15 Best Timberland Boots For Men (Review) in 2021

When it comes to camping in the great outdoors, in a man versus nature type situation, you need the right footwear for the job. The Timberland Men’s White Ledge Mid Waterproof Ankle Boot is a top choice in Timberland hiking boots. Made of 100% pure waterproof leather, some light drizzling or a little mist is no cause for alarm. You can continue exploring those trails while enjoying the feel of raindrops through your shirt without worry of moisture getting the better of your feet.

Its rubber sole is strategically curved in the pressure point of your foot to support the braking, accelerating and climbing motions your feet need for better traction out on the trail. Even on the most uneven terrain, its padded collar protects your ankle from the biting into flesh, which is very common with boots that have no such padding. These features make movement in these Timberland boots so much more comfortable for use over extended periods. No doubt, out on the trail is no place to start battling with ill-fitting shoes.

If you are a builder working hard out there pitted against the elements, constructing roads, bridges and any other architectural wonder for the rest of us, your feet needs the right Timberland pro work boots for the occasion. The Timberland Men’s 6″ Basic Contrast Collar Boot is a good choice for working out in the snow or rain. Its waterproof leather keeps your feet warm and safe from moisture inducing fungus and the synthetic rubber lug outsoles protect you from involuntary falls that will only land your face first on the ground.

The rubber soles also keep your feet firmly planted on the ground with a good, non-sliding grip. It’s stylish two colour design offers a light tan leather that makes up the larger part of the boots and a dark brown band around the ankle that is very pleasing to the eye. Comfort, protection and sophistication all in one Timberland footwear. What is not to love about it?

This easy to slip on ankle boot with its breathable and moisture wicking mesh lining is by far one of the best Timberland boots out there in the market. The Timberland Men’s Larchmont Brown Chelsea Boot is one perfect for all occasions. Stylish and elegant, they work as well for a picnic in the park as well as a quick shopping trip with wifey; yes they are that comfortable. Even better, they pair well with some denim and a sporty tee shirt, as well as a dress shirt on some chinos.

With a 5.0 out of 5-star rating by 100% of users, this is definitely one time it pays to join the Joneses. This top-notch shoe brand is obviously on to something here. These casual boots are comfortable right out of the box (this means no breaking in time required). Users who have had theirs for over three years swear by it, and as it is an ankle boot, it fits snugly under your trouser with no struggles to tie up loose laces.

The ‘Pitboss’ soft toe boot is one Timberland pro work boot that should be in every outdoorsy man’s shoe closet. Smart looking and durable, the Timberland PRO Men’s Pitboss 6″ Soft-Toe Boot firmly meet the American National Standards Institute’s (ANSI) approved safety standards. Working in an environment with a lot of oil spills and other slippery materials? Then they are the right boots for you as these babies are anti-slip thanks to its oil resistant outsoles.

Working in such high-performance conditions often require being on your feet for hours on end. These pro work boots do not sacrifice comfort for stamina. Its PRO 24/7 Comfort Suspension technology is built into the sole to support the foot arch making it comfortable for prolonged standing without causing back pain or any other structural issue. You are safe from toe pain after foot swelling from hours of standing with its roomy toe section. The removable insole is an added comfort feature that protects your feet from blistering.

This sporty looking, Timberland hiking boot is like having the comfort and compact look of a sneaker and the durability Timberland boots are known for all rolled up in one. Made of part leather and part mesh, the Timberland GT Rally Mid Leather/Fabric Men’s Boots are perfect for hitting the hiking trail. With its SensorFlex technology, your under feet enjoy all the support possible in any kind of terrain you could possibly encounter.

With its vintage look, your feet will be the cynosure of all eyes. Talk about positive feedback. Its casual look makes it great for use in a number of situations. Even when not out on the trail, you can totally rock these Timberland field boots for a quick walk around the block to clear your head. They are that comfy. Available in seven other attractive leather – mesh colour combinations, you can always find one to match any outfit or occasion.

These next rust coloured pure leather Timberland pro boots are a favourite among men who work with iron on rough surfaces, where one needs a firm grip on the ground. The flat rubber soles of the Timberland PRO Men’s Wedge Sole 6″ Boots sure sees to that. This ankle lace up boot has a moccasin style stitching on the front toe section of it. When you have your work denim pulled over the ankle part, you could literally have folks thinking you have a nice and comfy pair of moccasins on.

Its white rubber sole provides an attractive contrast to the rust coloured leather of the boot that would look great paired with some dark denim jeans on an autumn day. With its inbuilt anti-fatigue technology, you can work all day and then some without falling victim of foot or back pain. Available in size 7 medium all the way up to size 15 wide, any man with an eye for style can easily get his feet in one of these Timberland leather boots.

Are you the kind of man who prefers snug yet sturdy shoes on his feet when out and about? Do you like the comfort of having durable shoes that are ready for any eventuality but still classy enough that you don’t look awkward at your neighbour’s barbeque? If yes, then the Timberland Men’s World Hiker Mid Ankle Boot is the right Timberland suede shoe for you. With a 4.3 out of 5-star rating by 73% of Users, these Timberland suede boots come with an EVA footbed that provides unparalleled comfort to users.

Ethyl Vinyl Acetate (EVA) is a foot saving material that gives stability to the foot. It is a soft, foamy material used in shoe production that is designed to support the wearer’s weight even under extreme conditions. Knowing that this is one of the best Timberland hiking shoes that are fitted with such high level-foot protection, you can jump, run and hike over any kind of terrain without fear of hard foot impact against the ground.

These next Timberland shoes for men are high-quality footwear made of 100% canvas. Low slung with heat resistant, rubber soles and alloy safety toes, the Timberland PRO Men’s Disruptor Oxford Alloy Safety-Toe EH Work Shoe is one of the best in foot protective, safety wear. Made with black canvas, these shoes have two variations with one having white soles and toe section while the other is pure black, through and through.

After a long, hard day at work and you just can’t wait to get your feet out in the open air, tugging off a pair of boots, laces and all can get to be quite exhausting. With this canvas shoe though, slipping it on and off is a breeze. The steel toes give your delicate toes added protection from bruising especially if you do welding in your line of work. Having sparks land on your toes will have you screaming like a banshee in pain without the protection from the toe caps.

Finally made up your mind to tick trekking the great Amazon forest off your bucket list? Well, before you head out into the dense, moist vegetation, make you have the right footwear for the job. The Timberland Chocorua Trail mid Waterproof is one Timberland waterproof boot that was made for times like this. Designed with 100% pure, waterproof leather with EVA midsoles for flexibility and ground impact absorption, these boots are comfort and durability all wrapped up in one stylishly rugged package.

Its stylishly rugged look makes it perfect for when you are off the trail too. Pull on the boots for a night on the town. These boots are so sturdy that even one user has commented, “they are so tough, if a tiger tried to eat you, you could shove your boot in its mouth and when he bit down all his teeth would break off!’. Now you can strut around that East side of town without fear, being sure that a swift kick to the nuts with these boots would have any would-be assailant doubled over.

The Timberland Men’s Killington L/F Chukka Walking Shoe is one artistic number which features a mix of well-placed mesh and that signature dark tan leather Timberland is known for; no doubt, this is one of the most comfortable Timberland shoes. Walking the street, running errands or even just hanging out in the park is fair game with these shoes. They are very comfortable and lightweight with breathable mesh so your buds don’t scurry for the hills when they see you reaching down to take it off. The Ortholite footbed has seen to that.

Dark, grey, olive, whichever shade you prefer, these shoes are available in that colour. You could go with the navy full grain option that would work with just about any outfit or you can decide not to play so safe and try the cool grey which would make a bold statement. What a fashionable way to draw attention to your feet!

Want to save the earth and look good while at it? Then hook yourself up with one of these red-brown Timberland leather boots. The Timberland Men’s Earthkeepers Rugged Boot has its lining made with recycled polyethylene terephthalate (PET). This is a tree huggers dream come true. You get to do your quota in environment protection without compromising style. With its rubber outsoles giving you anti-slip protection and lots of traction, you can finally help Grandpa do some work on the ranch. No more fear of sliding and falling face first into horse dung.

Designed with the ‘high-performance male spending days on end on their feet’ in mind, the anti-fatigue technology built into the midsole gives comfort. This environment-friendly footwear even has laces made from organic cotton with no chemicals used at all in production. Going green has never looked so good.

These next Timberland shoes for men are great shoes that look pretty much like some kind of cross between the Timberland Men’s 6″ Basic Contrast Collar Boot and the Timberland PRO Men’s Disruptor Safety-Toe Work Shoe. Now, with the Timberland Men’s Davis Square Plain Toe Chukka you can enjoy having that signature Timberland boots wheat nubuck colour with the dark brown collar contrast on an ankle shoe with a bit of tan canvas and leather going on. Just like a boot but in a chukka boot form.

Available in bold burgundy and dark ruby nubuck, you sure can make a style statement with this Timberland footwear. With light coloured shoes, the fear of getting tough stains that mar their beauty is ever present. Timberland has thought of that though and factored in Defender Repellent Systems treatment that are water and stains resistant. What a relief! Now you can relax when your cute baby daughter decides to get her grubby, applesauce covered hands all over your shoes.

No matter the type of man you are, from the urban guy who likes a little limp in his swag, to the classic country lad, every man appreciates the Timberland brand for its modern style and comfortable wearability. Even with the Timberland Men’s Logan Bay Boot on your feet, with its trendy antique vintage look, you are still offered a very modern appeal as a modern man. The ability to consolidate the old with the new is what makes Timberland very unique as a brand.

This airy versatile shoe is perfect for all seasons, come rain or shine, whilst being a great robust and water-resistant specimen. There are simply no limits. The aim of Timberland is to always produce durable, fashionable shoes that make you completely satisfied. And Men’s Logan Bay Boots cuts it by far.

Construction workers!? Where y’all at? There is great news. Timberland has got your feet covered with this alloy toed construction shoe. Civil engineers and every other fellow working on rough terrain and exposed to harsh chemicals, you sure need the protection these Timberland shoes can provide. Made of 100% ripstop nylon with a synthetic sole that offers increased grip and traction, you can walk over that granite without slipping in the Timberland PRO Men’s Powertrain Sport Alloy-Toe EH Industrial & Construction Shoe. Even better, should you find yourself in a wet yet electrically charged environment, this Timberland footwear would literally save you from getting electric shocks.

With the contemporary design with bright electric blue or orange woven into the ripstop nylon, these athletic looking work shoes will make you look super fly. You can finally part ways with drab-looking work accessories with these shoes. The alloy toe caps give added foot protection. Flexible and comfortable straight out of the box, no breaking in period is required.

These next sturdy Timberland leather boots with its dark brown colour and synthetic soles exude pure, undiluted masculinity. Made with rich, chocolatey brown leather with a coffee brown collar, the Timberland PRO Men’s Titan 6″ Safety-Toe Boot are very easy on the eyes. You can totally rock them to the pub or for that get together on the ranch.

Lots of shoes look the part but can’t do the work they were designed for; however, that is not the case with these boots. Worried about all that leather trapping heat and moisture on your feet? You can breathe easy, as these Timberland boots offer a moisture-wicking lining treated with Agion, an antimicrobial technology used in preventing the growth of microbes. With its Titan safety toe cap and electrical hazard protection meeting international safety standards with ease, you can totally trust Timberland to take care of your feet.