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Eastland Dress Shoes

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  • Gift Badge For Eastland Allagash Standard Plain Toe Boots
    New
    Online Exclusive
    The regular price is   $145.00 The sale price is   $108.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    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 Chimney Pond Chelsea Boot
    New
    Online Exclusive
    The regular price is   $145.00 The sale price is   $108.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    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 regular price is   $125.00 The sale price is   $93.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    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 Jack Chukka Ankle Boots
    New
    Online Exclusive
    The regular price is   $125.00 The sale price is   $93.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    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.