Best Timberland Boots Reviewed & Rated

When you think of work boots, Timberland probably is one of the first brands that comes to mind.  Timberland brand recognition is so powerful that their work boots and name are synonymous with each other, unlike other shoe brands that make a design imitated by every other brand. Timberland boots are one of a kind, and their craftsmanship is unparalleled.  And building upon their line of boots, the company is expanding the versatility of their styling, colors, linings, and appeal for broader audiences as well.

Last Updated: September 19, 2018
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By NicoleH:

Our latest update includes new models of Timberlands, including the Killington, a great chukka style boot, to give some broader options in the brand. Check out the Criteria and FAQs to help you pick one suited to your styles and tastes!

Timberland is branching out, bringing its competitive edge and sustainable manufacturing practices to other sectors of the boot world, and making a statement in the process.  Did you know Timberland utilizes recycled water bottles in their footwear? Proudly listed on their corporate responsibility page, is not just a couple of reasons to invest in this highly functional, and forward-thinking boots, but a rather large list of what the company is doing to give back to communities, and to mother earth.

Featured Recommendations

Timberland White Ledge
  • Timberland White Ledge
  • 5 out of 5
    Our rating
  • Waterproof Leather
  • Rubber Sole
  • Price: See Here
Timberland Savin Hill
  • Timberland Savin Hill
  • 4.7 out of 5
    Our rating
  • Leather
  • Rubber Sole
  • Price: See Here
Timberland Chocorua Trail
  • Timberland Chocorua Trail
  • 4.8 out of 5
    Our rating
  • Waterproof Leather
  • Rubber Sole
  • Price: See Here

We know Timberland makes quality made, and swagger statement boots, but we’ll top that off with a touch of the human side to make them even more appealing.  Listed here you’ll find our top picks from Timberland’s boot line, sure to have you lacing up for work or a night out, and feeling good about what you’re wearing.

 

10 Best Timberland Boots

1. Timberland White Ledge

A sporty outdoor boot, the Timberland White Ledge is favored by those that want to leave their classic Timberlands at home when they go on a hiking excursion. It has all the standard features of a top of the line hiking boot, coupled with the quality and aesthetic appeal one can expect from the Timberland brand. It is a mid-ankle boot, slightly lower than the standard 6” style that most Timberlands adhere to, and offers great functionality and durability.
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Functionality
This Timberland boot is waterproof, so your feet stay dry and fresh-feeling as your adventures unfold. The superior traction provided by the deep grooves on the rubber outsole ensures that you can enjoy where the trail takes you without worrying about losing your footing. The unique B.S.F.P. motion efficiency system provides lugs that follow the curved center of your foot’s pressure path, as well as the natural motions of your foot. It’s made from leather that’s scratch resistant, and all pieces are fitted together with a seam-sealed construction. The heavy-duty D-ring lacing is fray resistant and anti-rust, which means your lace system will last.

Comfort
The White Ledge has a dual-density, removable EVA inlay along the footbed just like an athletic shoe, guaranteeing a comfortable fit. It’s also perforated to make sure your foot receives proper air circulation and is well ventilated. It has a padded tongue and collar to give you a glove-like feel when you step in. The B.S.F.P technology also means that sudden stops and starts as part of normal foot motions won’t impact flexibility, making you far more comfortable.

Cost and Value
Leave it to Timberland to design the perfect hiking boot that can withstand any weather conditions and still look stylish. These waterproof boots, with their multi-directional lug technology and seam-sealed construction, can protect against heavy rains and even snow. Additionally, they offer a full range of flexible maneuverability and are cushioned to give you the ultimate experience in fit and comfort. For the extremely fair price, these hiking boots can stand toe to toe with the best boots on the market.
Pros
  • Price
  • Hiking Boot
  • Waterproof
  • Comfortable
  • Sporty
Cons
  • Fit
  • Durability

2. Timberland Savin Hill

A unique entry into the pantheon of Timberland styles, the Savin Hill boots are one of the brand’s only forays into mid-calf boot territory. They also have a mottled, distressed look about their leather construction, one which is seen much more in autumnal fashion boots than work boots. Still, you have to admire the fact that Timberland would make a boot that resembles the footwear of a WWI tank driver.
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Versatility
These boots don’t resemble anything Timberland has produced. Gone are the thick rubber outsoles, replaced with thin, sleek soles that have no tread. They have a long lace-up system and a large buckle at the top where it ties off, giving them an edgy look. They could be worn with jeans tucked into them, or even with a skirt. Though they’re clearly intended to be more fashionable than functional, they are still made from materials as tough and dependable as any Timberland uses.

Durability
These boots may not look as tough as ordinary Timberland boots, but don’t let their appearance fool you. They can withstand the elements just fine, as well as be extremely comfortable for hours on end. They may have more laces to them and an extra buckle, but all of that only makes for a more customized fit.

Cost and Value
Part of what makes Timberland a dynamic brand is that despite consistently producing its classic line of work boots, it also stretches its scope and focus and releases new designs based on what customers want. Customers want variety, and they want the quality of Timberland craftsmanship and materials to manifest in a boot that doesn’t look like what they’d normally make. These boots aren’t nearly as expensive as other Timberland boots, though they’ll probably only tickle the fancy of certain boot wearers.
Pros
  • Mid-Calf Boot
  • Fashion Forward
  • Price
  • Heel
Cons
  • Durability

3. Timberland Chocorua Trail

3. Timberland Chocorua Trail
This is a next level hiking boot. It looks both rugged and visually striking, from its finely crafted, chocolate leather exterior to its strategically placed perforated mesh fabric, it is as functional as it is head-turning. Nothing looks overloaded or out of place on this boot, with a compact 5” shaft and waterproof features that make it as protective to you during inclement weather as it does aesthetically pleasing.
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Functionality
The Chocorua is made from premium, full-grain leather materials that are waterproof and also resistant to abrasions. They’re not only very durable but will also clean up nice. Like Timberlands White Ledge hiking boot, they’re waterproof but have the addition of a Gore-Tex membrane that provides breathable protection. Their design is also seam-sealed, for a sleek look that helps your feet remain dry and fresh.

Versatility
These boots aren’t heavy or cumbersome like some hiking boots, meaning they’re perfect for any outdoor activity, or even just being out running errands. They look sleek enough to be worn with jeans to run into friends and rugged enough to look like they won’t buckle under the pressure of Mother Nature. They also have moisture-wicking linings so your feet stay fresh and dry. The rubber outsoles are thick and well-lugged for maximum traction in many directions, making stability on a variety of surfaces absolute. They also require no break in time, meaning they’re trail and trek-ready right out of the box.

Cost and Value
Timberland has a few hiking boots to offer, the most notable designs being White Ledge and Flume, but only the Chocorua comes with Gore-Tex technology. They’re also a great blend of functionality and style, especially given the hardware they boast. They have all the features of the best hiking boots, with the quality assurance of the Timberland brand. They’re slightly more expensive than some hiking boots but definitely worth the investment.
Pros

Waterproof Upper

Full Leather

Lightweight Midsole

Rustproof Lacing

Cons

Soles Wear Out Quickly

4. Timberland MT Hope

4. Timberland MT Hope
If you’re getting your footwear ready for the approaching cooler weather, and winter snow, then consider the Timberland MT Hope as a new option for your closet in terms of winter warmth for your feet. This boot packs 200g of PrimaLoft insulation to keep your feet toasty and warm when it’s cold and blustery outside. Lace up vamp keeps the boot sealed tight, with waterproofing to keep water out as well, and a faux fur lining. The MT Hope’s styling also makes it an eye catcher of a boot, with brown or black leather wrapping about knee length, making them great for pairing with leggings or jeans.
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Look and Style
The Timberland MT Hope is designed from brown or black leather, giving them a luxe look and feel, as well as some waterproofing to keep out the snow and slush in wintertime. The boot wraps almost 10 inches up the calf, and the shaft is quilted with a great faux fur lining which keeps you toasty warm and keeps a soft, rich feel. D-ring lacing flattens against the uppers, pulling them together tight to keep out any dampness, and seals in heat.

Insulated Traction
Inside the MT Hope is an abundant 200g PrimaLoft insulation for warmth and comfort. You’ll be able to brave the snow or blustery wind without feeling the effects from cold weather on your legs and feet! A removable footbed helps keep fatigue at bay, as it’s cushioned and padded for each step you take. Traction is found with the grippy lugged rubber sole, perfect for keeping you upright in icy or slushy conditions.

Cost and Value
On the pricier side of our list for top Timberlands, the MT Hope is quite an investment, but well worth the upfront cost. Its insulated comfort will help keep you warm in the depths of winter, and faux fur lining provides a soft rich feel when wearing around town. Rich leather makes them waterproof and stylish, so you can brave a night out looking great no matter how cold it may get outside. Great for those looking for a winter Timberland boot to add to their closet.
Pros

Winter Boot

Traction

Faux Fur Lining

Primaloft Insulated

Cons

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D-ring Durability

5. Timberland Teddy Fleece

5. Timberland Teddy Fleece
This quirky Timberland boot fits a unique niche of its own, incorporating the dependable qualities of the classic Timberland work boots with fun features that give it personality and dimension. One of the only Timberland boots with the ability to be “folded over” (on purpose, that is), when unfolded the shaft measures 8” along the shin. It has a generally small platform, but an abundance of luxurious fleece lining.
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Functionality
Like all other Timberland boots, the Teddy Fleece Fold-Down is a solid work boot, capable of helping your last hours on your feet in a variety of weather conditions. While most Timberland boots have 400 grams of thermal insulation, this boot is stuffed with downy fleece, visible as a lining when the boot shaft is folded down on itself. When not folded down, these boots are waterproof and capable of withstanding inclement environments.

Comfort
Though they may fit a bit snug at first, you will never find a more comfortable Timberland boot or any boot. When the weather turns cold and you want a boot that will keep your toes warm and dry, these should be the boots you look to. They’re lightweight around the shaft, but more heavy duty around the lugged outsole, where the majority of the weight resides, giving them a substantial feel and great traction. The ability to tie them loosely or fold them over helps them accommodate calves of all sizes.

Cost and Value
For a very reasonable price, purchasing these boots gets you something special; an innovative Timberland boot that fits wonderfully looks fashionable and withstands the wet and cold weather. Available in every color from burgundy to brown glaze, they’re stylish and versatile, while also having next level comfort with their abundant fleece lining. They can be worn as many ways as you can think of, and last season after season.
Pros
  • Price
  • Fleece
  • Stylish
  • Comfortable
Cons
  • Fit

6. Timberland PRO Direct Attach

6. Timberland PRO Direct Attach
The PRO Direct Attach is the little brother of the Boondock Comp Toe. With similar but fewer features as the Boondock Comp, this model comes waterproof with a steel safety toe instead of composition toe for added protection. Designed for those who need protection in somewhat less hazardous conditions, the PRO Direct Attach is great for DIYers, and one-off jobs. With 400g of insulation and waterproof design, you’ll be able to keep feet warm and dry in cooler wet environments.
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Technical Features
An open-cell PU footbed has been treated to minimize antimicrobial build up and foot odor while keeping a cushioned padding to your boot. The steel toe gives the best protection possible in the toe cap, more so than composite materials. The boot doesn’t have Anti-Fatigue technology as the Boondock Comp Toe does, so it may not be ideal for long days or long hours on your feet.

Styling
Coming in a variety of color options makes these not just a functional option for a boot, but great for date night on the town. Reflecting Timberland’s classic work boot style, it displays a 6-inch lace up vamp, high-quality leather with craftsmanship quality welt, and iconic Timberland logo patch on the tongue. Sturdy eyelets and lace reassure these boots will lace up for the long haul.

Cost and Value
Depending on which color leather you may prefer, this can range in price from less expensive to moderately priced on our list. It’s a great entry level work boot, providing protection and suitable comfort, but also can pair great for urban style evenings on the town.
Pros
  • Price
  • Waterproof
  • Steel Toe
  • Insulated
Cons
  • Flexibility
  • Cushion

7. Timberland Flume Waterproof

7. Timberland Flume Waterproof
Fall is quickly approaching, and the Timberland Flume Waterproof is an excellent option if you’re in search of a hiking style Timberland boot. This low rise mid length boot boasts of full-grain leather which is also waterproof, letting you trek in comfort through leaf covered trails and creeks. D-ring lacing system gives adjustable yet snug fit, wrapping and supporting your foot for walking trails. Comfort can be found throughout the boot, and a rugged sole supports you through whatever condition the trail throws your way!
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Hiking Comfort
Inside the Flume is a removable EVA foam footbed which helps to give you a comfortable cushioned ride when hiking. Padded collar helps prevent any rubbing and irritations from completing your treks, while a gusseted tongue protects you from any debris sneaking inside the boot. D-ring lace up vamp secures your foot snugly in place, and allows some ankle support for uneven terrain you may encounter on the trail.

Waterproof and Traction
Full grain leather uppers create the Flume, giving it a waterproof characteristic, and seam-sealed construction of the boot also prevent water from creeping inside to your feet. The outsole has a rubber that is durable for wear and tear, with great traction design that utilizes lug construction to keep you upright and tackling your hikes. A short toe bumper also helps to protect the toes from any bumps and tree roots while out on the trail.

Cost and Value
For a waterproof hiking boot, the Timberland Flume Waterproof is quite reasonably priced compared to other brand name hiking and trekking boots. Rugged construction of the outsole and waterproof design of the uppers make it a solid option for hiking, while support and cushion remain at the forefront of functionality. Perfect if you’re considering a new pair for hiking boots for adventures outside.
Pros

Hiking Boot

Removable EVA Footbed

D-ring Lace Up

Seam-Sealed Construction

Waterproof

Cons

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Durability

8. Timberland Killington

8. Timberland Killington
Looking for a stylish Timberland you can wear to work, downtown, or just as your go-to all-around shoe? The Timberland Killington is a chukka style boot with lace up vamp, and all the cushioned comfort of a sneaker to keep you walking, striding, and strutting your stuff. With a number of colors available, you can find one suitable for your wardrobe, and with leather and textile designed uppers, you’ll keep a sophisticated air in your style.
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Sophisticated Styling
The Timberland Killington has taken a sneaker and chukka and crossbred them to make the ultimate comfort dress shoe. Leather and textile uppers give a luxe, flexible texture to this chukka, contrasting colors give it a sophisticated style, and longer lace up vamp gives it a high-top feel. The mesh textile of the uppers was made with 50% PET, so you can feel good about the environment and upcycling materials when wearing the Killington. Rubber sole provides a cushioned soft step.

Cushion Technology
Along with the mesh uppers allowing for a flexible comfortable fit, the lining of the Killington was 100% made from recycled PET to provide breathability and some control over climate. Inside the Killington is an Ortholite footbed, giving ample cushion and support for all day wear. Sensorflex tech helps support your feet with each step, while the rubber sole provides a thick, cushioned base. It’s a sneaker feel in a chukka boot and style—perfect for the office or about town.

Cost and Value
Quite reasonably priced for a Timberland brand boot, the Killington is the ramped up version of sneaker comfort inside a chukka boot. Its contrasting leather and mesh textile uppers give it a great sophisticated yet flexible style and feel, and cushion technology provide the utmost in comfort. Perfect for office attire, a night on the town, or to add some style to your weekend wear, the Timberland Killington is a solid option to consider adding to your closet!
Pros

Leather and Textile Uppers

Chukka Boot

Color Options

Comfort

Style

Cons

Easily Scuffed

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9. Timberland EK Brook Park

9. Timberland EK Brook Park
Stepping away from typically designed Timberland boots, the EK Brook Park Chukka puts a sophisticated styling option on the market. Chukka boots are a classic shoe for more formal occasions, and the EK Brook Park is no exception to a well designed, sharp looking chukka. With its low ankle and simple lacing, its sleek style will have you stepping out wondering if you’re wearing Timberlands at all!
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Business Styling
Chukka style boots typically are made for formal wear or business attire, and Timberland made this one to show off your best look. Contrast stitching runs along the welt, and a simple two eyelet lacing design adds a sleek clean look. With an option in black or dark brown, and Timberland comfort technology, you’ll hit the next big meeting with a confident stride to present your best.

Comfort
Anti-fatigue technology supports all-day comfort with this chukka, letting you run from meeting to meeting, and right to date night. The outsole is crafted from Timberlands’ Gripstick technology, with over 30% of it made from recycled rubber. Anti-slip traction is achieved from their L7 lug outsole, unique to the EK Brook Park.

Cost and Value:
Compared to other boots on our list, this one is quite affordable, and when compared to similar Chukka styled brand boots, it’s less than averagely priced. For the hustle and bustle of business days to personal life evenings on the town, it’s a smart buy. If you’re a fan of Timberlands and have yet to try other styles of boot or shoe from them, consider this your invitation to do so!
Pros
  • Business Style
  • Chukka
  • Sleek Look
  • Comfort
  • Price
Cons
  • Durability
  • Snug fit

10. Timberland Nellie

10. Timberland Nellie
If you’re in the hunt for a replacement pair of Timberlands, the Nellie is a great update for an older pair. Color options from tan to grey, white and pink will keep you looking on point, while keeping a classic Timberland boot style and comfort. Ankle support is found in the low four-inch lace up vamp, while Nubuck leather keeps a waterproof characteristic for outdoor wear and tear. Rubber sole provides great traction with a one-inch lift, and EVA midsole provides lasting comfort for all day wear.
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Color Options
The Timberland Nellie comes in a rainbow of color options, from blacks and greys, to white and pink, as well as keeping the traditional tan Timberland classic hue. You’ll find one that can be paired with your wardrobe, and keep a fresh stylish look about. Timberland logo is found on the lace up in a stylish medallion giving some embellished flair to your footwear. Rust resistant eyelets allow lace up vamp to secure you snuggly in place.

Comfort and Traction
As with many of Timberlands other boots, the Nellie keeps the brands comfort tech packed in this stylish little number. Rubber sole keeps a one-inch heel with lug patterned traction, great for all-weather wear to keep you balanced and going strong. Waterproof leather uppers have a padded collar to prevent rubbing and blistering when walking about, and inside the Nellie lies an EVA cushioned midsole to keep you going long.

Cost and Value
For an ankle length Timberland boot, the Nellie is a wonderful option if you are looking to upgrade your older pair of Timberlands. With the versatile color options, you can find a new hue to pair with jeans and leggings to keep you looking stylish. Waterproof leather and rugged sole make it a great all around boot, sure to find its way into your closet!
Pros

Color Options

Ankle Length

Comfort

Traction

Embellished Lace Logo

Cons

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Stiff

 

Timberland is a brand that keeps pushing the edge when it comes to redesigning their classic boots, or creating new versions of classic shoe staples, such as oxfords, wedges, or chukkas. With the ultimate in work boot design, demonstrated with their Gravel Pit boot, Timberland covers construction workers, to office attire, to even formal dates or a night downtown.  When you’re looking around for a quality pair of boots, Timberland is an obvious stop to check out, just be sure to look into their other models and styles to choose what best suits your needs.

While most of Timberlands boots are also made for hiking, check for toe protection or Helcor leather, as these may not be as flexible for walking 20 miles.  Their specifically designed hiking boots are made just for that and still come with the protection, quality, comfort, and additional waterproofing we’ve come to know and love about the brand.

Criteria Used to Evaluate the Best Timberland Boots

Boot Design and Purpose

Timberland initially designed their boots as a high-performance protective footwear, mainly for use as a work boot.  However, with growing trends in fashion, and expanding their line of products to include other footwear than just boots, we wanted to include a variety of options on our Timberland list to choose from.

  • Work Purpose Boots
    When on a job site that requires protective footwear, this can include a number of environments, ranging from extreme conditions such as snow, mud, rain, heat, rock, laboratory, outdoor, construction etc. A few main aspects important for work-related protective footwear include:
    • Reinforced Toe – Composite or steel, a reinforced toe is critical to those dealing with worksites where heavy equipment is used, or there is a risk of anything heavy damaging the foot.
    • Puncture resistant sole – For those around construction sites, it’s helpful to have this option for loose nails or screws that are around the worksite
    • Heat or Water resistant – Great for work in environments where work can’t stop due to the weather. Those who work outside, or may be exposed to fire hazards should make certain their boots meet this standard.
    • Ankle support – Lace-up boots that support the ankle give stability over uneven or rocky terrain, keeping you from rolling or spraining an ankle. Perhaps not the best for hiking long miles, but definitely a must for those working day in and day on surfaces that demand balance.
    • Durable uppers – High-quality leather that’s been treated to help withstand environmental factors, but also general wear and tear from everyday use. What good is a work boot if you’re tossing it out because the leather tore after a month?
    • Helcor Leather option – Designed to be abrasive proof, fireproof, and waterproof, this leather is the Fort Knox when it comes to work boot construction.
  • Fashion Forward Footwear
    Because of their solid classic look, Timberland’s 6” Premium boot became a fashion statement several years ago, in demand for their aesthetically pleasing statement as unconventional fashion footwear. Since then, the brand has grown their boot designs for men and women, further developing the style to function.
    • Heel – Many of the women’s styles of boots now come in heel options such as a 3” chunky heel or wedge. This gives the boot an added urban flair and feel, perfect for a date night downtown.
    • Patterning – Timberland now has some of their boots embossed with detailed henna patterns all over the uppers, or just the ankle, and adornments such as a metal side sole logo.
    • Colors – Branching out from their classic yellow boot, colors now include everyday options such as black, tan, and brown, but also more vibrant color selections such as green, red, whites, and blues.
    • Not just boots – Timberland’s also expanded their formal ‘boot’ to include options such as oxford style and chukka style footwear, perfect for a night out, but still quality crafty and functional.
  • Hiking Boots:
    Any outdoor lover knows what makes a good hiking boot, and Timberland has kept this in mind when designing boots specific for just that. With a lower vamp up to allow for the freedom of movement in the ankle for long periods walking, these boots won’t have some of the work boot features.
    • Lightweight – Most hiking boots will not have a steel reinforced toe to keep the boot lightweight for longer treks. Construction of the uppers also incorporates more lightweight material.
    • Waterproof – A must for hikers when considering boots. Hiking in rain, mud, or crossing creeks and streams are a common thing when trekking, and no hiker wants their feet wet from doing so!
    • Comfort and Flexibility – Hiking Timberlands are designed specifically with comfort and movement in mind. The structure and materials used in the boots uppers, footbed and sole give maximum comfort while maintaining solid protection that isn’t restrictive to the body’s natural gait and movement.

Protection & Upkeep

Timberland means business when it comes time to get things done, even in rescue situations. Timberland is on record as providing boots for first call responders in massive tragedies and rescue situations. Because of their reliability, they can be worn where mistakes are costly and an extremely tough boot is needed. They are virtually impenetrable, whether by water or outside ground hazards. They even withstand massive amounts of heat that would melt regular boots.

Nubuck leather is also very durable but requires regular upkeep. This is especially true if you have them in suede. For a fashion boot, it is difficult to keep them their nice, crisp color but there are methods of treatment and applications to be done to ensure your boots last as long as possible. The leather is extremely protective and with a thick sole ensures no injuries occur when worn properly.

To maintain as a fashion shoe, they can be easily up-kept by investing in a boot cleaning kit or getting leather polish and other oil applicants via Amazon or other stores. For outdoor and work use, they will get scuffed up and dirty but that’s part of the job. What you can count on is that they will not crumble under pressure and contain only the highest quality material for withstanding heat, and repelling liquids and holding up. With the newer Helcor leather technology available in many of their work boot styles, you can always avoid scuffing and maintaining fire and water resistance by investing a little more in your boot purchase. 

Frequently Asked Questions

 

Q: What materials are Timberland boots made of?
A: If we’re not considering bonding and stitching materials, there are two main components of a Timberland boot. These are the sole and the upper. The upper is everything above the sole that wraps your feet and is made of high-grade nubuck treated leather, sometimes in suede, and also specialized materials such as Gore-Tex or Helcor leather. The sole is usually made up of a composition of EVA rubber as seen on the Vibram soles Timberland is known to use.

Q: What are Timberland boots used or made for?
A: Timberland boots were initially made for construction workers, hence why they are made of durable, waterproof and heat-resistant material. Nowadays there are fashion spin-offs, which are typically re-colored versions of the originals with slight aesthetic differences. Timberland has expanded its footwear line over the years to include formal and casual shoes, boat shoes, and some heels.

Q: What socks should I wear with my Timberlands?
A: If you’re talking fashion, that’s up to you. For performance purposes, a solid pair of wool or merino-wool socks are ideal.

Q: How do I care for my Timberlands?
A: Timberland’s website suggests several great products for the care of your boots, depending on what the uppers are made of.  Most times, a leather or suede spray treatment can be used to protect your boots or shoes from scuffing or to a small extent, water.  Refer to Timberland’s website for your unique pair of boots’ care.

 

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