* Timberlands are back in style – here are the best pairs
* Upgraded classic styles that are winter and water proof
* Boots that look great in the snow and in the office
Timberland boots have crept back into style over the past couple years, and it’s worth getting excited about. Tims offer some of the highest quality boots for very reasonable prices, and they look great with almost any winter outfit.
If you’re looking to upgrade your winter shoe selection, Timberland is a great place to start. Check out our favorite pairs from the classic American brand below.
FOR MEN
1. Timberland Davis Chukka
Timberland work boots have become as much of a staple in fashion as they are on construction sites. We like these Davis Chukkas because they distill the style notes from Tims’ signature work boot into a more wearable everyday shoe.

2. Timberland Wingtip Chukka
If you’re looking for a winter boot that works in the office or during a night out, go for these wingtip chukkas. They feature a versatile style that works with everything from jeans and a tee to a full suit in the nastiest of weather.

FOR WOMEN
3. Timberland Alderwood Mid
We’re starting to see classic hiking boots from major trendsetting brands like Gucci and Prada. Instead of shelling out over $600 to get the look, snag these super-durable Timberland Alderwoods for just $108.

4. Timberland Jayne Boots
These Jayne boots subtly elevate the classic work boot with premium waterproof nubuck leather and a fold down fleece collar. They’ll look good with everyday outfits, but they’ll also keep you warmer than most stylish kicks.

5. Timberland 6″ Premium Boot
You can’t go wrong with a classic. The 6” Timberland boot is a winter staple for a reason, and they look even better in the modern colors that Zappos is offering right now, like the dark brown pictured below.
