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

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 Ultralight Insulated Boots
Price was from: $139 now: $84.99

A pair of black men's boots with recycled PrimaLoft® insulation, water-resistant nylon, and rugged VertiGrip rubber outsole.

Pros: Quality construction Lightweight Warmth Comfortable Good fit
Men's Bucksport Boots, Plain-Toe

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: $169

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: $119

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 Stonington Chelsea Boots, Leather

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

A rugged, deepest brown suede moc-toe boot offering sneaker-like comfort, moisture-wicking lining, and durable traction.
Men's Hybrid Wellie® Boots
Price was from: $119 now: $99.99

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 Bean Boots, Canvas Rubber Mocs
Price was from: $99 now: $84.99

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: $139

A dark brown waterproof rubber boot with fleece lining, Neo-Tech insulation, and BioGrip outsoles for traction.
Men's Bean Boots, 10" Engineer Buckle Flannel-Lined
Price was from: $279 now: $189

A rugged, flannel-lined engineer boot with waterproof rubber bottom and premium nubuck leather upper.
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 Down East Utility Boots, Insulated
Price was from: $159 now: $139

A dark mushroom leather boot with PrimaLoft insulation, True Comfort footbed, and VertiGrip outsole for 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 Everywhere Explorer Boots
Price was from: $109 now: $89.99

A rugged, water-resistant hiking boot with suede leather and rubber, offering supreme cushioning and reliable traction.
Men's NextVenture Boots, Chelsea

A waterproof brown Chelsea boot with oiled nubuck uppers, Vibram rubber outsole, and thermoregulating lining.
Men's Portland Boots, Chelsea

A heritage-inspired leather Chelsea boot with a Vibram® rubber outsole, perfect for city exploration.
Men's Urban Storm Boots, Waterproof Insulated

A rugged brown leather boot with waterproof protection, Primaloft insulation, and grippy VertiGrip Trail outsole.
Men's Mountain Classic Quilted Ankle Boots II

A pair of quilted black ankle boots with a rubber outsole and thermoregulating recycled mesh lining.

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.

It's time to upgrade your browser

Men's Fall Boots

Men's Fall Boots

Popular Items

Recommended

It's time to upgrade your browser

Men's Fall Boots

Men's Fall Boots

Popular Items

Related Pages

Top Collections