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Any experienced outdoorsman knows that selecting the right hiking boots is serious business. They need to have outstanding traction, comfortable cushioning, terrain protection, durable construction — and waterproofing is a plus. Luckily, in the peak of trail season and on the last day of Prime Day, Amazon just dropped amazing deals on adventure footwear up to 56 percent off, including cult-favorite outdoor brands like Keen, Timberland, Merrell, Columbia, The North Face, and so much more.
Whether you have fall plans to go camping, scale a mountain, or stroll through the colorful foliage in the great outdoors, you don’t want to miss these last-chance Prime Day deals on trek- and trail-ready shoes. We scoured Amazon’s best-seller hiking shoe lists and found major markdowns on men’s top-rated boots and trail running shoes. One standout from the sale is undoubtedly Merrell’s popular Moab 3 hiking boots, which feature supreme waterproof protection and shock-absorbing Air Cushion heels. The best part? They don’t require a break-in period before you embark on your fall adventures.
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We’re also eyeing a $30 price drop on the top-rated Adidas Terrex Ax3 Trail Running Shoes, which are sustainably constructed with breathable uppers, grippy rubber outsoles, and responsive EVA midsole cushioning. And you can’t go wrong with half off the Keen Targhee III Mid Height Waterproof Hiking Boots that boast rave reviews for their durable design, arch support footbed, and exceptional ankle stability.
These premium waterproof hiking shoes and boots will last you several years to come, and with so many options to choose from at jaw-dropping discounts, it’s the best opportunity to shop before prices spike back up for the season. These Prime Day deals are only available through the end of the day, so make sure you snag these marked down fall and winter gear essentials stat.
What testers say: “Keen always makes a good pair of boots in my experience. They look really nice and they fit perfectly. They’re very well-made and I can tell will last me a long time.”
Price upon publish date of this article: $89.90
#2 Best Seller in Men’s Hiking Boots
What testers say: “These boots are amazing. I took them to a 2 week trip in New Zealand and used them in all kinds of terrain and weather conditions. They surpassed my expectations in every way: comfort, quality, water proofing, fit, etc! 100% recommended!”
Price upon publish date of this article: $60
What testers say: “I have hiked over a hundred miles in these so far and they are still comfortable. The soles have a great grip and I feel safe hiking the mountains and the rocks. They are so lightweight that my legs didn’t get tired. The waterproof was great; I hiked through several low streams and my feet stayed dry.”
Price upon publish date of this article: $76.16
#4 Best Seller in Men’s Hiking Boots
What testers say: “I have worn these hiking boots only a few times. I have used them with a light daypack and a full pack, about thirty pounds, and find them to be very comfortable. They are lightweight, but I feel that they support my feet well even with a full pack while walking on rock and roots. I am very happy with these boots, and they have been a good feel on my feet from the first hike. They keep my feet dry too. That’s important!”
Price upon publish date of this article: $69.85
#5 Best Seller in Men’s Hiking Boots
What testers say: “I got these for a hiking trip to Yellowstone and they did not disappoint! I was nervous they would be uncomfortable on my feet because I hadn’t had a chance to break them in, but they were very warm, secure, and comfortable. As a general long-wear hiking boots they are fantastic.”
Price upon publish date of this article: $34.99
What testers say: “I’ve worn just about every brand of boots. I started buying these 15-16 years ago and I’ve worn them everyday ever since. I work outside and in the weather and these are the only boots I even consider anymore. They’re waterproof, warm enough for winter work, but not too warm in the heat of summer.”
Price upon publish date of this article: $89.99
What testers say: “The fit and support in the shoe can’t be found elsewhere. It’s the only low shoe that makes me as sure footed as a boot. It’s fully waterproof to the top with the added protection of a super reinforced toe cap. Plenty of support at the ankle and the arch. The soles are supple enough for wet traction and tough enough for puncture resistance. I actually thought about buying several pUEA in my size due to the fact that when I find something I like, just in case. I got these during Prime Day but would spend full price no problem.”
Price upon publish date of this article: $51.05
#8 Best Seller in Men’s Hiking Boots
What testers say: “I was amazed at how comfortable these shoe were right out of the box. The first time I put them on they fit like a glove. No pinching, or looseness anywhere. I have only worn them 3 or 4 times now, each for a 6-7 mile hike with a 35 pound backpack. Each trip the shoes seem to get more comfortable. I have not gotten into any water yet, so I cannot comment on how well they shed water, but given my past experience with other similar Keen shoes I am going to guess they will keep your feet dry. If you are looking for an affordable pair of hiking shoes during Prime Day, give these a try!”
Price upon publish date of this article: $109.95
What testers say: “This is my third time purchasing a pair of these hiking shoes. The North Face Ultra 112 fits like a glove and hikes up any terrain with ease. I’ll continue to buy them as long as I can hike.”
Price upon publish date of this article: $104
#8 BEst Seller in Men’s Military and Tactical Boots
What testers say: “I love this brand. These boots are very durable and lightweight. The last pair I bought lasted me three years. Great price too!”
Price upon publish date of this article: $94.50
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Meet the Author
Olivia Cigliano is a Commerce Writer & Producer at Footwear News and WWD where she writes shopping content on the best-rated footwear, TikTok style trends, and more. Olivia received her bachelor’s degree in journalism from Emerson College, and her byline can be found in publications including Elite Daily and CR Fashion Book. In her free time, Olivia can be found scrolling Amazon in search of the best deals on hiking boots to wear on hikes, kayak trips, and camping adventures.