by Winter boots never go out of style — which is why investing in a high-quality pair is a must, especially if you live in a particularly cold, wet or snowy climate. Our recommendation? Shop the Timberland boot sale that’s happening right now.
Timberland is a footwear brand best known for its iconic yellow work boots — but they also happen to make high-quality, weatherproof winter boots, too. And right now, both Amazon and Timberland are knocking up to 40% off select styles for men and women.
With sturdy, warm and comfortable boot options starting at just $39, I recommend shopping the deals ASAP. Below, I’ve rounded up my favorite Timberland sale styles.
BEST TIMBERLAND DEALS
Timberland Skyla Bay 2.0 Mid Warm Lined Sneaker (Women’s): was US$90 now US$39 at timberland.comWant some sneakers that keep your feet warm? The Skyla Bay 2.0 does the job. They have a leather outer with have a faux fur collar and lining. Plus, the stretch panel at the side makes them easy to put on.
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Timberland Ellendale Mid Lace-Up Boot (Women’s): was US$100 now US$54 at AmazonThese trail-ready boots are the perfect pick if you’re heading outdoors. The uppers are made of premium leather and durable polyester and they’re also water-repellant, so they’ll look good longer. Not only did they receive a 4.5 star rating online, but one happy customer mentions, “They are so comfortable right out of the box and I get so many compliments on them.”
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Timberland GreenStride Atwells Ave Waterproof Chukka Boot (Men’s): was US$145 now US$54 at timberland.comOnly a few sizes are left in stock, but this is an incredible saving on the Timberland GreenStride Chukka Boots. These are made of waterproof leather, so they’re perfect for wet weather walks.
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Timberland Maple Grove Leather Chukka (Men’s): was US$125 now US$79 at timberland.comThese Timberland Chukka boots have a premium leather upper and a soft fabric inner, so you can wear them without socks, if that’s your thing. Plus, their brown and white color scheme means they stand out from the crowd.
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Timberland Mt. Maddsen Mid Lace-Up Hiking Boot (Men’s): was US$110 now US$75 at AmazonThese Timberland hiking boots are perfect to keep your feet protected on the trails. They have tough traction outsoles and an EVA midsole for comfort. Only a few sizes are left in stock, so get these while you can.
Price Check: $79 @ Timberland
Price Check: $79 @ Timberland
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Timberland Greyfield Mid Lace-Up Boot: was US$130 now US$79 at timberland.comA work boot with a contemporary design, these surprisingly lightweight boots are packed with benefits like leather uppers and a fabric lining containing at least 50% recycled plastic. Additionally, the boots are stylish, dependable and durable.
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Timberland Britton Road 7-Eye Moc Toe Boot: was US$170 now US$84 at timberland.comScore an epic 50% discount on these Britton Road 7-Eye Moc Toe Boots. Equipped with the TimberCush cushioning system, these feel like walking on a cloud according to Timberland. They’re also breathable and have traction outsoles.
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Timberland Gritstone 6″ Steel Toe Work Boot (Men’s): was US$125 now US$84 at timberland.comDurable, rugged and built to protect in many different environments (including electrical hazards), this steel safety-toe work boot is the ideal pick if you’re looking for a comfortable boot to wear all day long. The boots features an abrasion-resistant rubber outsole using cement construction for flexibility and a breathable, moisture-wicking mesh lining.
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Timberland Chocorua Tall Lace-Up Waterproof Snow Boot (Women’s): was US$170 now US$84 at timberland.comHoping to head out into the snow? Gear up for the winter weather in these lace-up waterproof snow boots that are stylish, comfortable and warm — a triple threat if you ask me!
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Timberland Flume Mid Waterproof Hiking Boot (Men’s): was US$115 now US$89 at AmazonThese Timberland hiking boots will help you take on the elements thanks to their waterproof design. The hardware is also rustproof and their EVA midsoles support your feet.
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Timberland Brimfield Mid Chelsea Boot (Women’s): was US$150 now US$89 at timberland.comBuilt to be comfortable, durable and of course, stylish, these Chelsea boots are perfect for every day wear. They feature all-day cushioning, support and a custom fit. Plus, their sturdy rubber lug outsoles are designed to provide all-weather traction.
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Timberland Converge Mid Lace-Up Waterproof Boot (Men’s): was US$160 now US$94 at timberland.comWhether you’re on or off the trail, you can feel confident with the waterproof boot that was designed for grip and crafted with sustainable materials. Another 4.5 star option, one reviewer wrote, “I wore them fishing and hiking and immediately felt like they were designed for my feet. Very comfortable and very true to size.”
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Timberland Chillberg Waterproof Insulated Boot (Men’s): was US$150 now US$94 at timberland.comLet’s face it: the winter can be harsh. That’s why you need a boot that can help protect you from the elements. You’ll want this rugged, waterproof and insulated Timberland boot that’s designed to be durable through hours of cold conditions, while helping your feet stay warm and dry.
Price Check: $99 @ Amazon
Price Check: $99 @ Amazon
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Timberland Redwood Falls Waterproof Boot (Men’s): was US$145 now US$99 at timberland.comBoasting 4.5/5 stars with tons of positive reviews, these waterproof boots feature superior traction and a comfortable fabric lining. One happy customer wrote, “When I tried on these Redwood shoes, it was a game-changer for me. The shoes fit perfectly — neither too tight nor too loose, with no discomfort.”
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Timberland Authentics Waterproof Roll-Top Boot (Women’s): was US$170 now US$99 at timberland.comThese Timberland boots are on sale for an awesome $70 discount. Their light brown nubuck coloring is super easy on the eyes, and they have a fuzzy faux-fur lining. Better yet, the tops can be worn rolled up or down to switch up these boots’ look.
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Timberland Mt Lincoln Mid Lace-Up Waterproof Hiking Boot: was US$170 now US$99 at timberland.comThe perfect boot for when there’s unexpected weather on the mountain, the Mt. Lincoln hiking boots feature the finest waterproofing materials and technology, as well as 200 grams of insulation designed to maintain warmth, even when they get wet.
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Timberland White Ledge Waterproof Mid Hiker Boot (Men’s): was US$120 now US$99 at AmazonA no-brainer for your next outdoor adventure, this hiking boot is built with waterproof premium leather and features seam-sealed construction to protect against the elements. Plus, they have a rubber lug outsole for traction on the trails.
Price Check: $99 @ Timberland
Price Check: $99 @ Timberland
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Timberland Premium 6-Inch Waterproof Boot: was US$170 now US$109 at timberland.comThese bold boots can stand up to the challenge of a rainy day thanks to their waterproof seam-sealed construction. The boot is available in a variety of colors, although this light beige hue is one of the only options on sale. They feature a 4.6 rating with nearly 2,000 positive reviews, so I would grab a pair today!
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Timberland Newmarket Mid Lace Up Fashion Boot (Men’s): was US$150 now US$117 at AmazonAmazon has slashed the price of these Newmarket boots from Timberland. Available in three different colors, these are made of leather and have a durable rubber outsole.
