Timberland Classic Shoes

If you're looking for shoes and clothing that will last, Timberland is the company for you. Their products are famous for their enduring designs and long-lasting quality. Browse our selection of timeless options today.

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17 products
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On Sale
Timberland Men's Mt. Maddsen Mid Waterproof Hiking Boots

Timberland Men's Mt. Maddsen Mid Waterproof Hiking Boots

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WAS: $99.99-$124.99*

(1126)

weight( per shoe, based on size 9): 1 lb 1 oz ... The most comfortable, hiking boot I 've ever worn, waterproof and durable. ... Maddsen Mid Waterproof Hiking Boots are an excellent fit, I waer them every

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5 Lee
[ I 've been a butcher for over 25yrs now& I ca n't wear anything but Timberland on my feet! Best boot money can buy....

5 Nancy35
I ’ m work at landscaping and I loved this shoes it ’s so comfortable, waterproof its was I looking.

5 Gerardo
[ Fits amazingly especially as a driver I 'm on my feel I do not get tired

5 Kenyardy
[ Great work boot for indoor and outdoor any weather, I buy these all the time and all year around.

5 Wayne
[ This is a great product and I am extremely pleased with them. I use them to work in.

On Sale
Timberland PRO Men's Flume Mid Waterproof Steel Toe Work Boots
  • Brown

Timberland PRO Men's Flume Mid Waterproof Steel Toe Work Boots

$119.99

WAS: $134.99*

(58)

Excellent quality shoes. ... It's just a true testament of how much he loves these shoes and wears them everyday. ... Best work shoes I 've owned! ... Like a cozy and delightful glove, just made for

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5 Kali1
My Grandson needed a boot for weather and work abd it serves both purposes.

5 bigslick45
good boot for my job…comfortable i have had zero problem

5 Barry
True to size!!!

5 Mark
I love these boots. Please never discontinue them. They are comfortable and affordable. I like the way they look as they do n't have any bright orange highlight colors. They also have the four quick lace metal tabs for the laces which I think are a must. I 've bought two pairs in the last two years. I found the M width to be a little tight in the toe, but after a month they broke in nicely. This time I 'm going to try the W width. I 'm on my feet 45 hours a week. These boots are perfect.

5 JAY
We need more sizes wide n medium again if u have it i will buy again n again may be the black one I will recommend all my friends, co workers n all over timberland users Tnx u n god bless us....

Timberland Men's 6'' Premium 400g Waterproof Boots

Timberland Men's 6'' Premium 400g Waterproof Boots

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WAS: $197.99-$209.99*

(3063)

you can ’ t go wrong with a classic. ... premium full- grain upper from a tannery rated silver by the leather working group for environmental responsibility durable direct- attach construction padded leather collar for ankle comfort classic boots laces are re-...

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5 Dario
Back in 2016 they came out with this same pair and I still got them but they are still making waves after 9 years

5 Charla
[ My last purchase were a pair of Timberland classic boots for my oldest son. He has a great sense of style and these boots fit him perfectly. Not a complaint in sight.

5 Joseph
I had my doubts about the new ReBOTL fabric lining being comfortable and durable. However I must say that the new lining material is very comfortable and seems to be durable as well. The boots are very stylish and well made. I must also say that the laces are made from a different material that the wheat color boots have and they are a few inches longer, which I prefer, easier to tie.

5 Matt
[ This has become my go- to boot! Comfortable and durable for long work hours. Sleek and stylish for a night on the town. This boot is good to go right out the box no break in required.

5 Jojo123456
I brought this product and I love you you should buy this product

On Sale
Timberland Men's PRO Direct Attach 6” 200g Insulated Steel Toe Boots
  • Wheat

Timberland Men's PRO Direct Attach 6” 200g Insulated Steel Toe Boots

$164.99

WAS: $179.99*

(369)

I use it for mechanics works, excellent confort and good for heavy duty work. ... Super comfortable and will last a life time. ... The boots are still holding up well minus a little sole shredding around the heel and the leather is tearing by the steel toe where it creases on the

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5 thelorax08
Bought for my son. He loves them and says they are very comfortable.

5 McLovin
These are better than the classic design, as they are made for real work. Timberlands all day everyday.

5 Steve
My foot size is 8. 5 regular. The boot size is the same but it feels `` spacious ''. Not too long or short or even wide but ample- enough to accommodate a thick sock. My advice would be that if your foot is low volume or on the small side of the size like mine, order down, if your foot is high volume, order your size, and if your foot is on the high side, order up. A size 8 might have been perfect for me but might not have been roomy enough for thick socks. It's a trade off. The boot leather is super thick but the boots were comfortable right out of the box. No break in required. So far they 're holding up well. The steel toe has not been a problem in the winter cold or summer heat. It is not a factor except when a chunk of wood slips out of my tired hands. I had to learn the need of a steel toe the hard way. I only wish Timberland attached a pull loop to the heel. They put one on their loafers but not on a 6 '' boot. Unusual. A loop would help with the on/off process. What would also help would be lace hooks in place off the top two lace holes. With lace holes the laces have to be pulled down and out to loosen them to widen the boot for removal. You ca n't just kick these boots off. Neither of the above nit picks is a deal breaker. I love these waffle stompers.

5 Tony
Timberland truly stands by their products. I was taken care of by their support team for a defect. No questions asked, immediately took care of me in a timely manner. Boots used for construction.

5 Cory
I 've had my pros for about a year and I 've been hard on em. Put a many- a- mile on em. Still holdin up great. Comfortable from the beginning. Comfortable now. Highly recommend

On Sale
Timberland PRO Men's Endurance Steel Toe Work Boots
  • Brown

Timberland PRO Men's Endurance Steel Toe Work Boots

$169.99

WAS: $184.99*

(102)

I wuld buy this shoes again& again& again ... Standing on my feet for 8 hours a day but these boots make it easier on both my feet and my back. ... I 'm highly Recommended this product Comfort are My Very concern Material& Styles accurate But when I came safely this the right one...

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5 Steven
[ Great boots. I purchased different pair of Timberlands from another vendor and an eyelet broke. I called Their warranty department and had a full refund within 3 hrs. No hassle turned around and ordered replacement off their website. Great product and excellent customer service.

5 Ore76
I got these boots for work. Thy are extremely comfortable

5 Carlos
This product is very good for my work.

5 MANNY
Took 2 weeks to break them in. But as far as comfort the BEST when it comes to comfort I can wear these boots all day and not be tired. A lil heavy but worth knowing your feet are protected. ILL BUY THESE AGAIN. IM GOING TO TRY THEIR COMPOSITE BOOT NOW SINCE GOING WHERE IT SNOWS.

5 Kootie76
My husband is a landscaper and loves these boots. They are very durable!

Only at Dick's
Timberland Men's Motion Access Mid Lace-Up Waterproof Boots
  • White
  • Black Leather
  • Olive Ripstop

Timberland Men's Motion Access Mid Lace-Up Waterproof Boots

$149.99

(24)

grip™ lug outsole ... fully gusseted tongue timber ... cush™ comfort system ... removable contoured sock liner eva midsole timber ... dry™ waterproof membrane ... timber ... botl™ fabric lining containing 50% recycled pet

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5 DL Timberland
Excellent support& super comfortable! I can wear all day& feel great. I love them! Hard to find in black so I 'm very happy! I have it in 3 different colors. One of my favorite Timberlands.

5 DL
Very stylish& comfortable. I really enjoy wearing them because they hace great support& provided me stability throughout the long day. I ended up buying them in white, black,& mango with black. I love the feel& look! One of my favorite Timberlands!

5 D
I actually really am surprised how comfy these are. I love how stylish they look& the design is my type of shoe/boot. I think these are very comfortable& feel durable. I would like to try in the rain as they are waterproof. The support is great& I can stand in these all day, my back hold up well with no pain. I bought in black& mango looking color. I would totally recommend this!

5 Roel
[ Initially they were for my new environment/desert but now they are my go too for everything.

5 Luis
[ These are great hiking boots, I used in a muddy trail and the traction was amazing in a muddy trail. They also stay warm, my Columbia brand boots are n't even remotely close to these.

Timberland Women's Icon 6'' Waterproof Casual Boots
  • Wheat Nubuck

Timberland Women's Icon 6'' Waterproof Casual Boots

$169.99

(1559)

I 've always wanted the classic Timberlands and they did not disappoint. ... Great shoes ... They do take some time to break in, but overall a very good shoe that I am hoping will last many years#

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5 Sarah
Let me start off by saying I am a true 6. 5, never a 6 and very super rarely a 7. I used their size chart and measuring guide and found that I fell between the 6. 5/7 so I decided to size up and I 'm glad I did. I have just enough room around my toe in the box, and my heel has just enough space to move until they really get soft and cozy. I also have bunionettes, and sizing up with a regular width is definitely giving them some room. They are very comfortable on my feet. I purchased the black, and I am very pleased with how beautiful these boots are. Much prettier in person than the picture. I will probably purchase a second pair that I will be happy to dirty up so I can keep a nicer pair. I am very happy with my purchase!

5 Heather
I have 67 pairs of timberland boots in many colors styles. I definitely have a problem when it comes to them but being able to either dress up or down. They can add to look instead of just foot wear

5 Mayra
This pink pair was a present for a friend and she loved them. I got her size 7 because there were no 6. 5 but still she mentioned they fit well with a pair of tick socks and they were comfortable and cozy.# SWEEPSTAKES

5 Duaa
[ Loves them

5 Leah
I decided to buy a new pair of winter boots since my previous pair( from a different brand) kept giving me blisters. One of my professors used to be a Timberland exec and he always raved about the quality of the shoes, so I decided to try them out. I ordered 2 different styles of winter boots, each in 2 sizes. I did n't love the roll- top boots, so those promptly got returned. I ended up keeping the size 9 of the 6 '' waterproof-- the boots had a clean look and the leather is well sewn and finished, I 've worn them to work and they do n't look out of place with my button- up shirt and slacks. The boots feel a little heavy while wearing them, but honestly I prefer that since they feel more durable and rugged. I 've since worn the boots both with and without thick winter socks and had no problems. They were comfortable from Day 1 and have n't given me blisters. My biggest gripe is that the shoelaces are too short- even when I lace the boots as tightly as possible, I am left with maybe 3- 4 '' of lace to tie with. The 6 '' roll- top boots I returned had longer laces than these despite having a similar style, so this was a disappointment.

Timberland Men's Earthkeepers Original 6'' Boots
  • Red Brown

Timberland Men's Earthkeepers Original 6'' Boots

$159.99

(565)

why go for something new when you can have the classic? ... Nice boots, wearing them as casual shoes. ... Nice boots, I wear them as casual shoes with khaki's in the

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5 Heather
[ I get these for my husband for work. He always ends up wearing them out but timberland is the only brand that lasts for a long time. He works in construction so on his feet building all day. They protect his feet and work great for them. Usually I get him a new pair every year.

5 Julio
[ Great boots

5 Richard
LOOKS VERY NICE AND VERY STYLISH, LIKE THAT.

5 Dr. Phil
Typical use for walking around and stylish look when I 'm dressing casual. Love the comfort for long term wear and just out on the town. No fatigue or heel discomfort.

5 James
[ Dressy and sporty ar the same time. These can be worn in a dress up situation like they could be worn in any casual situation like to the office. Or outo to dinner on a friday night. The seem to be high quailty.

Timberland Kids' Preschool 6” Premium Waterproof Casual Boots
  • Pink

Timberland Kids' Preschool 6” Premium Waterproof Casual Boots

$94.99

(5)

comfort, quality and a classic timberland ® style makes the 6 ” premium waterproof casual boot ideal for everyday wear in all conditions. ... Best boots to purchase# SWEEPSTAKES I love timberland boots as a kid, and still do and now i get them for my kids which they love the...

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5 ShoeaddictLI
These pairs of Timberland Boots are super cute and comfortable. They came as described. The color is the exact same color as described online. They 're great quality. Excellent product, do n't hesitate to buy them.

5 Marilyn
[ I got ta get Kids size 3 love the boots love the color and they are the best.

5 Caren
[ My niece absolutely loved these boots. Put them on with her new overalls. Quite the statement boot! So happy!

5 Virginia
[ With jeans and crop pants

5 Trish Ford
[ Nice boot- Fits my niece perfectly

Timberland Men's Redwood Falls Chelsea Boots
  • Wheat
  • Saddle

Timberland Men's Redwood Falls Chelsea Boots

$129.99

(89)

Comfortable, fits great, material is nice and the color is really sharp. ... Sole material A little slippery on snow but all day comfort. ... Fit well, comfortable, easy to slip on and dress up or

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5 Doug
[ Wanted to get a boot I could throw on quickly when leaving the house and these fit the bill completely. Nice enough to wear for going out even though I bought these for just roughing it.

5 John
[ I love this boot. I was afraid to order online but they look and feel great

5 Ryan
[ Great boots. Good sleek design, yet extremely durable. they break in nice and easy. Put them to work through the snow and salt of Michigan, got them just in time. Will definitely buy them again.

5 Jamie
[ Casual wear but can also dress them up... stylish and comfortable and I appreciate the durability. Would highly recommend. Have received multiple compliments from both friends and colleagues. Would purchase again.

5 Kevin
[ These boots are very comfortable and look really good.

Timberland PRO Men's Direct Attach 6'' 200g Waterproof Steel Toe Work Boots
  • Brown

Timberland PRO Men's Direct Attach 6'' 200g Waterproof Steel Toe Work Boots

$179.99

(320)

The men's 8. 5 fit me perfectly with slightly thicker socks because I use these shoes to walk around winter weather in Brooklyn and it just looks amazingly stylish with my dark

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5 Michael
[ I have been using Timberland Pro boots for work and have been very satisfied with the results. Thank you for your assistance.

5 Mark
[ These boots are solid. They are heavy and durable. I use them to clear trees and brush from my property and these boots are perfect for any tractor work.# sweepstakes

5 Les
[ I seem to buy about 1- 3 pairs a year, they are comfortable and waterproof meets my job requirements and the color is great for a work boot

5 London
[ I use these for work. They work well for me because they are durable, comfortable, and I like the style.

5 McLovin
These are better than the classic design, as they are made for real work. Timberlands all day everyday.

On Sale
Timberland PRO Men's TiTAN EV 6" Composite Toe Work Boots
  • Brown

Timberland PRO Men's TiTAN EV 6" Composite Toe Work Boots

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WAS: $164.99*

(14)

They are a little `` bulky '' but they are perfect for my needs. ... I would say its a little water resistant did n't get into too deep of water but kept my feet warm and

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5 Robert
[ I like there boots last long time i had 3 pair uesally last 1 to 2 years

5 Zee
Feels like Nike tennis shoes

5 Marino
[ I work construction, so I 'm on my feet most of the day, for me a good work boot has to be comfortable and durable, these boots are exactly that. Definitely recommend these to my fellow blue collars

5 Wikum
[ As someone who works in construction, finding the right pair of work boots is crucial. After trying out several brands and models, I can confidently say that the Timberland PRO Titan EV 6 stands out as one of the best I 've ever worn. First off, let's talk about comfort. These boots are like walking on clouds. The Anti- Fatigue Technology really lives up to its name, providing support and cushioning all day long. Even during those long shifts on unforgiving surfaces, my feet feel great at the end of the day. Plus, the lightweight design means I do n't feel weighed down, which is a huge plus when you 're constantly on the move. Durability is another big win with the Titan EV 6. The leather upper is tough as nails and can handle anything I throw at it. Whether I 'm trekking through mud or kicking around debris, these boots hold up without a scratch. The reinforced toe and heel add extra protection where I need it most, and the slip- resistant outsole gives me peace of mind on slick surfaces. One of the things I love most about these boots is how versatile they are. Sure, they 're built for the job site, but they look good enough to wear out and about too. I 've paired them with jeans for weekend errands and even dressed them up with khakis for casual events. No matter where I go, these boots fit right in. In terms of value, the Titan EV 6 is worth every penny. Yes, they might be a bit pricier than some other options out there, but the comfort, durability, and versatility more than justify the cost. Plus, when you consider how long they last, it's clear that you 're getting a solid return on your investment. Overall, I highly recommend the Timberland PRO Titan EV 6. Whether you 're a construction worker like me or just someone who appreciates a quality pair of boots, these are definitely worth checking out. Trust me, once you slip them on, you 'll never want to take them off.

5 Clint
Fantastic boot! Felt already broke in from the first day of wear. I do a lot of walking and they are comfortable all shift long. I would highly recommend buying them.

Timberland PRO Men's Magnitude 6" Composite Toe Waterproof Work Boots
  • Mocha Brown

Timberland PRO Men's Magnitude 6" Composite Toe Waterproof Work Boots

$199.99

(15)

probably the best overall work shoe I 've owned. ... Love these shoes! ... Great overall shoe. ... great work on these boots/ shoes! ... Fantastic boots& very

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5 Nikole
[ Love that they come on wide he was originally wearing just 14 so that these come in wide he's so much more comfortable.

5 Remon
[ I been trying other boots, nothing is better then timberland so comfortable I work 12 hours shift 6 days feels like so I 'm very excited I told my boss and coworker use only timberland boots there work life

5 Patrick
[ Excellent as always

5 Jesse
[ These boot are exactly what I was looking for. Comfortable and durable plus they look good. These are my new boots. Will buy again and again.

5 Liam
[ A perfect fit. Super comfortable but still a rock- solid feel to them. I 've always been pleased with Timberland footwear, having worn them for the past 30+ years. They take a lot of punishment and refuse to die. I had a pair of Timberland clogs for 20 years, be er polished them and I did n't take care of them, but they were the most comfortable on the last day as the first. I love the attention to detail on these new boots. Looks like Timberland focus on quality like they always did for me in the past. I do n't mind forking out the money for these when I know they 'll last forever with the minimum care.

Reebok Men's Classic Leather Shoes
  • Black/Green/Brown

Reebok Men's Classic Leather Shoes

$99.99

(10)

high- abrasion- resistant rubber outsole ... eva midsole gives you lightweight cushioning ... supple leather upper and logos pulled from the archives harry potter details let you rock your favorite movie lace

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5 JayMakeItHappen
OMG it feels like I 'm walking on cloud in these bad boys. I bought a matching pair for my husband and he loves them as well. I love that depending on how dark the jeans you wear are it kind of impacts how the shoes look on you in a good way. The box that it came in love the detail as well as the Hogwarts Xpress card.

5 Travel girl
SO comfortable, SO cute, absolutely worth the money, i 'd actually pay even more for them! They are wonderful get them!!

5 J
Suede. Color. Presentation. Nostalgia. Thank u very much reebok!

5 Jay
Got this just in time to give as a gift and she LOVED THEM. BIG HARRY POTTER FAN

5 KC
These fit great and are so comfortable. These are perfect for any HP fan.

Timberland Women's High Top Warm Lined Sneakers
  • Mosquito

Timberland Women's High Top Warm Lined Sneakers

$89.99

(119)

This is a very comfortable shoe. ... Love the shoe I ordered every color but black and doubled up on two colors just in case they get ruined. ... Very stylish, comfy and in high

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5 Julet
This is a very comfortable shoe. I really like everything about it. I wear it almost everyday during the colder months. It's a great item.

5 Debra
[ Very nice looking. Bought for my 18 year old granddaughter for Christmas. She put them on immediately wore them all day. Nice and warm.

5 Deborah
[ Wear the boot with casual dress and though they maybe waterproof, I do n't wear in the rain or snow!

5 Lindsay
I 'm in love with these boots, and I receive compliments on them everywhere I go( light tan color)! However, I have a size 5 shoe, and these start at 5. 5( really wish more shoe manufacturers made shoes starting at a 5!), so they are a little big, even with socks. Even though they are a little big, they are warm, easy to slip on when running out the door, and look great with leggings and jeans. Highly recommend them!

5 Saten
The boots are very comfortable. I wear them for the seconf season but they look new. Very stylish, comfy and in high quality.

Timberland Men's Trail Quest Mid Waterproof Boots
  • Brown/Black

Timberland Men's Trail Quest Mid Waterproof Boots

$164.99

(15)

First Shoes by Timberland, and very comfortable for bush walking. ... Waooo I 'm really surprised how comfortable and cool those shoes are I really love

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5 Welly Li
[ For both trail and city hiking walking.

5 YB
[ I lik it

5 Doug
[ My wife and I have been avid hikers for about 6 years now, and frequently travel to Colorado and Arizona for most of our trips. We just finished up a trip to Arizona- my first hike using my new Timberland Trailquests. I wish I had bought these boots years ago. I assumed they might be a bit stiff and take some time to break in, but I was overly impressed by their immediate comfort. Unlike some of my previous boots that proved to be bulky and heavy, the Trailquest boot is lightweight while remaining extremely supportive, and the sole's design assists with stable traction during the more challenging parts of your hike. On top of being an exceptionally functional boot, they are also visually appealing and draw compliments from other hikers. I am overly pleased with my new Trailquests and look forward to the many hikes that await. You will not regret purchasing these!

5 Brendan
[ I tried these out on Mt. Washington this past weekend. Overall very satisfied. They stood up well and provided the traction needed on the descend. These are replacing a pair of Merrill's that I had for many years. Overall very satisfied thus far.

5 Cbreezy
[ What can I say about timberland like all there other products this is another good one they are comfortable durable and so far they are holding up well with all the rain we had and I 'm sure they will do good in the snow to over all a good affordable boot if your looking for one

Timberland Women's 6'' Premium Puffer 200g Waterproof Winter Boots
  • Black Nubuck

Timberland Women's 6'' Premium Puffer 200g Waterproof Winter Boots

$169.99

(24)

I have bunions and shoes are very comfortable x ... They are amazing and comfortable. ... I wear these boots for the style and comfort. ... Kept my feet toasty in the

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5 Carole
[ They wear so well and stylist!! I have another pair of Timberlands I bought 20 yrs agoî and they' still look good( green) and lots of wear, still. C

5 Amanda
[ Received all positive comments whenever I am out wearing these boots and also they match my winter white down coat perfectly.

5 Courtney
[ These should fix pretty true to size. May be slightly narrow, but I did n't find them uncomfortable. I did work on breaking them in for about a day before using them on the mountain, but they honestly felt good right out of the box. Kept my feet toasty in the snow. Would buy again.# sweepstakes

5 Eri
[ They are super comfortable and keep my feet warm during the winter. Plus they are waterproof. Purchased two different colors.

5 Rachael
[ Having a wider feet and ankles, I have a difficult time finding boots that are both comfortable and stylish. This is the best of both world. Puffer upper allows me more room for my ankles, and I do n't have to give up any of the style. 100/10 would recommend!

You may also like...

Timberland Men's Mt. Maddsen Mid Lace-Up Hiking Boots
  • Olive
  • Black Nubuck

Timberland Men's Mt. Maddsen Mid Lace-Up Hiking Boots

See Price in Cart

WAS: $109.99-$110.00*