Timberland just dropped a winter boot sale with up to 30% off — shop my 9 favorite styles

Timberland boots
(Image credit: Timberland)

Cold, rainy and snowy weather calls for a reliable pair of boots! And if you're in the market for a brand new pair, Timberland is serving up some winter specials that you won't want to pass up.

The rugged footwear brand is knocking up to 30% off select winter boot styles. For starters, you can grab the classic and versatile Timberland Premium 6-Inch Waterproof Warm-Lined Boot for just $149. If you're looking for the perfect hiking boot, the Motion Access Waterproof Hiking Boots are on sale for $99.

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Best Timberland Boot Deals

Timberland Westmore Moc-Toe Chukka Boot (Men's)
Timberland Westmore Moc-Toe Chukka Boot (Men's): was $100 now $89 at Timberland
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From the outdoors to the office, you'll love sporting these boots all season. Both functional and stylish, the boots are made with 100% organically grown cotton laces, a comfy EVA footbed, and a rubber outsole. Plus, they can help you tackle any trail with their support, flexibility and better stability on uneven surface.

Timberland Allington Mid Chelsea Boot (Women's)
Timberland Allington Mid Chelsea Boot (Women's): was $130 now $89 at Timberland
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These high-quality boots were made for dressing up in colder weather months. Made from premium Timberland leather and a fabric lining, these boots will match all your outfits whether you're heading to work or going out to dinner. They're also super comfortable thanks to their memory foam footbed.

Timberland Motion Access Waterproof Hiking Boot (Women's)
Timberland Motion Access Waterproof Hiking Boot (Women's): was $140 now $99 at Timberland
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Ready to get out on the mountain? This pair of hiking boots will be your trusty sidekick regardless of the weather. They're breathable, waterproof and feature fabric lining made from at least 50% recycled plastic. According to Timberland, this style tends to run small, so they recommend you buy ½ size larger than your normal size.

Timberland Nellie Chukka Boots (Women’s)
Timberland Nellie Chukka Boots (Women’s): was $140 now $99 at Timberland
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I've had my eye on a pair of Timberland boots for a while now, but it's always worth waiting for a sale to pick them up. At 30% off, these Nellie Chukka boots are made from premium Timberland leather, a rugged sole, OrthLite footbed and padded collar for added comfort. Easy to wear day in/day out and now at a great price.

Timberland Linden Woods 6-Inch Waterproof Boot (Women's)
Timberland Linden Woods 6-Inch Waterproof Boot (Women's): was $140 now $99 at Timberland
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These ankle boots offer versatility, function — and protection for the elements. Not only are they stylish, but they also have rubber lug outsoles for excellent traction and grip on slippery surfaces.

Timberland Chillberg Waterproof Hiking Boots (Men’s)
Timberland Chillberg Waterproof Hiking Boots (Men’s): was $135 now $119 at Timberland
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If hiking's on the agenda, these waterproof, insulated hiking boots are perfect. In Timberland's classic colors and brand logo on the side, it's an iconic piece for the wardrobe that's also incredibly practical. And while they'd usually set you back $135, they're now under $100!

Timberland White Ledge Waterproof Mid Hiker Boot (Men's)
Timberland White Ledge Waterproof Mid Hiker Boot (Men's): was $120 now $119 at Timberland
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A 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.

Timberland Premium 6-Inch Waterproof Warm-Lined Boot (Men's)
Timberland Premium 6-Inch Waterproof Warm-Lined Boot (Men's): was $220 now $149 at Timberland
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These classic boots can stand up to the challenge of a cold, rainy day thanks to their waterproof seam-sealed construction. They also feature a faux shearling lining for extra warmth.

Timberland Premium 14" Waterproof Boots (Women’s)
Timberland Premium 14" Waterproof Boots (Women’s): was $200 now $159 at Timberland
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If you've been looking for a pair of long black boots, this might just fit the bill. And $60 off won't hurt either. Timberland's great at making waterproof boots that keep your feet dry, alongside an anti-fatigue footbed which is a pretty cool addition.

Olivia is a Deals Writer at Tom’s Guide. She loves all things lifestyle, shopping, and sourcing the best deals from some of the top brands, retailers, and websites around. From fashion and beauty to smart home and tech, she has an eye for finding practical, stylish, and reasonably-priced items that help make life simpler (and a little more aesthetically-pleasing). Olivia has over five years of experience writing lifestyle, commerce, and branded content for Patch.com. In her free time, she enjoys trying out new exercise classes, binge-watching the latest viral TV shows, cooking, spending time with family, and taking long walks with her dog, Gus. 

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