Men's Fall Boots

Men’s fall boots are made for crisp days and changing leaves, offering comfort, durability, and style for every autumn adventure. Whether you’re heading out on a weekend hike or strolling through town, you’ll find versatile options designed to handle the season with ease. Built to last and crafted for lasting value, these boots are ready to keep up with all your plans—big or small—all season long.

Sort by:

Filter & Sort

298 Items

Men's Storm Chaser Boots 5, Zip

A durable all-weather boot with waterproof leather, PrimaLoft® insulation, and easy on/off side zippers.

Pros: Comfortable for long hours Easy on/off with zipper closure Durable and well-made Good traction and water resistance Warm and insulated
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 all-weather boot with waterproof leather, PrimaLoft® insulation, and a moisture-wicking mesh lining.

Pros: Perfect fit Comfort Warmth Great color Improved traction
Men's Bucksport Boots, Plain-Toe
Price was from: $220 now: $179

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

Pros: High quality Good traction Warmth Comfortable Water resistance
Men's Bucksport Boots, Cap Toe

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

Pros: Quality construction Waterproof Great color High comfort Useful side pockets
Men's Weather Challenger Insulated Boots
Price was from: $199 now: $149

A pair of black and dark citron men's boots with leather/rubber upper and 600g PrimaLoft® insulation.

Pros: Great fit Good traction Excellent flexibility Reliable waterproofing Superior warmth
Men's Technical Upland GORE-TEX Hiker Boots
Price was from: $239 now: $89.99

A lightweight, waterproof boot with GORE-TEX, Thinsulate insulation, and Vibram Mega Grip outsole for ultimate traction.

Pros: Good appearance Waterproof Perfect fit Lightweight Comfortable
Men's Hybrid Wellie® Boots
Price was from: $119 now: $89.99

A rugged, waterproof boot with nubuck leather, neoprene upper, and VertiGrip rubber outsole for superior traction.
Adults' Blundstone 550 Chelsea Boots

A pair of rustic black leather pull-on boots with superior shock absorption and cushioned comfort.
Men's Portland Boots, Chelsea

A heritage-inspired leather Chelsea boot with a Vibram® rubber outsole, perfect for city exploration.
Men's Stonington Boots, Suede Moc-Toe
Price was from: $170 now: $144

A rugged, deepest brown suede moc-toe boot offering sneaker-like comfort, moisture-wicking lining, and durable traction.
Adults' Blundstone 550 Chelsea Boots

An antique brown leather pull-on boot with superior shock absorption and cushioned comfort for all-day wear.
Men's Snow Sneaker 5 Insulated Boots, Zip-Front

A zip-up winter boot with ColdShield insulation, waterproof membrane, and rugged VertiGrip rubber outsole for reliable traction.
Men's Bean Boots, Canvas Rubber Mocs
Price was from: $99 now: $74.99

A Maine-made, weather-ready canvas moc with waterproof rubber bottom, triple-needle stitching, and dual-density insole.
Men's Portland Boots, Lace-Up

A heritage-inspired leather boot with a Vibram® rubber outsole, perfect for city exploration.
Men's Bogs Arcata Urban Boots, Lace-Up
Price was from: $160 now: $119

A dark brown waterproof rubber boot with fleece lining, Neo-Tech insulation, and BioGrip outsoles for traction.
Men's Stonington Chelsea Boots, Leather

A rugged dark oakwood leather pull-on boot with sneaker-like comfort and durable VertiGrip rubber outsole.
Men's NextVenture Boots, Chelsea

A waterproof brown Chelsea boot with oiled nubuck uppers, Vibram rubber outsole, and thermoregulating lining.
Men's Bean Boots, 10" Shearling-Lined
Price was from: $299 now: $219

A Maine-made boot with shearling lining, Thinsulate™ insulation, and waterproof leather/rubber for ultimate comfort and durability.
Adults' Blundstone 500 Chelsea Boots

A pair of premium leather pull-on boots with shock-absorbing construction and cushioned comfort in brown.
Men's Storm Chaser 5 Chelsea Boots

A durable, waterproof boot with PrimaLoft insulation and a siped rubber outsole for superior grip.
Men's Bean Boots, 10" Engineer Buckle Flannel-Lined
Price was from: $279 now: $159

A rugged, flannel-lined boot with waterproof rubber bottom and Thinsulate insulation for warmth and comfort.
Men's Down East Utility Boots, Insulated
Price was from: $159 now: $119

A dark mushroom leather boot with PrimaLoft insulation, True Comfort footbed, and VertiGrip outsole for traction.
Men's NextVenture Boots, Lace-Up

A waterproof tan leather boot with Vibram rubber outsole and cushioned EVA midsole for all-day comfort.

Men's Fall Boots

As the air turns crisp and the leaves start to show their colors, there’s something undeniably special about lacing up a sturdy pair of men’s fall boots and heading outdoors. Whether it’s walking the dog along a leaf-strewn trail, raking the backyard, or heading out for a weekend getaway, the right pair of boots can make every autumn adventure more comfortable and enjoyable. Fall weather brings its own set of challenges—cool mornings, sudden showers, and muddy paths—so it’s important to look for boots that are built to handle whatever the season brings. Durability and comfort are key: solid construction, supportive soles, and materials that stand up to the elements will keep your feet protected from the first chilly morning through the last bonfire of the season. Features like easy-on designs, cushioned insoles, and reliable traction can make all the difference when you’re heading out the door in a hurry or spending a long day on your feet.

Men’s fall boots aren’t just practical—they’re also a thoughtful gift for anyone who loves being outside as the weather cools down. Whether you’re shopping for a dad who never misses a Saturday hike, a college student heading across campus, or a friend who enjoys tackling autumn yardwork, a quality pair of boots is a welcome addition to any closet. These boots are made for versatility, ready to go from the pumpkin patch to the fire pit, from early morning walks to evenings out with friends. Choose boots that are easy to wear and care for, with timeless style that pairs well with jeans, flannels, and everything in between. For those who appreciate a little extra convenience, options like Mens Easy On Boots make it simple to get out and enjoy the day—no struggling with stiff laces or complicated fastenings.

When you’re selecting men’s fall boots, it’s worth considering the details that set a great pair apart. Look for thoughtful touches like padded collars for ankle comfort, moisture-wicking linings to keep feet dry, and outsoles designed for grip on wet grass or slick sidewalks. The best boots are those you’ll reach for again and again, season after season, because they fit well, feel good, and hold up to whatever your day brings. With the right boots, you can embrace everything autumn has to offer—crunching through leaves, stacking firewood, or simply enjoying a walk in the brisk air. Fall is a time for getting outside, making memories, and savoring the simple pleasures of the season, and a dependable pair of boots is the perfect companion for it all.

FAQs

When choosing men's fall boots for outdoor activities, consider features like durable construction, water-resistant materials, supportive soles, and reliable traction. Look for cushioned insoles and padded collars for all-day comfort, as well as moisture-wicking linings to help keep your feet dry during brisk walks or outdoor chores.

Yes, many men's fall boots are designed with versatility in mind, making them suitable for both casual outings and outdoor adventures. Their timeless style pairs well with jeans, flannels, and outdoor gear, so you can wear them for everything from running errands to hiking local trails.

To keep your men's fall boots in great condition, regularly brush off dirt and debris, and wipe them down with a damp cloth. Allow them to air dry away from direct heat. Conditioning the leather or treating the material according to the manufacturer's instructions can help maintain their durability and appearance.

Absolutely. Many men's fall boots are designed to transition seamlessly from work to leisure. Their sturdy construction and comfortable fit make them a great choice for tackling outdoor projects, while their classic style ensures they look just as good for casual gatherings or outings.

Convenient features to consider include easy-on designs, pull tabs, and slip-resistant soles. Options like side zippers or elastic panels can make it quicker to get your boots on and off, which is especially handy for busy days or when you're heading out the door in a hurry.

It's time to upgrade your browser

Men's Fall Boots

Men's Fall Boots

Popular Items

FAQs

Recommended

It's time to upgrade your browser

Men's Fall Boots

Men's Fall Boots

Popular Items

Related Pages

FAQs

Top Collections