We're already in the the thick of fall — which means boots season (a.k.a. the most wonderful time of the year) is officially here. If you're in the market for a brand new pair, there's no better place to shop than Timberland, especially now that they're hosting a huge fall sale.
Additionally, Amazon is knocking up to 50% off select Timberland styles. For instance, you can grab the classic and versatile Davis Square Chukka Shoe for just $49. If you're looking for the perfect hiking boot, I recommend the Motion Access Low Lace-up Sneaker that are currently sporting a nice discount.
So whether you need a new pair of boots for combatting inclement weather, climbing some mountains or just looking stylish this fall, you've come to the right place. Keep scrolling to check out my favorite boot deals from Timberland's fall sale.
Quick Links
- shop Timberland's fall boots sale
- shop Timberland deals on Amazon
- Timberland Davis Square Chukka Shoe (Men's): was $95 now $48
- Timberland Motion Access Low Lace-up Sneaker (Women's): was $120 now $95
- Timberland Redwood Falls Waterproof Boot (Men's): was $140 now $104
- Timberland Premium 14" Waterproof Boots (Women’s): was $200 now $104
- Timberland White Ledge Waterproof Mid Hiker Boot (Men's): was $130 now $119
- Timberland Stone Street Mid Lace Up Boot (Women's): was $170 now $119
Best Timberland Boot Deals

Davis Square Chukka Shoe (Men's): was $95 now $48
Classic, stylish and comfortable. It doesn't get better than the Davis Square Chukka Shoe — especially when you can get a pair for almost half off. These are made of premium Timberland leather and have comfortable OrthoLite insoles.View Deal

Motion Access Low Lace-up Sneaker (Women's): was $120 now $95
These Timberland sneakers look super unique! Reviewers on Amazon have also praised these shoes for their supportive, comfortable design. So if boots aren't for you, some Timberland sneakers are worth considering.View Deal

Rowan Way Pull-on (Women's): was $130 now $98
These boots remind me a bit of Uggs, without the fur lining. They have an easy pull-on design with tabs at each side, a premium leather upper and comfortable OrthoLite insoles. View Deal

Redwood Falls Waterproof Boot (Men's): was $140 now $104
All the comfort and waterproofing of Timberland boots, but in an easy-on, easy-off lace-free design. Made with premium leather and with a soft Ortholite footbed, these are a must-buy addition to your wardrobe. View Deal

Premium 6-Inch Waterproof Boot (Women's): was $180 now $104
These 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!View Deal

Premium 14" Waterproof Boots (Women’s): was $200 now $104
If you've been looking for a pair of long black boots, this might just fit the bill. And $96 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. View Deal

Linden Woods 6-Inch Waterproof Boot (Women's): was $140 now $111
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. View Deal

Pit Boss 6 Inch Steel Safety Toe Industrial Work Boot (Men's): was $160 now $111
These Timberland Pro boot are perfect for tough workdays. They're equipped with Timberland's PRO 24/7 tech, which supports your feet and reduces fatigue. Steel toe caps and electrical hazard protection are on board, too.View Deal

White Ledge Waterproof Mid Hiker Boot (Men's): was $130 now $119
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. View Deal

Stone Street Mid Lace Up Boot (Women's): was $170 now $119
These Timberland boots have a classic look that's super stylish. They have a leather upper and an OrthoLite Impressions memory foam footbed that'll feel like you're walking on a cloud.View Deal

Stone Street Mid Warm Lined Waterproof Boot (Women's): was $200 now $140
This is one of the more expensive Timberland styles you'll find, but these lined waterproof boots are well worth it and perfect for the colder months of the year. Their grippy platform soles will keep you steady in less-than-ideal conditions and the soft lining adds warmth.View Deal
