.


Some buyers find that the boots scuff easily.

Timberland PRO 6" Pit Boss Steel Toe
PRO 6" Pit Boss Steel Toe
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Work Boots
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A steel-toed, durable model that provides solid protection in industrial environments or out in the wild.


Rugged construction with steel toe makes this ideal for factory floors and construction sites. True to size and width. Stylish enough to wear as a casual boot at home. Goodyear welt construction on the sole. Padded tongue for comfort.


Heavyweight, not ideal for hiking or casual wear.

Timberland Earthkeepers 6" Lace-Up
Earthkeepers 6" Lace-Up
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Most Stylish
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This ecologically sensitive all-terrain hiking boot is also our pick for most stylish.


Environmentally conscious construction using many recycled materials. Full-grain leather uppers. A very short break-in period is required. Removable anti-fatigue inner sole. Stylish enough for casual wear.


Soles are not durable, as they may separate from the upper.

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BestReviews spends thousands of hours researching, analyzing, and testing products to recommend the best picks for most consumers. We only make money if you purchase a product through our links, and all opinions about the products are our own. About BestReviews  
BestReviews spends thousands of hours researching, analyzing, and testing products to recommend the best picks for most consumers. We buy all products with our own funds, and we never accept free products from manufacturers.About BestReviews 

We recommend these products based on an intensive research process that's designed to cut through the noise and find the top products in this space. Guided by experts, we spend hours looking into the factors that matter, to bring you these selections.

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Buying guide for Best Timberland boots for men

When it comes to men’s footwear, boots are a versatile option. Whether you’re working, hiking, or heading to the office, there’s a pair of boots to fit nearly any occasion. And for durable, high-quality boots, you really can’t beat the options from Timberland.

Timberland introduced its waterproof work boots in 1973, but since then the company has expanded its line considerably. The brand still offers its classic yellow boots that are ideal for working outdoors, but it also offers more stylish options that wear well with dress pants and rugged styles that are perfect for hiking. But no matter which style you choose, all Timberland men’s boots are made with high-quality materials, including genuine leather and sturdy rubber, so they will last for years.

Confused by all your choices? Check out our buying guide to get all the facts you need to select the best pair of men’s Timberland boots for your next outing. We’ve also included some specific product recommendations to get your shopping started as soon as possible.

None of Timberland’s boots, including the men’s styles, are vegan, but the company offers some boots that include recycled content.

Key considerations


Timberland offers men’s boots in a variety of styles for different occasions.

Classic: Timberland’s classic boots are rugged, heavy boots that feature laces and nonslip rubber outsoles. They’re often referred to as work boots and are ideal for any type of outdoor or construction work.

Chukka: These are ankle boots with laces and two or three pairs of eyelets. It’s a more casual style of boot that pairs well with jeans or khakis.

Dress: These leather Timberland boots have a polished look. Some styles pull on while others have laces. They can be worn with suits, but they also work well with jeans and khakis.

Hiking: These waterproof, rugged boots are a bit lighter than work boots. They’re more flexible, too, making it easier to walk and climb. Hiking boots are insulated for added warmth.


Some Timberland boots are made of nubuck leather, which is leather that’s been sanded to give it a soft, water-resistant surface that doesn’t wear out easily. Other styles are made of full-grain leather, which is even more durable but has a heavier feel than nubuck. Some casual Timberland boots are made of suede, which isn’t waterproof or particularly durable and requires more maintenance.


All Timberland boots for men are designed with traction in mind, but some boots offer better slip resistance than others. Work and hiking boots with lug rubber outsoles provide the best traction.

Did You Know?
You can wear any socks with Timberland boots, but good options are socks made of wool or merino wool. 



Timberland boots traditionally run a bit large. In most cases, if you usually wear a half size, you should size down in Timberland boots. Timberland offers extremely clear charts that can help you determine your ideal size. If you haven’t had your feet measured in a while, it’s a good idea to do so before purchasing boots.

Performance features

Waterproofing: Many of Timberland’s men’s boots are waterproof. They’re usually made of leather with a water-resistant finish. These boots can be worn in the rain and snow and are ideal for work and hiking. Some leather boots have a GORE-TEX liner for added protection against water. Timberland boots made with suede aren’t waterproof, so you have to be careful if you wear them out in inclement weather.

Moisture-wicking: Some Timberland boots have a moisture-wicking liner that moves sweat away from your feet so they stay dry and comfortable all day. The lining also helps reduce foot odor.

Anti-fatigue technology: For added comfort, some Timberland boots offer anti-fatigue footbeds. They absorb shock to help reduce the fatigue you feel if you have to walk or stand for long periods. Timberland also sells anti-fatigue inserts.

Protective toe: Many Timberland boots have a protective toe to help prevent injury, particularly on work sites. Some styles have a steel toe for the ultimate in protection, while others have a composite toe covering or a softer rubber toe.


Classic Timberland boots are a yellow or caramel color, but the brand offers boots in a variety of shades, including black, gray, tan, rust, olive, and navy, though not all styles are available in all colors.

Timberland was originally known as the Abington Shoe Company. The brand changed its name to Timberland in 1978 when their classic work boot skyrocketed in popularity.


Timberland men’s boot prices

Timberland boots for men vary in price based on type, materials, and other features. Most styles range from $85 to $300.

Inexpensive: The most affordable Timberland boots for men are basic hiking boots or chukka boots made of suede. Some styles are waterproof, but they don’t have too many other special features. These boots cost between $85 and $155.

Mid-range: These boots include the brand’s classic work boots, waterproof chukka boots, and some basic dress boots. Many have protective toes and moisture-wicking liners. These boots cost between $155 and $198.

Expensive: The most expensive Timberland boots for men are limited edition or custom versions of the company’s classic work boots or high-quality dress boots. These feature premium leather and recycled materials and typically cost between $198 and $300.

Did You Know?
 In addition to boots, Timberland offers sneakers, boat shoes, dress shoes, and sandals.


  • Waterproof your boots. Even if your Timberland leather boots are waterproof, it’s a good idea to treat them with a waterproofing spray before you wear them. It creates a protective barrier to prevent moisture from damaging the leather. It’s particularly important with light-colored boots because they show watermarks more easily than darker footwear.
  • Break in your boots. Timberland classic boots and other heavy-duty styles require some breaking in before they’re fully comfortable. Bend the sole back and forth in your hands to soften the leather, and wear the boots around the house with a pair of thick socks to stretch them out. You might also want to use a leather conditioner to soften areas like the heel if you’re prone to getting blisters.
  • Clean your boots. If you get dirt or mud marks on Timberland nubuck boots, you can often remove them with a pencil eraser. It gets rid of the spots without damaging the nubuck.
  • Resole your boots. You should get many years of wear out of your Timberland boots. If you notice that the soles are worn or don’t offer the same traction, you can have the boots resoled at a shoe repair shop.
Not all of Timberland men’s boots are available in wide widths, so if you have wide feet, your options may be limited.


Q. Why should I buy Timberland boots?

A. Timberland men’s boots can be pretty pricey, so you may wonder if they’re worth the extra money. When you buy Timberlands, you’re paying for quality. The brand uses genuine leather from high-quality sources, so the materials last longer than those offered by many other boot brands. Timberland also has a decades-long track record of producing outstanding footwear, so its craftsmanship is top-notch. Best of all, Timberland boots effectively combine form and function. Their boots not only look great, but they also provide the durability, comfort, and protection you want from your boots, making them a worthwhile investment for many men.

Q. How do I care for my Timberland boots?

A. It depends on what the boots are made of. Leather boots should be waterproofed with a leather protectant. Nubuck and suede boots require a specialty cleaner to avoid damaging the material if it becomes stained. You should also use a special brush that’s safe for suede and nubuck to prevent damaging the boots. Timberland offers its own products that make it easy to take care of your boots, so you may want to pick up the appropriate treatments when you buy your boots.

Q. Does Timberland offer a warranty for its boots?

A. Timberland stands behind its products, so it offers a 12-month warranty on its boots to ensure that they’re free of any issues resulting from defects in materials or workmanship. You don’t even need to register your boots to be covered by the warranty.  Note that the warranty doesn’t cover basic wear and tear, and it won’t protect your shoes if they’re damaged by accident or misuse.