Fall Footwear For Men

Fall footwear for men is all about comfort, durability and timeless style, ready to take on every adventure autumn brings. Whether you're heading out for a walk in the crisp air or gathering around a backyard fire, you'll find versatile options designed to keep you comfortable and looking your best. With reliable quality and everyday value at the forefront, these shoes are built to handle changing weather and busy days with ease. Step confidently into the season with fall footwear for men that’s made for making memories outdoors.

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Men's Wicked Good Moccasins

A brown suede moccasin lined with genuine shearling for supreme warmth, comfort, and lasting durability.
Men's Storm Chaser 5 Slip-Ons

A tough, waterproof slip-on with leather upper, rubber outsole, and exceptional cushioning for all-weather comfort.

Pros: High quality Warm and cozy Versatile design Easy to slip on Comfortable fit
Men's Stonington Shoes, Moc-Toes

A rugged dark cocoa leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.

Pros: Fit Quality Comfort Style Versatility
Men's Stonington Boots, Moc-Toe

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

Pros: Durable construction Versatile use Lightweight design Stylish appearance Comfortable fit
Men's Bucksport Shoes, Plain Toe

A rugged dark cocoa leather shoe with Vibram® rubber outsoles and waterproof oiled-leather upper.

Pros: High quality Durable Versatile Comfortable Excellent appearance
Men's Stonington Oxford Shoes, Plain Toe

A rugged deepest brown leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.

Pros: Attractive color Versatile design Comfortable out of the box True to size Non-slip soles
Men's Snow Sneaker 5 Shoes, Lace-Up

A versatile winter sneaker with ColdShield insulation, waterproof suede upper, and rugged rubber outsole for reliable traction.

Pros: Great fit Reliable traction Comfortable Keeps feet dry Excellent warmth
Men's Bean Boots, 8" Shearling-Lined Insulated

A Maine-made boot with plush shearling lining, waterproof leather, and reliable traction for cold conditions.

Pros: High durability Waterproof quality Made in the USA Excellent warmth Comfortable fit
Men's Bean Boots, 6.5" Chelsea

A waterproof Chelsea boot crafted from buttery-soft leather with a durable rubber bottom for wet conditions.
Men's Kennebec Slip-On Shoes

A versatile asphalt leather slip-on with True Comfort footbed and VertiGrip outsole for all-day wear.

Pros: High quality Nice looking Perfect fit Stylish Comfortable
Men's Kennebec Oxford Shoes

A versatile dark earth leather oxford with athletic comfort, anti-odor footbed, and reliable VertiGrip traction.

Pros: Great fit Versatile color Stylish design Comfortable wear Dressy look
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 for durability.

Pros: Quality construction Waterproof design Great color High comfort Durable material
Men's Kangaroo Upland Hunter's Boots, Insulated

A brown kangaroo leather hunting boot with waterproof lining, Primaloft insulation, and Vibram Mega-Grip outsole.

Pros: Warm insulation Durable leather No break-in required Comfortable fit Excellent traction
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 Urban Storm Shoes, Waterproof Insulated

A rugged, waterproof, and insulated shoe with leather upper and rubber outsole, perfect for all-weather comfort.
Men's Padded Collar Bean Boot
Price was from: $159 now: $126.99

A two-tone men's boot featuring a padded collar for extra comfort and support.
Men's Downeast Slip-Ons, Wool
Price was from: $110 now: $79.99

A cozy cocoa slip-on with a wool blend upper, cushioned EVA footbed, and durable rubber outsole.
Men's Wicked Good Slippers, Boot Moc

A pair of men's brown suede leather boot moccasins with shearling lining and durable rubber outsole.

Pros: High quality Perfect fit Warmth Durable Comfortable
Men's Mountain Slippers

A versatile suede slipper with a nonslip rubber outsole, soft fleece lining, and water-resistant upper.

Pros: Well-made Durable Warm for cold weather Comfortable Nonslip
Men's Mountain Slippers, Scuffs

A versatile ash suede slipper with a fleece lining, removable insole, and nonslip rubber outsole.

Pros: Rugged sole Warmth Versatile Comfortable Good fit
Men's Leather Double-Sole Slippers, Shearling-Lined

A pair of brown leather slippers with shearling lining and double soles for ultimate comfort and warmth.

Pros: As described Best slippers Quality materials High durability Ultimate comfort
Men's Snow Sneaker 5 Shoes, Slip-On

A slip-on winter sneaker with ColdShield insulation, stain-resistant suede, and VertiGrip rubber outsole for reliable traction.

Pros: High quality Comfortable design Roomy fit Durable construction Excellent warmth
Men's Bean's Comfort Fitness Walking Shoes, Waterproof

A weatherproof, cushioned walking shoe with a breathable polyester mesh upper and durable VertiGrip rubber outsole.

Pros: Fit Quality Comfort Durability Arch support
Men's Cresta II Waterproof Hiking Boots, Leather

A rugged brown leather hiking boot with waterproof protection, Vibram® sole, and cushioned EVA footbed.

Fall Footwear For Men

As the crisp air settles in and leaves crunch underfoot, fall brings its own sense of adventure—and the right footwear makes all the difference. Whether you’re heading out for a stroll through the neighborhood, gathering with friends around a backyard fire, or enjoying a weekend hike along tree-lined trails, fall footwear for men is all about comfort, durability, and versatility. This season is known for its unpredictable weather, with chilly mornings and warmer afternoons, so choosing shoes that adapt to changing conditions is key. Many men look for options that offer lasting value, with sturdy soles for traction on slick sidewalks and cushioned insoles for all-day support. Breathable linings help keep feet comfortable as temperatures fluctuate, while classic styles in rich earth tones pair effortlessly with jeans, cords, or outdoor gear. It’s the time of year when outdoor chores call, from raking leaves to stacking wood, and quality footwear that can handle both work and play is a must. For those who appreciate practical gifts, fall shoes are a thoughtful choice—perfect for dads, brothers, sons, or friends who love spending time outside, or anyone who appreciates gear built to last through seasons of wear.

Fall is also a season of gathering, making it a great time to refresh your footwear collection ahead of family get-togethers, tailgates, and weekend getaways. Many men find themselves reaching for a pair that’s easy to slip on for quick errands or sturdy enough for a walk through the park with the dog. The best fall footwear stands up to damp grass, chilly breezes, and the occasional mud puddle, all while offering timeless style that transitions seamlessly from town to trail. Look for details like reinforced stitching, grippy outsoles, and weather-resistant materials that hold up to the demands of autumn. With so many options, it’s easy to find something that fits your daily routine—whether you need something casual for everyday wear or a more rugged pair for outdoor adventures. And as winter approaches, now is the perfect time to consider footwear that bridges the gap between the seasons. For those looking ahead to colder days and snowier paths, our collection of Men's Winter Footwear offers even more durable, comfortable options designed to keep you moving through whatever the season brings. From the first chilly morning to the last leaf on the ground, the right pair of fall shoes will carry you through every moment, making each step outdoors something to look forward to.

FAQs

When choosing men's fall footwear, focus on durability, comfort, and versatility. Look for shoes with sturdy outsoles for traction on wet or uneven ground, supportive insoles for all-day wear, and materials that can handle the changing weather. Breathable linings and reinforced stitching also add to the lasting value and comfort of your footwear.

Yes, materials like leather, suede, and weather-resistant synthetics are popular choices for fall. These materials offer a balance of durability and comfort, and they tend to handle damp or chilly conditions well. Many fall shoes also feature linings that help manage moisture and keep your feet comfortable as temperatures fluctuate.

To keep your fall footwear in top shape, clean them regularly by brushing off dirt and debris. For leather or suede, use a gentle cleaner and consider applying a conditioner or protective spray to help repel moisture and stains. Always let shoes dry naturally if they get wet, and store them in a cool, dry place when not in use.

Fall footwear is a practical and appreciated gift because it’s something everyone needs as the seasons change. Quality shoes help keep loved ones comfortable and ready for outdoor activities, from family walks to autumn gatherings. With timeless styles and reliable construction, they’re gifts that are enjoyed for years to come.

Absolutely. Many styles of men's fall footwear are designed to transition easily from casual everyday wear to outdoor adventures. Features like grippy soles, cushioned insoles, and classic designs make them suitable for a variety of settings, whether you’re running errands in town or heading out for a weekend hike.

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Fall Footwear For Men