High Top Outdoor Boots

High top outdoor boots are a reliable choice for anyone who loves spending time outside, offering extra coverage and support for every adventure. Designed to handle changing conditions and varied terrain, these boots provide comfort and lasting value on the trail, at the campsite, or wherever the day leads. With timeless style and versatile performance, high top outdoor boots make it easy to head outdoors with confidence and enjoy every step along the way.

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476 Items

Men's Arctic Sport Muck Boots, High-Cut

A high-cut black boot with rubber/neoprene construction, offering waterproof protection and thermal insulation.
Men's Stonington Boots, Moc-Toe
Price was from: $170 now: $144

A rugged black leather boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.

Pros: Durable construction Lightweight design Stylish appearance Quick break-in Comfortable fit
Men's Storm Chaser Boots 5, Leather Lace-Up

A durable, waterproof boot with PrimaLoft insulation, perfect for cold, wet conditions in dark ash color.

Pros: Comfortable design Perfect fit High quality craftsmanship Great color Excellent warmth
Men's Snow Sneaker 5 Boots, Lace-Up

A lace-up winter boot with suede leather, rubber, and 200g ColdShield insulation for warmth and comfort.

Pros: Lightweight Warmth Durable Good grip Comfortable
Men's Bucksport Boots, Plain-Toe
Price was from: $220 now: $179

A rugged coffee bean leather boot with waterproof membrane, Vibram® outsoles, and anti-odor sock liner.

Pros: High quality Good traction Warmth Comfortable Water resistance
Men's Bucksport Boots, Cap Toe
Price was from: $200 now: $169.99

A rugged coffee bean leather boot with Vibram® rubber outsoles and waterproof oiled-leather upper.

Pros: Quality construction Waterproof Great color High comfort Useful side pockets
Men's Kangaroo Upland Hunter's Boots, Insulated

An 8" brown leather hunting boot with 200-gram Primaloft insulation and Vibram Mega-Grip outsole.

Pros: No break-in period needed High-quality leather Great traction Comfortable fit Excellent warmth
Men's Oboz Bridger Mid B-Dry Hiking Boots

A rugged, waterproof hiking boot with a leather upper and rubber sole, perfect for challenging trails.

Pros: Light Sturdy Comfortable Good quality orthotic base Looks great
Men's Kangaroo Upland Hunter's Boots, Uninsulated

A pair of lightweight, durable brown leather hunting boots with improved traction and waterproof lining.

Pros: Boots keep feet dry Well-made Comfort Durability Great performance in wet conditions
Men's Keen Targhee IV Mid Waterproof Hiking Boots

A waterproof leather hiking boot offering outstanding stability, support, and comfort with eco-friendly features.
Men's Maine Warden's Field Boot

A rugged, deepest brown leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.
Men's Cresta II Waterproof Hiking Boots, Leather

A rugged brown leather hiking boot with waterproof membrane and Vibram® sole for reliable traction and comfort.
Men's Snow Sneaker 5 Insulated Boots, Zip-Front

A zip-up winter boot with suede leather, rubber, and 200g ColdShield insulation for exceptional warmth.
Men's Trail Model X Waterproof Hiking Boots

A brown suede leather hiking boot with waterproof features and enhanced traction for wet conditions.
Men's BOA® Technical Upland Boot

A lightweight, waterproof upland boot with a BOA lace system, goat leather upper, and Vibram® outsole.
Men's Access Hiking Boots, Waterproof

A waterproof hiking boot in carbon navy with a leather/rubber build for all-day comfort and performance.
Men's Ridge Runner Big Game Boot

A warm, waterproof hunting boot with 600-gram PrimaLoft® insulation and Mossy Oak camo for tough conditions.
Men's Bean Boots, Gumshoes

A Maine-made, weather-ready gumshoe with durable leather/rubber construction and a customizable lace-up fit.
Men's Lacrosse Insulated 1600G Alphaburly Pro Boots, 18"

A pair of 18" grey camo hunting boots with 1600g Thinsulate insulation and waterproof rubber/neoprene.

High Top Outdoor Boots

When autumn’s crisp air settles in and the trails beckon with the promise of vibrant foliage and cool adventure, high top outdoor boots become an essential companion for anyone eager to make the most of the season. These boots are built with durability and comfort in mind, designed to handle everything from rocky paths to muddy forest floors. The higher cut offers extra support around the ankles, which can make all the difference on uneven terrain or during long days of exploring. Whether you’re heading out for a day hike, tackling a leaf-strewn mountain trail, or simply enjoying a brisk walk through the woods with family, high top outdoor boots provide the reliable protection and sturdy traction you need to keep moving confidently. Their versatile style means they’re just as at home around a cozy campfire as they are on a rugged backcountry trek.

For many, high top outdoor boots are a thoughtful gift—especially as the days grow shorter and outdoor adventures shift into cooler, sometimes wetter conditions. Outdoor enthusiasts, dog walkers, travelers, and anyone who appreciates time spent outside will find lasting value in a pair of well-made boots. They’re a popular choice for parents outfitting kids for school field trips, for friends planning autumn camping weekends, or for anyone preparing for a season of yardwork and crisp-weather chores. And while the sturdy construction is ideal for tackling the elements, the comfort-focused features—like cushioned insoles and easy-to-adjust lacing—make them a pleasure to wear all day long. High top outdoor boots are designed to solve problems before they arise, keeping feet dry and supported when the weather turns unpredictable or the ground gets slick with fallen leaves. Their timeless appeal means they remain a go-to piece of gear, year after year, ready for whatever the outdoors has in store.

When choosing the right pair, it’s worth considering the materials and features that match your plans. Leather options, for example, offer a classic look and feel, along with dependable durability and a natural ability to conform to your feet over time. For those interested in exploring the benefits of leather, you can find more information on our Leather Outdoor Boots page. Other important factors include the type of outsole for traction, the ease of lacing systems, and the level of insulation for colder days. No matter how you plan to use them—whether it’s for autumn hikes, weekend getaways, or simply enjoying the changing seasons—high top outdoor boots are a practical, lasting choice that brings comfort and confidence to every step outside.

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High Top Outdoor Boots