Hurry! Score an extra 20% off discounted Timberland shoes and apparel — 5 deals I recommend
Add these to your cart of an extra 20% off at checkout
 
Winter is right around the corner and if you're in need of new winter boots and apparel, Timberland is having an epic sale you can't afford to miss.
Right now, Timberland is taking an extra 20% off select sale items. The sale includes boots and outerwear for men and women with prices from $5 for apparel and from $29 for footwear. (Note: The extra discount is applied in-cart and you can only see it during checkout). Below I've picked some of my top deals in their latest sale. For more deals, check out our guide to the best early Black Friday deals.
Quick Links
- shop all Timberland deals
- Timberland Westmore Moc-Toe Chukka Boot (Men's): was $100 now $55
- Timberland Brimfield Mid Chelsea Boot (Women's): was $150 now $55
- Timberland Allington Mid Chelsea Boot (Women's): was $130 now $79
- Timberland Linden Woods 6-Inch Waterproof Boot (Women's): was $130 now $79
- Timberland Pro Magnitude 6" Waterproof Comp-Toe Work Boot (Men's): was $200 now $111
Best Timberland Boot Deals
Read moreRead less▼
From the outdoors to the office, you'll love sporting these boots all fall. 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.
Read moreRead less▼
Built 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.
Read moreRead less▼
These high-quality boots were made for fall (and beyond). 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.
Read moreRead less▼
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.
Read moreRead less▼
If you need a heavy duty work boot, this is the optimal choice. They feature industrial-grade protection from every angle while tackling slippery and wet job sites thanks to their waterproof leather uppers and internal waterproof membrane. You can feel confident that your feet will stay dry and protected!
Get instant access to breaking news, the hottest reviews, great deals and helpful tips.

As deals editor-in-chief at Tom’s Guide, Louis is constantly looking for ways to avoid paying full price for the latest gadgets, appliances, and apparel. With over 10 years of deals-hunting experience, Louis price checks against multiple retailers and searches high and low for the best deals to bring readers. He's also always on the look out for the best coupon codes to use when shopping. A born-and-bred New Yorker, Louis is also an avid swimmer and marathoner. His work has appeared on Gizmodo, CNET, and Time Out New York.
You must confirm your public display name before commenting
Please logout and then login again, you will then be prompted to enter your display name.




