Relaxed Fit Shoes
<p>Relaxed fit shoes are designed for everyday comfort, making it easy to enjoy every step—whether you're heading out for a walk, running errands, or spending time with friends and family. With timeless style and dependable quality, these shoes offer lasting value you can count on season after season. Find your new favorite pair and experience how relaxed fit shoes can help you stay comfortable and ready for whatever the day brings.</p>
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Men's Kennebec Slip-On Shoes
A versatile slip-on with premium full-grain leather, True Comfort footbed, and VertiGrip outsole for reliable traction.
Pros: High quality Nice looking Perfect fit Attractive style Comfortable
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Men's Handsewn Moccasins, Camp Moc
A classic full-grain leather moccasin with a rubber sole and moisture-wicking insole for ultimate comfort.
Pros: High quality Warmth Durable Classic style Comfortable fit
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Men's Casco Bay Boat Mocs
A light brown leather boat moc with a siped-rubber outsole for superior grip on wet surfaces.
Pros: High quality Durable Stylish Comfortable Good fit
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Men's Stonington Shoes, Moc-Toes
A rugged dark cocoa leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.
Pros: Well-made construction Lightweight Versatile design Water-resistant leather Comfortable fit
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Women's Back Cove Stretch Slip-Ons, Nubuck
A dark gray nubuck slip-on with a stretchy top collar, EVA footbed, and durable rubber outsole.
Pros: High quality Attractive color Stylish design Good arch support Comfortable fit
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Men's Stonington Oxford Shoes, Plain Toe
A rugged deepest brown leather shoe with sneaker-like comfort, water-resistant Nor'easter leather, and molded rubber outsole.
Pros: Attractive color Versatile design Comfortable out of the box True to size Non-slip soles
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Men's New Balance 877 Walking Shoes
A remarkably light gray walking shoe with superior cushioning, suede-and-synthetic upper, and rugged rubber outsole.
Pros: Well-made Durable Comfortable Good fit Breathable
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Men's Bean's Comfort Fitness Walking Shoes
A weatherproof, cushioned walking shoe with a breathable polyester mesh upper and durable VertiGrip rubber outsole.
Pros: Fit Quality Comfort Durability Arch support
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Women's Eco Bay Leather Slip-Ons
A pair of slip-on sneakers in light coffee or slate blue, made from soft pebbled nubuck leather.
Pros: Cute look Stylish Versatile Good sole support Chic
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Men's Kennebec Oxford Shoes
A versatile asphalt leather oxford with athletic comfort, anti-odor footbed, and reliable VertiGrip traction.
Pros: Great fit Versatile style Dressy look Comfortable Nice color
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Men's Mountainville Shoes, Leather Lace-Up
A pair of light coffee leather lace-up shoes with a supportive footbed and excellent traction.
Pros: Attractive design Comfortable fit
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Men's Mountainville Shoes, Penny Slip-On
A comfortable, woodsmoke leather loafer with anti-odor footbed and excellent traction for all surfaces.
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Men's Dirigo Sneakers, Slip-On
A lightweight, ultra-soft slip-on sneaker with recycled polyester mesh and exceptional cushioning for all-day comfort.
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Men's Higgins Beach 4-Eye Slip-Ons, Print
A lightweight, breathable canvas slip-on with a deep olive camo print and durable EVA outsole.
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Men's Eco Bay Sneakers, Leather
A pair of white full-grain leather sneakers with recycled rubber outsoles and anti-odor treatment for comfort.
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Men's Higgins Beach 4-Eye Slip-Ons, Fabric
A lightweight, breathable frost gray slip-on with a durable EVA outsole and Comfort Ride midsole.
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Men's Double L Sneakers, Lace Up
A versatile sneaker with a leather upper, rubber outsole, and cushioned insole for all-day comfort.
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Men's Downeast Slip-Ons, Wool
A cozy, thermoregulating wool slip-on with a durable rubber outsole and cushioned EVA footbed.
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Men's Higgins Beach 4-Eye Lace-Up Shoes, Canvas
A lightweight tan canvas lace-up shoe with EVA outsole and Comfort Ride midsole for all-day comfort.
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Men's Kennebec Boat Shoes, 3-Eye
A dark mushroom leather boat shoe with athletic sneaker comfort, wet grip, and a 360 lacing system.