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Eastland Rounded Casual Shoes

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  • Gift Badge For Eastland Scarborough Venetian Loafers
    New
    Online Exclusive
    The sale price is   $125.00
    Please choose a color.
    Description:
    The Eastland Scarborough delivers modern styling with endless comfort for everyday wear. Crafted from leather, it features a soft microsuede fabric lining for a smooth, comfortable feel from the first step. A fully lined, cushioned insole provides lasting all‑day comfort and support. Finished with a lightweight, flexible rubber outsole, this loafer offers dependable slip-resistance and easygoing comfort: perfect for both casual and refined looks.
  • Gift Badge For Eastland Newport Slip-On Shoes
    New
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    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
    Please choose a color.
    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 Gabe Clogs
    Online Exclusive
    The sale price is   $100.00
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    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 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 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.
  • Gift Badge For Eastland Leap Trainer Boat Shoes
    Online Exclusive
    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
    Online Exclusive
    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 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.