Womens Fall Leather Shoes

Step into the season with womens fall leather shoes that blend timeless style with lasting comfort. Whether you're strolling through vibrant autumn leaves or heading out for a day in town, these versatile shoes are designed to complement every fall adventure. With a variety of colors and silhouettes to choose from, it's easy to find the perfect pair to match your favorite outfits and keep you feeling confident all season long.

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Women's Eco Bay Oxfords, Nubuck Leather

A pair of light coffee or slate blue nubuck leather sneakers with recycled materials and all-day comfort.

Pros: Great fit High-quality material Attractive color Versatile design Excellent support
Women's Stonington Boots, Moc Toe
Price was from: $170 now: $135.99

A rugged dark oakwood leather boot with sneaker-like comfort, waterproof protection, and durable rubber outsole.

Pros: Great fit Versatile Comfortable Well made Looks great
Women's Eco Bay Leather Slip-Ons
Price was from: $99.95 now: $79.99

An eco-friendly slip-on sneaker with a pebbled nubuck leather upper and VertiGrip outsole for excellent traction.

Pros: Cute look Stylish Versatile Good sole support Chic
Women's Bean Boots, 8" Flannel-Lined Insulated

A Maine-made boot with buttery-soft leather, premium flannel lining, and waterproof rubber bottom for wet conditions.

Pros: Soft leather High-quality materials Warm flannel lining Quick break-in Comfortable fit
Women's Camden Hills Penny Loafers, Leather

A stylish black leather penny loafer with a cushioned insole and durable rubber outsole for all-day comfort.
Women's Eco Bay Oxfords, Full-Grain Leather

A pair of white full-grain leather oxfords with recycled polyester laces and a VertiGrip outsole.
Women's Stonington Chelsea Boots, Leather
Price was from: $150 now: $119.99

A rugged dark oakwood leather chelsea boot with sneaker-like comfort and durable rubber outsole.
Women's Blundstone 9500 High Top Chelsea Boots

A stylish and versatile rustic black leather boot with cushioned insole and non-slip polyurethane outsole.
Women's VEJA Campo Sneakers, Leather

A stylish, eco-friendly sneaker with leather and suede panels, padded collar, and organic cotton laces.
Women's Camden Hills Chelsea Boots
Price was from: $190 now: $94.99

A stylish taupe shadow Chelsea boot with full-grain leather upper and rugged rubber outsole for versatile traction.
Women's Camden Hill Moto Boots

A black water-resistant leather moto boot with genuine shearling lining and rugged mini-lug rubber outsole.
Women's Eco Bay Chukka Boots, Leather

A black waterproof nubuck leather chukka boot with recycled materials and a grippy rubber outsole.
Women's Frye Kate Harness Boots

A brown premium leather pull-on boot with iconic harness detail, cushioned insole, and durable rubber outsole.
Women's Bean Boots, Slip-On Rubber Mocs

A waterproof slip-on moc with a tumbled leather upper and durable rubber outsole, perfect for wet conditions.
Women's Camden Hill Clogs, Lined
Price was from: $129 now: $63.99

A cozy soft sable clog with a leather upper, wool lining, and rugged rubber outsole for versatile wear.
Women's Storm Chaser 6 Slip-Ons, Waterproof
Price was from: $130 now: $103.99

A waterproof slip-on shoe in deepest brown leather with a cushioned EVA footbed and durable rubber outsole.
Women's Bean Boots, 6.5" Chelsea

A brown leather and rubber Chelsea boot with waterproof bottom, soft tumbled upper, and reliable traction.
Women's Camden Hills Boots, Lace-Up
Price was from: $190 now: $151.99

A stylish black lace-up boot with full-grain leather, cushioned EVA footbed, and durable rubber outsole.
Women's NextVenture Boots, Chelsea

A waterproof black Chelsea boot with oiled nubuck uppers, cushioned EVA midsole, and Vibram rubber outsole.
Women's Wicked Good Clogs

A pair of brown suede leather clogs with shearling lining for warmth and moisture-wicking comfort.

Pros: Good quality Warmth Durable Arch support Comfortable
Women's Bean Boots, 8" Shearling-Lined Insulated

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

Pros: Waterproof Well-made Lightweight Warmth Comfortable
Women's Stonington Chukkas, Suede
Price was from: $109 now: $84.99

A rugged toasted coconut suede chukka boot with leather lining, memory foam insole, and VertiGrip rubber outsole.

Pros: Good traction Bean quality Comfort Well made Easy break-in
Adults' Blundstone 500 Chelsea Boots

A pair of premium black leather pull-on boots with shock-absorbing construction and cushioned comfort for all-day wear.
Women's Frye Campus 14L Boots

A versatile black leather boot with premium construction and a classic round toe, handcrafted for lasting quality.

Womens Fall Leather Shoes

When the crisp air of fall settles in and the leaves begin to turn, there’s something special about reaching for a pair of leather shoes that feel just right for the season. Women’s fall leather shoes are a staple this time of year, offering that rare combination of lasting comfort, timeless style, and dependable durability. Leather naturally adapts to the foot, creating a custom fit over time while standing up to the everyday bumps and scrapes that come with autumn adventures—whether that’s a stroll through the park with the dog, a weekend spent at the pumpkin patch with family, or simply running errands around town. The beauty of quality leather shoes is in their versatility. They move seamlessly from a casual lunch with friends to an evening by the firepit, all while adding a classic touch to any outfit. For many, they’re a go-to choice for workdays and weekends alike, providing a polished look and practical support even as the weather grows cooler and unpredictable.

Choosing the right pair of fall leather shoes is all about balancing comfort, function, and style. Look for thoughtful features like cushioned insoles, flexible outsoles, and easy-on designs that make slipping them on and off a breeze, especially when you’re on the go. Consider options with sturdy, grippy soles for added confidence on damp sidewalks or leaf-strewn trails. The rich textures and warm hues of leather—think deep browns, classic blacks, and earthy tones—pair beautifully with flannel shirts, cozy sweaters, and your favorite jeans. These shoes also make a thoughtful gift for anyone who appreciates quality and enjoys spending time outdoors, especially as the holidays approach. They’re a practical present for daughters heading off to college, friends who love autumn walks, or anyone who values footwear that lasts season after season. And for those who enjoy a little extra coverage and support, lace-up designs offer a secure fit and a timeless look that never goes out of style. If you’re interested in exploring options that blend rugged charm with everyday comfort, take a look at our Womens Fall Lace Up Boots collection.

As fall transitions into winter, the right leather shoes become even more essential. The dependable construction and classic appeal of leather make these shoes a smart investment for anyone who wants footwear that stands up to changing weather and daily wear. They’re easy to care for, too—a quick brush or wipe keeps them looking their best, ready for impromptu hikes, apple picking outings, or cozy evenings spent by the fire. Many women find themselves reaching for their favorite pair day after day, appreciating how well they hold up and how comfortable they feel, even after hours on their feet. Whether you’re treating yourself or searching for a gift that combines practicality with enduring style, women’s fall leather shoes are a choice you’ll feel good about—season after season, year after year.