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Eastland Shoes

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  • 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 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
    Online Exclusive
    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 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 Leap Jogger Sneakers
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Crafted for the modern man on the go, these sneakers from Eastland seamlessly blend style and comfort. Featuring a well-balanced combination of premium leather and suede alongside breathable nylon, this versatile shoe offers both durability and a touch of sophistication. Conquer any terrain with the rugged rubber tread sole, and experience all-day comfort thanks to the high-energy foam midsole.
  • 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 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.
  • Gift Badge For Eastland Allagash Standard Plain Toe Boots
    New
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    Description:
    Take the rugged road in stride with these Eastland boots crafted from full-grain leather. Equal parts sturdy and stylish, they're your all-season sidekicks, offering comfort and classic charm. Crafted for durability with a plain toe design, they walk the fine line between polished and laid-back. Whether you're tackling city streets or weekend getaways, these boots stay ready to roll. Lace up, step out, and let them carry you wherever adventure calls. They're a versatile win for your casual wardrobe upgrade.
  • Gift Badge For Eastland Jack Chukka Ankle Boots
    New
    Online Exclusive
    The sale price is   $125.00
    Description:
    Built for everyday versatility, this chukka boot features a full-grain leather upper that adds a rich, polished finish to casual and business-casual looks alike. The durable, super lightweight rubber and EVA combo outsole delivers comfort without the bulk, making it ideal for long days on your feet. Pair it with slim-fit jeans and a Henley for a relaxed weekend vibe, or style it with tailored trousers and a sport coat for a modern office-ready ensemble.
  • Gift Badge For Eastland Chimney Pond Chelsea Boot
    New
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    Description:
    Step into effortless style with these boots from Eastland. Designed for the modern man who values both versatility and comfort, they feature a timeless plain toe look that pairs as easily with your office wardrobe as it does with your weekend denim. The elastic side panels and pull tab make slipping them on a breeze. Built with durable leather and a sturdy sole, they're ready to wander wherever you're headed. Whether it's coffee runs or a night on the town, these boots keep you grounded in style.
  • Gift Badge For Eastland Daily Double Pull On Boots
    New
    Online Exclusive
    The sale price is   $125.00
    Description:
    With a smooth leather upper that's easy to care for, this pull-on boot delivers everyday polish with minimal effort. The Active Memory Foam comfort insole cushions each step, while the flexible TPR outsole moves with you for all-day wearability. Slip it on with slim jeans and a utility jacket for a casual, go-anywhere look, or pair it with khakis and a sweater for a laid-back office outfit.

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.