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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 Beacon No-Toggle Lace Sneakers
    The sale price is   $90.00
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    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 Sea Dog Boat Shoes
    Online Exclusive
    The sale price is   $110.00
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    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 Leap Trainer Boat Shoes
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    The sale price is   $135.00
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    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
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    The sale price is   $125.00
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    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
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    The sale price is   $135.00
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    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 Cambridge Slide Sandals
    New
    Online Exclusive
    The sale price is   $85.00
    Description:
    Designed for everyday ease and all‑day comfort, this slide sandal blends relaxed style with supportive construction. Adjustable straps let you fine‑tune the fit, while full‑grain leather adds a premium, broken‑in feel. A secure buckle closure keeps everything comfortably in place, whether you're on the move or taking it easy. Underfoot, Eastland's exclusive Active Memory Foam comfort insole cushions and conforms to your foot for personalized support. A durable TPR and cork midsole adds stability and shock absorption, while the EVA outsole delivers lightweight durability. Easy to wear and built for comfort, this slide sandal is a warm‑weather staple you'll reach for again and again.
  • Gift Badge For Eastland Newport Slip-On Shoes
    New
    Online Exclusive
    The sale price is   $140.00
    Description:
    Designed for all-day comfort with effortless casual-to-dress versatility, the Eastland Newport takes you seamlessly from work to weekend. A padded collar and dual elastic goring provide a secure, customized fit that's easy on and easy off. Inside, a removable, cushioned insole delivers lasting comfort and support. Hand-sewn construction with classic Opanka stitch-to-sole design offers immediate flexibility with no break-in required. Finished with a shock-absorbing polyurethane outsole, this slip-on provides durable traction and dependable wear wherever the day takes you.
  • Gift Badge For Eastland Henderson Driver Loafers
    New
    Online Exclusive
    The sale price is   $130.00
    Description:
    Crafted for relaxed refinement, the Eastland Henderson pairs classic style with barefoot-friendly comfort. A full-grain leather upper combines with a soft fabric lining to deliver a smooth, comfortable feel even without socks. Inside, a comfort insole supports and conforms to the natural curves of your foot for all-day wearability. The rubber outsole provides flexible comfort, dependable slip-resistance, and long-lasting durability, perfect for everyday errands, weekend wear, or time behind the wheel.
  • Gift Badge For Eastland Buck Oxfords
    New
    Online Exclusive
    The sale price is   $125.00
    Description:
    A classic with a little Ivy League swagger. The Eastland Buck brings timeless style to modern days with its signature red sole: an instant nod to retro campus cool. Crafted from soft, easy‑to‑care suede, this shoe keeps things polished without feeling fussy. Inside, a fully lined interior and cushioned insole provide all‑day comfort, while the lightweight EVA outsole and supportive shank help reduce foot and leg fatigue step after step. Equal parts nostalgic and easygoing, the Buck Oxford is made to dress up your everyday look with confidence and comfort.
  • Gift Badge For Eastland Plainview Lace‑Up Shoes
    New
    Online Exclusive
    The sale price is   $140.00
    Description:
    The kind of shoe that fits right into your day and keeps up from start to finish. The Eastland Plainview delivers all‑day comfort with a versatile look that works just as well dressed up as it does dressed down. A padded collar and classic five‑eyelet lace‑up design provide a secure, customizable fit, while the easy‑to‑care full‑grain leather upper keeps things looking polished. Inside, a breathable fabric sock lining and removable cushioned insole offer comfort you'll appreciate with every step. Finished with hand‑sewn Opanka stitch‑to‑sole construction for no‑break‑in flexibility and a shock‑absorbing polyurethane outsole for durability and traction, the Plainview is built for everyday wear that feels anything but ordinary.
  • Gift Badge For Eastland Lumber Up Moc Toe Boots
    Online Exclusive
    The sale price is   $135.00
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    Description:
    Reinforced two-tone Taslan laces give this moc toe boot a rugged, trail-inspired edge, while the easy-care smooth leather upper keeps it looking sharp with minimal upkeep. Designed for comfort, the mini groove sole flexes with your stride to support all-day wear. Style it with raw denim and a flannel shirt for a laid-back weekend look, or pair it with corduroys and a quilted vest for a refined take on outdoor-ready fashion.
  • Gift Badge For Eastland Daily Double Pull On Boots
    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.
  • Gift Badge For Eastland Allagash Standard Plain Toe Boots
    Online Exclusive
    The sale price is   $145.00
    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 Chimney Pond Chelsea Boot
    Online Exclusive
    The sale price is   $145.00
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    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 Jack Chukka Ankle Boots
    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 Solstice Boat Shoes
    Online Exclusive
    The sale price is   $110.00
    Description:
    Easygoing days call for shoes that can keep up and look good doing it. The Eastland Solstice brings laid‑back style together with all‑day comfort, making it a go‑to for warm‑weather adventures. A padded insole and tongue add extra cushioning where it counts, while the easy‑to‑care full‑grain leather upper keeps things polished without feeling fussy. Breathable nylon mesh panels help keep feet cool and comfortable, whether you're dockside, strolling the boardwalk, or heading out for a casual day around town. Relaxed, versatile, and effortlessly wearable, the Solstice is ready for whatever the day brings next.

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.