Leather Upper Shoes

Step into the world of leather upper shoes, where timeless style meets unmatched comfort and durability. These versatile shoes are crafted to provide lasting value, making them a staple in any wardrobe. Perfect for everything from a casual day out to an evening gathering, leather upper shoes offer a classic look that never goes out of style. With their quality construction and attention to detail, these shoes promise to enhance your outdoor adventures while keeping you comfortably on your feet. Explore our collection and find the perfect pair to complement your lifestyle.

Sort by:

Filter & Sort

298 Items

Men's Handsewn Slippers, Flannel-Lined

A pair of acorn leather slippers with a warm plaid flannel lining and flexible crepe outsole.

Pros: Fits well High quality Attractive design Comfortable to wear Keeps feet warm
Men's Handsewn Moccasins, Camp Moc

A dark brown full-grain leather moccasin with a rubber sole and moisture-wicking insole for ultimate comfort.

Pros: Great fit High quality Durable Comfortable Warm
Men's Leather Double-Sole Slippers, Leather-Lined

A premium full-grain leather slipper with double soles, foam insert, and rawhide laces for ultimate comfort.

Pros: High quality Beautiful leather Warmth Good fit Comfortable
Men's All Week Slipper Mocs
Price was from: $99 now: $84.99

A shearling-lined black leather slipper with a VertiGrip rubber outsole and Comfort Ride midsole.

Pros: Good quality Durable Versatile Comfortable Warm
Men's Casco Bay Boat Mocs
Price was from: $110 now: $84.99

A light brown leather boat moc with a siped-rubber outsole for superior grip on wet surfaces.

Pros: High quality Durable Stylish Comfortable Good 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 Leather Double-Sole Slippers, Shearling-Lined

A pair of brown leather slippers with shearling lining, featuring double soles and rawhide laces for durability.

Pros: High quality Comfort Durability Accurate description Previous satisfaction
Men's Bison Double-Sole Slippers, Shearling-Lined

A pair of premium bison leather slippers with shearling lining and double soles for extra comfort.

Pros: Good looking Excellent durability Premium quality Warmth High comfort
Men's Handsewn Moccasins, Blucher Moc

A durable oakwood moccasin with a full-grain leather upper and rubber sole for excellent traction.

Pros: Quality construction Softness Classic style Comfortable fit Versatility
Women's Bean Boots, 8" Shearling-Lined Insulated

A Maine-made boot with buttery-soft leather, plush shearling lining, and waterproof rubber bottom for cold conditions.

Pros: Waterproof Well-made Warmth Durable Comfortable
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
Women's Go-Anywhere Clogs, Nubuck

A durable black nubuck leather clog with all-day cushioning, stretch goring, and a VertiGrip outsole.

Pros: High quality True to size Super comfortable Versatile Easy on and off
Men's Bucksport Shoes, Plain Toe

A rugged dark cocoa shoe with waterproof oiled-leather upper, Vibram® rubber outsoles, and anti-odor sock liner.

Pros: High quality Durable Comfortable Good value Excellent appearance
Men's Storm Chaser Boots 5, Leather Lace-Up

A durable, waterproof leather boot with PrimaLoft insulation and SolarCore foam for warmth in cold, wet conditions.

Pros: Perfect fit Great color High comfort Improved traction Excellent warmth
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
Women's Rangeley Insulated Pac Boots, Ankle
Price was from: $170 now: $129

A stylish mid snow boot with 200-gram PrimaLoft® insulation and waterproof full-grain leather upper.

Pros: Perfect fit Well-made Stylish and cute Comfortable Keeps feet warm
Men's Maine Hunting Shoes, 10"

A 10" waterproof leather boot offering superior support and traction, perfect for hunting or casual wear.

Pros: Favorite boots Quiet in the woods Soft slippers Vibrant colors Lightweight raincoat
Women's Trailduster Hiking Shoes
Price was from: $129 now: $109

A waterproof nubuck leather hiking shoe with a grippy VertiGrip rubber outsole, available in burgundy.

Pros: Vibrant color Support Comfort Durability Versatility
Men's Bean Boots, 10" Shearling-Lined Tumbled Leather

A Maine-made boot in tumbled leather with shearling lining, perfect for rain, snow, and cold conditions.

Pros: High quality Waterproof Well-made Comfort Warmth
Women's Eco Bay Oxfords, Nubuck Leather

A pair of classic sage nubuck leather sneakers with recycled materials and all-day comfort footbed.

Pros: Great fit High-quality material Versatile design Excellent support All-day comfort
Men's Bean Boots, 8" Shearling-Lined Insulated

A Maine-made boot with buttery-soft leather, plush shearling lining, and waterproof rubber bottom for cold conditions.

Pros: Quality Comfort Warmth Durability Made in the USA
Women's Stonington Boots, Moc Toe

A rugged black moc toe boot with waterproof leather, moisture-wicking lining, and sneaker-like comfort.

Pros: Great fit Versatile Comfortable Well made Looks great
Women's Bean Boot, 6" Tumbled-Leather
Price was from: $159 now: $119

A Maine-made boot with buttery-soft tumbled leather, padded collar, and waterproof rubber bottom for wet conditions.

Pros: Perfect fit Waterproof Warmth Dressy look Comfortable
Women's Eco Bay Leather Slip-Ons
Price was from: $99.95 now: $74.99

A pair of eco-friendly slip-ons in light coffee or slate blue, featuring pebbled nubuck leather and recycled outsoles.

Pros: Cute look Stylish Versatile Good sole support Chic

Leather Upper Shoes

When it comes to choosing shoes for everyday adventures or special occasions, leather uppers offer a time-honored blend of comfort, durability, and style that’s hard to beat. Leather has long been a trusted material for footwear, thanks to its natural ability to mold to your foot’s shape, creating a personalized fit over time. Whether you’re heading out for a stroll through the neighborhood, planning a family outing, or simply looking for a reliable pair to wear to work, leather upper shoes provide lasting value and versatility. The subtle sheen and rich texture of leather add a touch of timeless appeal, making these shoes an easy choice for anyone who appreciates quality and wants something that feels right at home in just about any setting. As the weather warms up in May and outdoor activities pick up, leather uppers keep feet comfortable and supported, whether you’re navigating city streets, taking the dog for a walk, or enjoying a backyard gathering. They also make thoughtful gifts for birthdays, graduations, or Father’s and Mother’s Day—practical, good-looking, and sure to be appreciated by anyone who values lasting craftsmanship.

Leather upper shoes aren’t just about good looks; they’re built to handle the demands of daily life. The natural strength of leather helps these shoes stand up to repeated wear, while their breathability keeps feet feeling fresh on warmer days. Many folks reach for leather shoes when they need something that can transition easily from casual to slightly more dressed-up occasions—think family barbecues, weekend getaways, or even a relaxed day at the office. For those who spend a lot of time on their feet, the supportive structure of leather uppers can make a real difference in comfort, especially when paired with cushioned insoles and sturdy outsoles. Leather also tends to age gracefully, developing a unique character over time that tells the story of every adventure, big or small. If you’re shopping for someone who appreciates pieces that blend function and style, a pair of leather upper shoes is a practical and thoughtful gift that’s sure to see plenty of use throughout the year. And if you’re looking for something with a lighter feel or more flexibility, you might want to explore our collection of Textile Upper Shoes, which offer a different kind of comfort and versatility for all sorts of activities.

As you browse through the selection of leather upper shoes, keep in mind a few helpful tips for getting the most out of your footwear. Regular care—like brushing off dirt and applying a leather conditioner—will help maintain the material’s natural beauty and extend the life of your shoes. Consider how you’ll be using them: for everyday wear, look for pairs with cushioned footbeds and flexible soles; for more rugged outings, a shoe with added support and a grippy tread can be a smart choice. Leather upper shoes are a reliable staple for all ages, fitting seamlessly into wardrobes for men, women, and kids alike. They’re easy to pair with everything from jeans to khakis to casual dresses, making them a go-to option for families on the move or anyone who appreciates footwear that’s as comfortable as it is dependable. With their combination of lasting value, comfort, and classic style, leather upper shoes are a smart addition to any closet—ready to take you from spring walks to summer gatherings and well beyond.

It's time to upgrade your browser

Leather Upper Shoes