Shoes Casual & Relaxed Sneakers
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Grand Crosscourt Hingham Sneaker
Step into a timeless athletic look with these Cole Haan Grand Crosscourt Hingham sneakers, featuring a vintage-inspired T-toe design and premium suede uppers. You will appreciate the lightweight feel and responsive cushioning of the Grand 360 engineering, which provides all-day comfort whether you are...- $39.00
$129.99- $39.00
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Grand Crosscourt Turfline Sneaker
Think of these Cole Haan Grand Crosscourt Turfline sneakers as your feet's new best friends-the kind that actually help you get where you're going. They are packed with proprietary GrandFoam that absorbs shock and bounces back with every step, so the last stride of...- $33.00
$109.99- $33.00
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Grand Crosscourt Winner Leather Lace-Up Sneakers
Casual, cool, and oh-so-comfortable - these sneakers bring your off-duty look to life. Featuring cushioned insoles and a sleek leather upper, they're built for all-day strolls with a style that never quits. Add in the subtle colorblock detailing and rubber outsole, and you've got...- $33.00
$109.99- $33.00
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Grand Phaze Laser Quick-On Hybrid Oxfords
Step into effortless style with these Cole Haan Grand Phaze Laser Quick-On Hybrid Oxfords, a versatile shoe that masterfully bridges the gap between a polished dress shoe and a high-performance sneaker. These hybrid oxfords feature innovative Quick-On technology for easy slip-on convenience and a...- $45.00
$149.99- $45.00
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Grand Remix Lace-Up Sneakers
Reimagine your casual wardrobe with the Grand Remix sneakers. With a cushioned insole and breathable fabric, your feet will thank you for every step. These lace-ups feature modern embellishments like leather and logo accents, adding a refined touch to your everyday style. Designed with...- $33.00
$109.99- $33.00
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GrandPro Angleace Sneakers
Meet the sneaker that's ready for anything and looks good doing it. With effortless versatility and a streamlined design, the GrandPro Angleace is your go-to for multiple occasions. Precision engineering meets handcrafted details for a modern look that feels as good as it looks....- $48.00
$159.99- $48.00
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GrandPro Rally Laser Cut Lace-Up Sneakers
Step up your sneaker game with the GrandPro Rally Laser Cut Lace-Up Sneakers. Lightweight, cushioned, and oh-so-flexible, these kicks combine casual comfort with polished vibes. The laser-cut perforations lend a breathable, sleek edge, while the lace-up closure ensures a secure fit. Perfectly grounded with...- $48.00
$159.99- $48.00
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GrandPro Tennis 2.0 Sneakers
Ten years later and still serving up style. Meet the evolution of a classic. The GrandPro Tennis 2.0 is lighter than ever thanks to innovative FeatherFeel foam, giving you that cloud-like comfort with every step. A sculpted midsole adds extra flex, while the grippy...- $51.00
$169.99- $51.00
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GrandPro Topspin Lace-Up Sneakers
Classic court style meets modern comfort in these sneakers from Cole Haan. Crafted from premium leather, they offer both durability and a timeless aesthetic. The GrandFOAM midsole has exceptional cushioning and impact absorption, ensuring all-day comfort. A memory foam sockliner provides an extra layer...- $48.00
$159.99- $48.00
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GrandPrø Turf Skyweave Sneaker
Think of these Cole Haan GrandPrø Turf Skyweave sneakers as a secret weapon for your feet. They feature a Skypolomer Truss System and Skyweave technology that work together to turn every step into a spring-like rebound, keeping things bouncy even when the day starts...- $63.00
$209.99- $63.00
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H-6 Luxe Hybrid Lace-Up Golf Sneaker
Who says dress shoes can't have a little fun? These sneakers bring the best of both worlds with serious style and undeniable comfort. Built with super-soft waterproof leather, they're ready for anything from city streets to unexpected showers. The Smart Degree Technology keeps you...- $55.50
$184.99- $55.50
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HX1-Luxe Hybrid Sneakers
Step into everyday ease with these Johnston & Murphy sneakers, offering a smart blend of polished style and all-weather performance. Crafted with a waterproof full-grain leather upper, this sneaker looks refined while staying ready for whatever the day brings. The XC4 waterproof construction keeps...- $55.50
$184.99- $55.50
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Hadley Lo Sneakers
Effortlessly versatile, these Ben Sherman sneakers feature a clean, low-profile silhouette with subtle logo detailing and tonal laces. Lightweight and comfortable, they're an easy match for jeans, chinos, or joggers, making them a go-to for laid-back style with a refined finish.- $15.00
$49.99- $15.00
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Hafkel Casual Sneakers
Sporty, stylish, and made for everyday motion, the Calvin Klein Hafkel is an easy win for your daily lineup. With an athletic‑inspired design, this sneaker blends comfort and modern style effortlessly. Subtle CK logo detailing on the side adds a polished finish, making it...- $39.00
$129.99- $39.00
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Hallon Lace-Up Sneakers
When business casual meets "cool grandpa energy," you get these sneakers. Minimalist design? Check. Lace-up style? Oh yeah. Breathable mesh lining? Absolutely. These kicks are perfect for the boardroom, the bike lane, or just being effortlessly stylish while grabbing coffee. With a bike toe...- $33.00
$109.99- $33.00
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Hammond Sneakers
Clean lines and modern materials give these Ben Sherman sneakers a fresh, versatile look. With a cushioned sole and streamlined silhouette, they deliver easy comfort and effortless style for everyday wear. Whether paired with denim or chinos, these shoes are a go-to for laid-back...- $19.50
$64.99- $19.50
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Hampton Sneakers
Step into easygoing style with the Ben Sherman Hampton Sneaker, your new go‑to for days that call for comfort with a side of personality. The plain‑toe design is trim and modern, while the soft tumbled upper gives it that broken‑in feel from the very...- $21.00
$69.99- $21.00
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Helm CVO Sneakers
The Sperry Helm is your go‑anywhere, weekend‑ready classic with the kind of laid‑back confidence only Sperry can deliver. Built on a durable rubber sole with molded Wave‑Siping for superior grip on wet or dry surfaces, it's designed to keep you steady whether you're dockside...- $22.50
$74.99- $22.50
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Jaimie Sneakers
Meet the sneakers that are ready to keep up with every version of your day. Rockport's Jaimie sneakers bring together easygoing style and cloud‑like comfort, making them the kind of shoes you slip on once and then wonder how you ever lived without. With...- $40.50
$134.99- $40.50
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