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Cushioned Insoles Shoes

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  • Gift Badge For Cole Haan Morse Grand Wingtip Oxfords
    The sale price is   $140.00
    Description:
    Combining classic brogue flair with modern comfort, this wingtip Oxford features premium leather uppers detailed with timeless perforations. Built on Cole Haan s Grand.OS platform with an EVA midsole, it delivers lightweight cushioning and natural flexibility. The rubber outsole adds durable traction, while textile linings and padded footbeds ensure all day wearability. Perfect for bridging the gap between formal and casual, these shoes seamlessly elevate both dress pants and jeans.
  • Gift Badge For Cole Haan Grand Crosscourt Daily Laser Sneakers
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    A stylish fusion of athletic comfort and refined design, these Cole Haan sneakers offer exceptional versatility for everyday wear. The upper features laser-cut details, which provide a modern aesthetic and enhanced breathability. Engineered with GRANDFOAM cushioning, they ensure responsive, all-day comfort and support, making them a polished choice for elevated casual looks.
  • Gift Badge For Cole Haan Original Grand Energyweave Stitchlite Wingtip Oxfords
    Online Exclusive
    The sale price is   $160.00
    Please choose a color.
    Description:
    Feel like you're defying gravity in these Energyweave Stitchlite™ Oxfords. From Cole Haan's Original Grand collection, these smart-casual, knit kicks embody the future with their breathable, ultra-lightweight uppers while embracing tradition in dapper, wingtip fashion. The supreme comfort level is unparalleled with FlowerFoam™ cushioning made with a minimum of 25% dandelion rubber, an EVA midsole, and the flexible, shock-absorbing FlowerFlex™ sole. The result is a sustainable, dress-sneaker that stays ahead-of-the-curve and can go from upscale to downtown with ease.
  • Gift Badge For Cole Haan Grand Crosscourt Daily Court Sneakers
    Online Exclusive
    Description:
    Classic court style meets modern comfort in these Cole Haan sneakers. These lace-up showcase premium full-grain leather uppers, capturing the iconic tennis-inspired design with a modern twist. Inside, a cushioned EVA insole wrapped in breathable textile delivers lasting comfort, while the sturdy rubber cupsole offers a reliable grip and long-lasting wear. Enhanced with a nylon lining and perforated tongue, these sneakers keep your feet fresh and comfortable all day long.
  • Gift Badge For Rockport Ellworth Slip-On Shoes
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Combining hands-free convenience with everyday polish, this slip-on features Rockport's Step Activated technology, which allows you to step in and out with ease. A molded heel keeps your foot securely in place. The leather and textile upper balances durability with a relaxed look, and the removable cushioned insole accommodates custom orthotics. Finished with a rubber outsole for reliable traction, it's a smart, low-effort option for daily wear.
  • Gift Badge For Eastland Oxfords
    Online Exclusive
    The sale price is   $110.00
    Description:
    A timeless classic, this Eastland Oxford delivers heritage style with everyday comfort. The handsewn moccasin construction gives it a crafted, authentic feel, while the full-grain leather upper is both durable and low-maintenance. Inside, Eastland's exclusive Active Memory Foam insole molds to your foot for personalized support, and the flexible natural rubber outsole absorbs shock and adds reliable traction.
  • Gift Badge For Eastland Boat Shoes
    Online Exclusive
    The sale price is   $110.00
    Description:
    Easygoing style meets everyday comfort in this versatile casual shoe, a fresh take on the classic boat shoe. Crafted with a full-grain leather upper and breathable nylon mesh panels, it s built for laid-back weekends and beyond. The padded tongue and supersoft, moisture-wicking insole deliver step-in comfort from day one, while a durable TPR rubber outsole offers reliable traction and support.
  • Gift Badge For Vintage Foundry Dwight Dress Penny Loafers
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    Refined and timeless, these penny loafers from Vintage Foundry are a nod to classic sophistication. Crafted from smooth leather with a signature penny keeper strap, it's the kind of shoe that transitions seamlessly from boardroom to dinner out. Cushioned for comfort and built to last, these shoes are a smart staple for your footwear collection.
  • Gift Badge For Eastland Sea Dog Boat Shoes
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    Anchor your style with these Eastland boat shoes. Built for life on and off the water, they feature soft, full-grain leather uppers, classic handsewn moccasin construction, and a 360-degree rawhide lacing system with rustproof eyelets for a secure fit. Inside, a leather-lined, molded EVA insole cushions and supports your foot's natural shape for lasting comfort. A shock-absorbing, flexible natural rubber outsole offers dependable durability and traction.
  • Gift Badge For Eastland Beacon No-Toggle Lace Sneakers
    The sale price is   $90.00
    Please choose a color.
    Description:
    The Beacon is the ultimate summer sneaker, offering unmatched comfort and lightweight convenience. It features an extra thick cushioned insole, a no-tie toggle lace system, and breathable mesh uppers. Rubber tread soles provide traction and will hold up against the elements to give you all day comfort.
  • Gift Badge For Rockport Lance Casual Slip-On Shoes
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Easy to wear and effortlessly stylish, this casual slip-on delivers all-day comfort with a cushioned footbed and lightweight EVA outsole. truTECH technology offers added shock absorption, while the streamlined design pairs well with everyday looks. Orthotic-friendly and versatile, it's a go-to for laid-back polish.
  • Gift Badge For Rockport Garrett Plain Toe Shoes
    Online Exclusive
    The sale price is   $135.00
    Description:
    Clean lines and all-day comfort come together in this versatile plain toe Oxford. Made from smooth leather with a lightweight EVA outsole, it offers a polished look that transitions easily from work to weekend. Heel cushioning and a removable memory foam footbed deliver comfort with every step.
  • Gift Badge For Cole Haan Grand Crosscourt Winner Sneakers
    The sale price is   $110.00
    Description:
    Classic court style meets modern comfort in these Cole Haan sneakers. Designed with a sport-inspired silhouette, this lace-up features a breathable woven upper and mesh tongue for all-day airflow. The luxuriously cushioned footbed and lightweight EVA midsole deliver soft, responsive support, while the durable rubber cupsole ensures traction and stability with every step. Whether you're dressing up or keeping it casual, this versatile sneaker blends timeless design with Cole Haan's signature innovation for a look that wins every time.
  • Gift Badge For Rockport ProWalker Eureka Plus Slip-On Shoes
    The sale price is   $120.00
    Please choose a color.
    Description:
    Engineered with topnotch walking shoe technology, the Rockport ProWalker Eureka Plus is practical, fashionable, and incredibly comfortable. The richly pebbled leather upper features a fine moc toe, distinctive topstitching, and dual elastic gores for easy on and off. These trusty slip-ons have removable footbeds made with memory foam, as well the EVA midsole and heel cup that cushions every step. Featuring truTECH® for lightweight shock absorption, breathable mesh lining, and moisture wicking properties, these loafers are secured with a slip-resistant rubber sole.
  • Gift Badge For Born Todd Plain Toe Oxfords
    The sale price is   $120.00
    Please choose a color.
    Description:
    Distinctive stitching over soft, hand-finished leather defines the smooth attitude of these Todd shoes. Created by Born, these laid-back Oxfords are crafted with two-way Opanka patented construction for an unbelievably flexible fit. The removable, soft fabric suede covered footed has added foam for extra comfort, and the EVA outsole is both lightweight and high-traction.
  • Gift Badge For Cole Haan Grand Remix Plain Toe Oxfords
    The sale price is   $130.00
    Description:
    The is a modern take on a timeless classic, merging elegant style with contemporary comfort. Crafted with a smooth leather upper, this Oxford has a polished look ideal for both professional and dress-casual occasions. Its lightweight construction and Grand cushioning technology ensure all-day comfort, while the rubber outsole provides durability and traction. Versatile and refined, this shoe is perfect for anyone seeking a sophisticated yet comfortable option for daily wear.
  • Gift Badge For Rockport Garrett Plain Toe Oxfords
    Online Exclusive
    The sale price is   $125.00
    Description:
    Upgrade your everyday footwear with Rockport. These oxfords combine classic style with modern comfort, making them a versatile choice. The smooth leather upper has a sophisticated look that transitions seamlessly from workday to weekend. A memory foam footbed and lightweight construction provide all-day comfort, while a flexible EVA outsole ensures a smooth, comfortable stride. Rock them with confidence, knowing you'll look sharp and feel great wherever you go.
  • Gift Badge For Eastland Leap Trainer Boat Shoes
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Navigate any adventure in style and comfort with these boat shoes from Eastland. Designed for the modern explorer, they feature a timeless silhouette crafted from premium, full-grain leather for both durability and sophistication. Conquer any deck with the sewn-on rubber sole for superior traction on wet or dry surfaces, while the supportive footbed and moisture-wicking lining keep your feet cool and dry all day long.
  • Gift Badge For Eastland Baldwin Penny Loafers
    Online Exclusive
    The sale price is   $125.00
    Please choose a color.
    Description:
    The classic penny loafer gets a refresh with sleek lines and innovative materials. This updated design retains the timeless elegance of the original while offering a touch of contemporary flair, perfect for the modern wardrobe.
  • Gift Badge For Eastland Yarmouth Boat Shoes
    Online Exclusive
    The sale price is   $110.00
    Description:
    Embrace timeless moc comfort and effortless style with these Eastland boat shoes. This one-eyelet slip-on combines classic aesthetics with modern functionality. Handsewn moccasin construction provides a flexible and supportive fit, while the easy-to-care-for, soft and smooth leather upper offers both durability and luxurious comfort. Active memory foam comfort insoles mold to your foot for all-day support, and the shock-absorbing, flexible natural rubber outsole ensures reliable traction on any surface.
  • Gift Badge For Cole Haan Grand Crosscourt II Sneakers
    Online Exclusive
    The sale price is   $120.00
    Description:
    A casual classic that's always on-trend, these sneakers feature Cole Haan engineering inside and out. With a Grandfoam insole, you get all-day comfort and cushioned, lightweight steps.
  • Gift Badge For Nunn Bush Centro Flex Formal Plain Toe Oxfords
    New
    Online Exclusive
    The sale price is   $85.00
    Description:
    With its smooth plain toe, stacked heel, and refined profile, the Centro Flex Plain Toe Oxford offers formidable fashion for your formal occasions. Whether you're heading to a wedding or dressing up for an event, this patent leather shoe offers high-sheen style with thoughtful comfort built in. The easy-care upper requires minimal maintenance, while breathable stretch linings keep your feet cool. A Comfort Gel footbed with molded EVA, memory foam, and a signature heel pod provides luxe cushioning and support all day and all night long. Finished with a lightweight TPR sole and Flex Technology, it moves effortlessly with you from start to finish.
  • Gift Badge For Nunn Bush Centro Flex Formal Slip-On Shoes
    New
    Online Exclusive
    The sale price is   $85.00
    Description:
    Step into timeless elegance with the Nunn Bush Centro. Made for formal occasions, this shoe features a plain toe design and a smooth, easy-care upper for a refined look. Comfort meets sophistication with a fully cushioned memory foam footbed, comfort gel heel pod, and Flex Technology for superior flexibility and shock absorption. The lightweight outsole ensures all-day comfort, making it the perfect choice for weddings and black-tie events.
  • Gift Badge For Eastland Gabe Clogs
    New
    Online Exclusive
    The sale price is   $100.00
    Description:
    Meet your new everyday favorite. With its easy slip-on design and adjustable strap with buckle, this clog is all about effortless comfort and style. The cork midsole adds a natural touch and lightweight feel, while the padded insole with moisture control keeps your feet happy from morning coffee runs to evening strolls. Crafted from rich leather, it's a classic with a modern twist that's perfect for pairing with jeans, casual pants, or even your laid-back weekend look. Comfortable? Check. Stylish? Double check. Slide in and step out like you own the day.

WHY OUR MEN’S SHOES ARE WORTH AN EXTRA LOOK:

We began as a purveyor of fine suits and sport jackets, but we pride ourselves on our ability to deliver great looks from head to toe. That means you’ll find a wide selection of well-crafted men’s dress shoes and casual shoes in our stores. Our dress shoes for men are made from rich materials like leather and suede and offered in classic looks ranging from dressy wingtips to stylish Oxfords or Derby shoes. There are sleek dress boots to consider as well. The looks and styles of shoes are many; with pointed, square and cap toes, shiny and matte looks, and details without end. For our more casual shoes, you’ll see loafers, boat shoes and less formal boots or chukkas. Every pair of shoes is a personal choice, and size is everything when you want a shoe that feels as great as it looks. You’ll want to allow your sales associate to measure your foot carefully for the proper size. Then try on several variations, preferably with the pants you intend to wear and a dress sock in the appropriate style. That’s the beauty of shopping for shoes as part of your overall decision-making. It’s all right there. And with a little help, it all works together.