Timberland, Columbia and Ugg boots are on sale from $39 — here’s 11 fall deals I’d shop now

Fall boots
(Image credit: Amazon)

We're now in the thick of fall — which means boots season (aka the most wonderful time of the year) is officially here. If you're in the market for a brand new pair, you're in luck. We're currently seeing great deals on fall boots from some of our favorite brands.

For starters, you can grab the Columbia Konos TRS Outdry Mid Hiking Shoe for $82 at Amazon. These are perfect to keep up with all your outdoor adventures, this fall and beyond. If you're in the market for something a little more stylish to wear on an everyday basis, I recommend the Timberland Westmore Moc-Toe Chukka Boot for $69 at Timberland. And if cozy is what you're after, you'll want to snag a pair of the Koolaburra by Ugg Ultra Mini Platform Ankle Boot from $39 at Amazon.

There's plenty more deals where those came from! Keep scrolling to check out my favorite fall footwear deals.

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Best Timberland Boot Deals

Koolaburra by Ugg Ultra Mini Platform Ankle Boot (Women's)
Koolaburra by Ugg Ultra Mini Platform Ankle Boot (Women's): was $94 now $39 at Amazon

Right now you can get a classic Ugg-style boot from Koolaburra starting from under $50. These have a suede upper and faux fur lining, with a stylish asymetric cut seam. Their thick soles help elevate all your outfits.

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Timberland Westmore Moc-Toe Chukka Boot (Men's)
Timberland Westmore Moc-Toe Chukka Boot (Men's): was $100 now $69 at Timberland

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.

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Timberland Brimfield Mid Chelsea Boot (Women's)
Timberland Brimfield Mid Chelsea Boot (Women's): was $150 now $69 at Timberland

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.

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Columbia Konos TRS Outdry Mid Hiking Shoe (Women's)
Columbia Konos TRS Outdry Mid Hiking Shoe (Women's): was $130 now $82 at Amazon

Need a new hiking boot? The Columbia Konos TRS Outdry Mid Hiking Shoe offers reliable ankle support and waterproof protection, perfect for casual to moderate hikes.

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Ugg Classic Ultra Mini New Heights Fashion Boot (Women's)
Ugg Classic Ultra Mini New Heights Fashion Boot (Women's): was $169 now $93 at Amazon

Ugg boots with stylish platform soles! These are a nice twist on the classic Uggs, without losing what made the originals so great. With a suede upper and a wool lining, there's not much better to keep your feet warm this fall.

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Timberland Roxie Lane Mid Lace-Up Boot (Women's)
Timberland Roxie Lane Mid Lace-Up Boot (Women's): was $130 now $99 at Timberland

These versatile shoes are up for any adventure. Both functional and stylish, they're perfect for the trails and feature a memory foam footbed that will have you moving all day comfortably.

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Timberland White Ledge Waterproof Mid Hiker Boot (Men's)
Timberland White Ledge Waterproof Mid Hiker Boot (Men's): was $120 now $99 at Timberland

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.

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Timberland Mt. Maddsen Lace-Up Hiking Boot (Men's)
Timberland Mt. Maddsen Lace-Up Hiking Boot (Men's): was $120 now $109 at Timberland

These Timberland hiking boots are perfect to keep your feet protected on the trails. They have tough traction outsoles and an EVA midsole for comfort. There are five different colors currently on sale.

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Columbia Keetley II Boot (Women's)
Columbia Keetley II Boot (Women's): was $140 now $112 at Columbia Sportswear

Whether you're walking through the city or trekking through the mountains, this versatile shoe is up for the journey. The boot features thermal-reflective lining, light insulation and unbeatable traction.

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Keen Zionic NXT Mid Waterproof (Women's)
Lowest-ever price
Keen Zionic NXT Mid Waterproof (Women's): was $184 now $119 at Amazon

The Keen Zionic NXT Mid Waterproofs will quickly become your go-to hiking boots. They’re extremely comfortable and can be worn straight out of the box. There’s plenty of space inside to wear two layers of socks, and they fit snugly. Plus, their 4mm multi-directional lugs provide great grip in both wet and dry conditions.

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Timberland Pro Magnitude 6" Waterproof Comp-Toe Work Boot (Men's)
Timberland Pro Magnitude 6" Waterproof Comp-Toe Work Boot (Men's): was $200 now $139 at Timberland

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!

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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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