Shoes Casual & Relaxed
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Walden Sneakers
Crafted for a refined yet laid-back look, this sneaker combines a smooth leather upper with a breathable fabric lining for everyday ease. The leather-lined, cushioned insole delivers lasting comfort, making it ideal for all-day wear without sacrificing style. A textured rubber outsole enhances traction...- $33.00
$109.99- $33.00
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Wallabee EVO Moc Toe Slip On Boots
A contemporary evolution of a classic, these boots from Clarks blend iconic design with modern functionality. Crafted from soft suede with signature moccasin stitching, the ankle-high silhouette features hidden stretch panels for easy on-and-off wear. The lightweight EVA outsole adds flexibility and shock absorption,...- $33.00
$109.99- $33.00
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Wallabee EVO Moc Toe Slip On Shoes
A modern twist on a Clarks icon, the Wallabee combines timeless moc-toe styling with effortless slip-on ease. Featuring premium suede uppers and subtle elastic gore panels for flexibility, they offer a trim, streamlined profile. The lightweight EVA outsole delivers all-day comfort and bounce, while...- $30.00
$99.99- $30.00
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Waterloo Lug Bottom Loafers
Step out in confidence and modern style with the Moretti Waterloo Lug Bottom Loafers. These bold slip-ons feature a polished, wrinkle-resistant patent upper that maintains a sharp, look with minimal fuss. Designed for all-day wear, they include supportive comfort insoles and are distinguished by...- $30.00
$99.99- $30.00
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Webmaster Low Top Moc Toe Sneakers
Handcrafted with character and care, this low-top sneaker combines timeless moc toe styling with everyday comfort. Made from chrome-free, vegetable-tanned leather, it showcases the brand's signature artisanal finish and rugged appeal. A cushioned insole and sturdy rubber sole make it a smart, stylish pick...- $76.80
$255.99- $76.80
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Wellington Sneakers
Easygoing style meets everyday comfort in the Wellington sneaker. Crafted with a smooth leather upper and soft fabric lining, it's designed to feel just right from the moment you slip it on. A fully lined, cushioned insole keeps every step comfortable, while the textured...- $34.50
$114.99- $34.50
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Weltridge Casual Moc Toe Leather Oxfords
Relaxed style meets everyday comfort in this casual moc toe Oxford, designed for versatility and ease. The laid-back upper styling gives it a modern, approachable look, while the lightweight EVA outsole keeps every step light and flexible. Inside, a cushioned footbed delivers soft support...- $33.00
$109.99- $33.00
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Weltridge Casual Moc Toe Suede Oxfords
Meet the Clarks Weltridge, a casual moc toe Oxford that's big on comfort and light on weight! Crafted from soft suede with laid-back styling, this shoe is designed for easygoing days and effortless versatility. The molded EVA outsole keeps things feather light while the...- $33.00
$109.99- $33.00
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Wentworth Casual Lace-Ups
Ready to experience all-day comfort and classic style? Lace up your Rockport Wentworths and feel the difference. Quality leather forms a durable upper that looks sharp with everything in your closet. The secure lacing system lets you dial in the perfect fit, while the...- $46.50
$154.99- $46.50
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Wesbridge Cap Toe Lace-Up Shoes
Level up your shoe game with these leather oxfords. With cushioned insoles and memory foam, they feel like a dream - even after a long day. The sleek cap toe design paired with subtle laser perforations blends classic style with modern flair. Perfect for...- $36.00
$119.99- $36.00
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Weston Moc Toe Loafers
Shake up your everyday routine with a slip‑on that blends sporty charm and easy comfort. This moc toe shoe pairs full‑grain leather with Born's signature handcrafted touches, giving you a look that's modern and quietly cool. Inside, a breathable microsuede lining and a removable...- $39.00
$129.99- $39.00
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Westwood Sneakers
Meet the sneaker that's equal parts style and comfort. The Westwood is your go-to for days when you want to keep it casual but still look effortlessly polished. With its lace-up design and signature Ted Baker detailing, this sneaker brings a refined twist to...- $55.50
$184.99- $55.50
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Whiddon Cap Toe Oxford
Elevate your professional attire with a classic dress shoe crafted from premium hand-burnished leather uppers for a rich, sophisticated finish. Designed for all-day wearability, this timeless cap-toe oxford features a removable comfort insole along with built-in cushioned insoles to deliver customized, plush support. A...- $24.00
$79.99- $24.00
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Whiddon Pace Bicycle Toe Oxford
Elevate your dress-casual wardrobe with a sharp dress shoe crafted from premium hand-burnished leather uppers for a rich, sophisticated finish. Designed for all-day wearability, this classic lace-up oxford features a polished bicycle toe design paired with a removable comfort insole and built-in cushioned insoles...- $24.00
$79.99- $24.00
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Whitby Chukka Boots
A sophisticated update to a classic, these Ben Sherman boots deliver both refined style and comfortable versatility. With a more elevated aesthetic than traditional chukkas, this pair complements tailored trousers or dressier denim, making them an excellent choice for adding a polished yet approachable...- $21.00
$69.99- $21.00
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Whitlaw Tassel Dress Loafers
Slip into something a little more dashing. The Rockport Whitlaw loafers are here to make every step feel like a confident stride into your best day yet. These classic slip-ons blend timeless charm with everyday comfort, making them the kind of shoes you'll reach...- $40.50
$134.99- $40.50
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Whitley Dress Loafers
Step into comfort you can count on with Rockport. Your new everyday go‑to when you want to look polished without sacrificing ease, these loafers blend style and comfort in that effortless way Rockport does so well. Thanks to TruTech lightweight shock‑absorption, every step feels...- $40.50
$134.99- $40.50
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Wilcox Classic Penny Loafer
Step into everyday confidence with the Willcox, your new dependable favorite when you want timeless style with modern comfort. These loafers blend that iconic penny‑loafer look with Rockport's signature flexibility, making them an easy choice for busy days, special moments, and everything in between....- $40.50
$134.99- $40.50
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Wilkins Loafers
Give your everyday routine a little refresh with a slip‑on that mixes sporty style and all‑day comfort in the easiest way. This European‑inspired casual shoe pairs a hand‑finished blend of full‑grain leathers with a streamlined silhouette that feels both modern and relaxed. Inside, a...- $39.00
$129.99- $39.00
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Willem Single Monk Strap Cap Toe Slip On Shoes
Exude polished style in Willem, a sophisticated shoe that blends timeless details with effortless convenience. This slip-on features a classic cap toe and a single monk strap, all crafted from smooth leather. A cushioned footbed ensures all-day comfort, while a low block heel provides...- $27.00
$89.99- $27.00
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