13 Best Timberland Shoes for Winter

Timberland is widely known for its bold and adventurous footwear, besides other apparel and accessories. Timberland shoes for winter are so iconic and unique. They are also comfortable for those who walk and hike for miles on different terrains. If you’re looking for the best and most comfy authentic-styled boots, Timberland boots and shoes are great options.

Here, we invite you to look at the best Timberland winter shoes for men and women. The shoes are carefully picked according to different criteria. We believe they’re the top ones people should look for when they’re after the best winter shoes. Hopefully, you can find the right shoes that match your style.

Timberland Cervinia Valley

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Timberland Cervinia Valley Boots are great winter boots for feeling warm and staying comfortable. These are more of the classical-styled boots Timberland is known for. They have short necks and padded collars; the outsoles are a bit raised for better traction and easier walking on the snow.

The boots are very sturdy and long-lasting. This is one feature you’ll almost find with all Timberland boots. They can provide you with the needed warmth as well. The only thing that might let you down is the fitting. These boots run smaller than usual. So, order a size up if you have wide feet.

Timberland Women’s Kinsley Boot

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With a two-inch heel, Timberland Women’s Kinsley Boots combine comfort with style to be your best Timberland winter boots this year. The boots are so womanly, with a unique raised heel to distinguish you from other Timbs wearers. If you wonder whether this heel will be comfortable or not, you might check previous buyers’ comments. All have mentioned that the short heels adding to the cushioned insoles, make this boot one of the comfiest ever.
Aside from the comfort and the lovely style, these boots are made of quality leather with environment-friendly features. Unlike other Timberland boots, you might need to go one size down when ordering these boots.

Timberland Men’s Chillberg Snow Boot

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Timberland Men’s Chillberg Snow Boot is one of Timberland’s best boots for the winter season. The boots are designed to suit snowy weather. If you look at the bottom of the boots, specifically the outsoles, you’ll see how the pattern was made to improve gripping and prevent sliding over the snow.

In terms of style, these boots are athletic in style. They suit sporty and active men, but anyone can wear them as well. They are something between casual and classical boots, thus, matching different outfits for different occasions. Plus, they’ll keep your feet warm and dry all day.

Timberland Women’s Skyla Bay Boot

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Black, dark red, or white? Choose from the different colors available in these Timberland Women’s Skyla Bay Boots to match as many outfits as possible. You won’t take them off your feet. The black ones with a tiger-patterned collar and tongue are so special in these boots. They combine the sporty look of sneakers with the classical look the tiger pattern evokes.
In addition, the material is suitable for winter and suitable for the environment as well. The leather used in the outer fabrics and the wool used in the collars are made from responsible sources. In other words, they won’t harm the environment in the long term.

Timberland Women’s Norwood Boot

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Mixing leather with textile fabrics can leverage the style so much, and this is what Timberland Women’s Norwood Boot is all about. The textile details stitched into leather using colored threads are what sets these boots apart. You won’t find them anywhere else except at Timberland. If you’re a woman who is after uniqueness, these ones should be on your list.
Yet, the boots aren’t only about the stylish look they evoke. Instead, you’ll also enjoy the great quality Timberland prides itself with. The leather parts are waterproof to keep your feet dry, but beware, as the textile parts might let water in. So, they aren’t the best for heavy rain days.

Timberland Women’s Linden Woods Boot

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Although Timberland shoes for winter aren’t the cheapest, we’re sure you won’t mind paying a bit extra money to get such beautiful pieces as those Timberland Women’s Linden Woods Boots. As one of the best women’s winter shoes for travel, they’re so comfortable, and the soles are the ones you’ll prefer from now on when traveling long distances.
Aside from that, the boots come in very attractive colors. Blue, grey, black, and white are traditional colors, no doubt. However, in the clean, clear leather material of Timberland, they look so stunning and elegant. The color alone is a reason to buy these boots.

Timberland Women’s White Ledge Boot

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Timberland Women’s White Ledge Boots are the best lightweight Timberland shoes for winter. Although they are nothing less than any other Timberland boots considering the quality and durability, they’re so light and comfy. We highly recommend them for travelers and backpackers. Yet, the material isn’t the 100% waterproof material you might be looking for to wear on rainy days.
One of our favorite things about these boots is that they have very good arch support. Those who suffer from flat feet or any feet problems will find these boots a lifesaver! Plus, they’re a nice year-round choice as the material is breathable, and the neck isn’t that long.

Timberland Women’s Nellie Ankle Boot

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Are you interested in ankle boots? Go and get this Timberland Women’s, Nellie Ankle Boot. But before you make up your decision, make sure you have checked all the available color options. There are patterned ones and untraditional colors for boots exclusively for Timberland’s Nellie boots.
What’s more, they’re made of 100% leather material. They’re so rugged and durable for heavy climates. Besides, they look so neat with their short neck and rubber outsoles. To make the best out of these boots, wear them with a skirt or a dress for a feminine look, or wear them with jeans or leggings for a more casual look. They go very well both ways.

Timberland Men’s Chocorua Boot

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The best boots for the trail are Timberland Men’s Chocorua Boots. They’re actually designed for long walks and excursions in winter. The technical performance you’ll get from these boots will keep you buying them repeatedly once they wear out. Luckily, they don’t wear out quickly, so it’s once every couple of years.
Another feature you’ll appreciate as well is the removable contoured sock liner. People who spend most of their lives in cold countries know very well how these sock liners are must-haves for warmth and comfort. In addition, they’re great when it comes to absorbing shocks. You ought to check this YouTube video review that allows you to have a closer look at these boots.

Timberland Men’s Earthkeepers Boot

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Men who embrace their own style and care a lot about comfort will love Timberland Men’s Chocorua Boot. As one of the best Timberland shoes for winter, they’ll look good on most of your outfits. Additionally, the leather material will keep your feet dry no matter how wet it gets.
Furthermore, your comfort was taken care of in these boots. They have padded collars to protect your ankle. You don’t have to wear thick socks either because the boots are lined from the inside. However, some people found the double tongue design annoying, but this problem can be easily fixed by cutting the extra parts.

Timberland Groveton LTT Chukka Sneaker

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The most comfortable shoes for winter are Timberland Groveton LTT Chukka Sneakers. Who said you should only wear boots in winter? Those Groveton LTT Chukka Sneakers come to prove that sneakers are also great options for winter. They can be waterproof and very grippy, just like winter boots. Besides, they’re more comfortable than any boots and easier to slip on and kick off daily. You’ll feel you’re walking on the clouds with these shoes on.
Aside from that, the shoes are available in a wide variety of colors. They’re so casual in style, so pick a color that enhances your casual style as well. How about red or light blue colors? They look so lively.

Timberland Anti-Fatigue Mt. Maddsen Boot

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The most durable Timberland winter shoes are Timberland Anti-Fatigue Mt. Maddsen Boots. As the name suggests, these boots are made for hikers, trekkers, travelers, and every man who walks without counting the miles. They’re designed to withstand difficult terrains and mountains. They’re also designed to keep your feet comfy inside as if you’re walking barefoot.
The boots are one of the most waterproofing boots you’ll ever buy from Timberland. Customers who have tried these boots in different weather conditions admitted that their feet were completely dry all the time they were wearing the boots. So, buy them blindly, as there is no reason you shouldn’t.

Timberland Men’s White Ledge Mid Ankle Boot

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Coming to the best Timberland shoes for winter, Timberland Men’s White Ledge Mid Ankle Boot earned the first rank on our list today. These boots have one of the best cushioning ever. They’re cushioned with dual-density EVA midsole for comfortable cushioning. In addition, this cushioning is lightweight so as not to add weight to your feet while walking.
As a winter shoe, it’s made of waterproof leather material. The material isn’t only there to protect your feet and keep them dry but also to give rugged and solid boots for winter. The soles are also rugged but soft when walking on them. The only thing you have to consider here is that while those boots are waterproof, they’re mid-ankle boots. So, water shouldn’t pass the halfway mark of the boots to keep your feet dry. Don’t miss this short but helpful YouTube trial video of the boots to know how they perform on hard terrain.

Our Verdict!

Summing up the options we picked for you today, Timberland Men’s White Ledge Mid Ankle Boot is the best Timberland winter shoe. Further, the below four options are the best as well if you’re looking for a specific feature. Otherwise, you still have eight other best options to pick from!

• Best lightweight: Timberland Women’s White Ledge Boot
• Best for the trail: Timberland Men’s Chocorua Boot
• Most comfortable: Timberland Groveton LTT Chukka Sneaker
• Most durable: Timberland Anti-Fatigue Mt. Maddsen Boot

How To Choose The Best Timberland Shoes for Winter?

Now that you have made your decision to get a new pair of Timberland winter shoes, a good question that might come to your mind is what are the features to look for in the shoes? Below, we briefed the top three features you must check before buying any shoes, whether for males or females.

Comfort

Many people would only buy shoes because they’re comfortable, no matter how stylish. Timberland shoes and boots mostly have the same iconic style. Plus, they’re usually comfortable, thanks to the rubber soles. However, some shoes are more comfortable than others. The insoles material and the padding have to do with comfort. Also, the shaft measures will make your feet extremely comfortable or not. Finally, the flexibility of the shoes adds to your comfort.

Insulation

Insulation means whether the shoes are insulated from the outside environment or not. The best winter shoes should have an outer coat or material to prevent water from leaking in. Also, they better have a padded layer (usually made of fleece or faux fur) to insulate your feet and keep them warm.

Material

Although most Timberland winter shoes are made of leather, they come in different leather materials. Some shoes are 100% leather, while others are faux leather. Authentic leather material is of higher quality, but it’s pricier, of course. Also, some shoes are a composition of leather and fabrics or textile. The textile parts add an accent, but they aren’t the best on rainy days as they might allow water in.

Is Timberland a good brand for shoes?

Timberland makes one of the sturdiest, most comfortable, and very iconic shoes ever. It’s also one of the good shoe brands for flat feet.

Are Timberlands good for snow?

Timberland shoes are perfect for winter and snowy climates. The soles are rubber for good traction, and the boots are usually insulated to keep your feet warm.

How can I wash Timberland shoes?

You can take care of your Timbs like any other original leather boots. There are special materials used to clean such shoes. Also, check their official website, which includes the care instructions on each product.