Casual Outdoor Shoes

Step into the great outdoors with confidence and comfort in a pair of casual outdoor shoes. Perfect for everything from a leisurely stroll through the park to a weekend camping adventure, these shoes offer a blend of style and practicality that keeps you exploring with ease. Crafted with durable materials and thoughtful design, they provide lasting value and versatility for any outdoor enthusiast. Whether you're navigating city streets or forest trails, these shoes are your reliable companion for every journey. Embrace the freedom to move effortlessly while enjoying the timeless appeal and dependable quality that make every step an enjoyable experience.

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Men's Storm Chaser 5 Slip-Ons

A tough, all-weather slip-on with waterproof leather, rubber outsole, and exceptional cushioning for cold, wet conditions.

Pros: High quality Warm and cozy Versatile design Easy to slip on Comfortable fit
Men's Mountain Slippers, Boot Mocs

A versatile ash suede slipper boot with a nonslip rubber outsole and warm polyester fleece lining.

Pros: Durable quality Warm and cozy Versatile use Good grip Comfortable fit
Men's Stonington Shoes, Moc-Toes

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

Pros: Fit Quality Comfort Water resistance Versatility
Men's Bucksport Shoes, Plain Toe

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

Pros: Excellent quality Durable Great appearance Versatile Comfortable
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 Boothbay Slide Sandals

A sporty black slide sandal with a cushioned midsole, nylon webbing upper, and rubber outsole for traction.

Pros: Attractive design Versatile style Sturdy and durable Comfortable fit Supportive cushioning
Men's Bean's Comfort Fitness Walking Shoes

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

Pros: Fit Support Quality Comfort Rain-resistant
Men's Kennebec Slip-On Shoes

A versatile asphalt leather slip-on with athletic comfort, True Comfort footbed, and VertiGrip outsole for traction.

Pros: Great comfort High quality Nice looking Perfect fit Attractive style
Men's Kennebec Oxford Shoes

A versatile leather oxford in asphalt with athletic shoe comfort, anti-odor footbed, and reliable VertiGrip traction.

Pros: Dressy look Versatile Good fit Comfortable Nice color
Men's Elevation Hiking Shoes, Ventilated
Price was from: $130 now: $109

A lightweight gray mesh and rubber hiking shoe with ventilated, seamless comfort and grippy traction.

Pros: Comfortable for walking and hiking Attractive style Lightweight design Perfect fit for narrow feet Quality construction materials
Women's Eco Woods Canvas Shoes, Slip-On
Price was from: $79 now: $44.99

A moonlight blue slip-on shoe with a TENCEL™ Lyocell upper and VertiGrip outsole for excellent traction.
Women's Go Anywhere Clogs, Suede

A pair of durable saddle suede clogs with all-day cushioning, support, and a grippy VertiGrip rubber outsole.
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 Higgins Beach 4-Eye Slip-Ons, Fabric
Price was from: $69.95 now: $49.99

A lightweight, breathable slip-on with a flexible polyester upper and durable EVA outsole for all-day comfort.
Men's Bucksport Shoes, Plain Toe Suede
Price was from: $170 now: $144

A rugged suede shoe with Vibram® rubber outsoles and True Comfort insole for all-day support.
Women's Storm Chaser 6 Slip-Ons, Waterproof

A waterproof slip-on shoe in deepest brown leather with a cushioned EVA footbed and durable rubber outsole.
Women's Eco Bay Canvas Sneakers, Slip-On
Price was from: $79 now: $54.99

A pair of eco-friendly silver birch slip-on sneakers with a TENCEL™ Lyocell upper and recycled polyester lining.
Women's Boundless Shoes
Price was from: $119 now: $89.99

A sage-colored, breathable recycled polyester stretch knit upper shoe with supreme cushioning and durable rubber outsole.
Men's Elevation H2O Shoes

A lightweight, quick-drying green water shoe with breathable nylon/neoprene and a cushioned EVA midsole.
Men's VEJA Campo Sneakers, Leather

A sporty white sneaker crafted from ChromeFree leather and suede with eco-friendly rubber and organic cotton details.
Men's Comfort Walkers 2

A lightweight gray walking shoe with a water-resistant suede upper and temperature-regulating lining.
Men's 1985 Mountain Classic Sneakers

A brown sneaker with water-resistant suede, recycled mesh, and rugged rubber outsole for all-day outdoor comfort.
Women's Everywhere Explorer Boots
Price was from: $109 now: $79.99

A rugged yet stylish mauve taupe hiking boot with suede leather, rubber outsole, and water-resistant polyester ripstop fabric.
Men's Eco Bay Sneakers, Leather

A pair of black full-grain leather sneakers with recycled rubber outsoles and anti-odor treatment for men.

Casual Outdoor Shoes

There’s something special about the simple pleasure of slipping on a pair of casual outdoor shoes and heading out the door, ready for whatever the day might bring. Whether it’s a leisurely stroll through the neighborhood, a spontaneous trip to the farmer’s market, or a weekend getaway with family and friends, the right footwear makes every outing more comfortable and enjoyable. As September brings cooler mornings and crisp afternoons, it’s the perfect time to refresh your everyday lineup with shoes built to handle changing conditions—think sturdy soles for crunching through fallen leaves, breathable materials for all-day comfort, and easy-on designs that make getting out the door a breeze. These shoes are made for versatility, seamlessly transitioning from backyard barbecues to city sidewalks, from the sidelines of a youth soccer game to a scenic lakeside trail. They’re the pairs you reach for again and again, the ones you keep by the door because they just work—no matter where you’re headed.

Choosing casual outdoor shoes is all about balancing lasting value, quality, and comfort. Look for pairs with durable outsoles that stand up to daily wear, supportive footbeds that keep you comfortable through long stretches on your feet, and timeless styles that pair well with everything from jeans to your favorite shorts. Many feature moisture-wicking linings and quick-drying uppers, making them a smart pick for unpredictable weather and active days. They’re a thoughtful gift for anyone who loves spending time outside, whether it’s a parent who enjoys walking the dog at sunrise, a college student navigating campus, or a friend who appreciates the freedom of easygoing weekends. The beauty of these shoes is their relevance to so many moments—morning coffee runs, impromptu hikes, backyard catch with the kids, or simply unwinding on the porch after a long day. For those who want to complete their look, pairing these shoes with comfortable, versatile layers from our Casual Outdoor Wear collection makes getting ready for any adventure effortless.

Personal experience has shown that a reliable pair of casual outdoor shoes can quickly become a go-to staple, especially as the seasons shift and activities change. There’s a certain peace of mind in knowing your shoes can handle a little mud, a surprise drizzle, or a last-minute change of plans. It’s these small details—grippy treads for slick sidewalks, cushioned insoles for extra support, and classic designs that never go out of style—that make all the difference. Whether you’re gifting a pair to someone special or treating yourself to a well-earned upgrade, you’ll appreciate the thoughtful features and enduring craftsmanship that go into every pair. As autumn unfolds and the outdoors beckon, you’ll be ready to make the most of every moment, one comfortable step at a time.

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Casual Outdoor Shoes