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  • Gift Badge For Jos. A. Bank Dress Chelsea Boots
    The regular price is   $145.00 The sale price is   $108.75 sale

    25% Off Select Shoes! 2 Days Only! (Price reflects discount)

    Description:
    Timeless and versatile, these classic leather Chelsea boots add polish to your wardrobe. Featuring clean lines, elastic side gores, and a streamlined silhouette, they slip on easily and pair effortlessly with both tailored looks and casual denim. Crafted from smooth leather, they offer durability, comfort, and refined style in equal measure.
  • Gift Badge For Eastland Lumber Up Moc Toe Boots
    New
    Online Exclusive
    The regular price is   $135.00 The sale price is   $101.25 sale

    25% Off Select Shoes! 2 Days Only! (Price reflects discount)

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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 Allagash Standard Plain Toe Boots
    Online Exclusive
    The regular price is   $145.00 The sale price is   $108.75 sale

    25% Off Select Shoes! 2 Days Only! (Price reflects discount)

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

    25% Off Select Shoes! 2 Days Only! (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.
  • Gift Badge For Eastland Chimney Pond Chelsea Boot
    Online Exclusive
    The regular price is   $145.00 The sale price is   $108.75 sale

    25% Off Select Shoes! 2 Days Only! (Price reflects discount)

    More Colors for Eastland Chimney Pond Chelsea Boot. Link will open product details page.
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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 Daily Double Pull On Boots
    Online Exclusive
    The regular price is   $125.00 The sale price is   $93.75 sale

    25% Off Select Shoes! 2 Days Only! (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 Nunn Bush Otis II Plain Toe Chelsea Boots
    The regular price is   $120.00 The sale price is   $90.00 sale

    25% Off Select Shoes! 2 Days Only! (Price reflects discount)

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    Description:
    Classic Chelsea styling meets modern comfort in this plain toe boot designed for all-day wear. Crafted from genuine leather with soft Suedetec linings, it offers a smooth fit and feel from the moment you slip it on. A Dual Comfort footbed featuring layered EVA foam and built-in arch support made with recycled content delivers sustainable cushioning. Finished with a durable yet lightweight sole that blends EVA and rubber, this boot brings together timeless design and advanced comfort in one versatile package.
  • Gift Badge For Nunn Bush Odell II Wingtip Boots
    Online Exclusive
    The regular price is   $120.00 The sale price is   $90.00 sale

    25% Off Select Shoes! 2 Days Only! (Price reflects discount)

    More Colors for Nunn Bush Odell II Wingtip Boots. Link will open product details page.
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    Description:
    Step into effortless style with these Nunn Bush wingtip boots, where classic masculine appeal meets modern lightweight comfort. Crafted from genuine leather paired with a durable manmade upper, this boot blends rugged charm with contemporary versatility. Inside, soft Suedetec linings provide a smooth, comfortable feel, while Dual Comfort technology combines two EVA foam compounds and built-in arch support for all-day cushioning with an eco-friendly touch. The outsole balances lightweight EVA with durable rubber.
  • Gift Badge For Vintage Foundry Flint Dress Boots
    The regular price is   $200.00 The sale price is   $150.00 sale

    25% Off Select Shoes! 2 Days Only! (Price reflects discount)

    Description:
    Known for vintage-inspired craftsmanship, Vintage Foundry Co. designs balance timeless detail with modern wearability. The Flint pairs classic style with standout texture. Made from a combination of leather and cotton, it features a two-tone herringbone pattern with a wool-like finish for a refined yet distinctive look. A pull tab and rubber outsole add function.