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'Comfortable, Stylish, Waterproof': These High-Quality Timberlands Will Carry You Straight Through to Spring

By Brittany Vincent,


Try a twist on traditional Timberlands with these chic boots perfect for the rest of the winter.

If you're looking for a new pair of boots , you can typically rely on Timberland as a brand for a sturdy, comfy pair that'll keep your feet warm and your outfit on point. But did you know the company actually has multiple different types of boots beyond the iconic design everyone knows and loves? Now you do, and what's more is, they're on sale right now! Did your boot search just come to a swift end? You bet it did. You can thank us later.

Here at, we're all about sharing products we love with our audience. When you make a purchase on an item seen on this page, we may earn a commission, however, all picks are independently chosen unless otherwise mentioned.

The Timberland Courmayeur Valley Chelsea Boot is on sale on Amazon right now for up to 34% its usual price. That means you can snag a pair of these versatile, great-looking boots for less than $120, depending on which colorway you choose. There are several options on sale as well, with plenty of sizes on offer.


This boot is a favorite among buyers, having earned 1,700 five-star ratings . And while there are many reasons that people keep coming back to buy more pairs, the main consensus is because they're just that comfortable. It can be tough to find a boot that looks and feels great, but this one ticks all the boxes.

Made with premium leather from an LWG Silver-rated tannery, the boot's upper looks as good as it feels. The herringbone lining adds an extra touch of style, while the ortholite footbed provides all day comfort. Whether you're wearing these boots for a day of running errands or a night out on the town, your feet will stay comfortable and stylish.

Additionally, the rubber sole provides excellent grip and traction, making these boots ideal for any weather condition. The shaft measures approximately ankle-high from the arch, and the boot opening measures approximately 11" around, making these boots easy to put on and take off. And sometimes, that's all you really want at the end of a hard day.


If you remain unconvinced, let the reviews do the talking! One buyer called them "comfortable and stylish," saying they were "exactly" what the buyer expected. Several reviewers have agreed on these points, praising the boots for how great they feel when wearing them.

Another exclaimed that they "love these boots," writing: "Lovely boots that I’d been eyeing up for a while & so pleased I got them in the end. Waterproof & they look so good with jeans but I’ve found not so much with dresses as I find them loose for that look (but I do have skinny legs) Make sure you get some slightly ticker than normal boot socks to go with them. I love putting them on & feel great wearing them."

Another praised the boots for being "waterproof leather" as well: "Love these boots. I'm 5'3" and definitely need a lift when I can get it. Have been searching for a casual boot that had a "cool" factor as well as comfort. Like that I can wear them with jeans instead of tennies...The bonus is that they are water proof leather as well. Very practical for all kinds of occasions...I was looking to get a deal as well...The lighter color was significantly cheaper."

Sound like boots you need to add to your collection? Act fast, and make sure you get the Timberland Courmayeur Valley Chelsea Boot while they're on sale!

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