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Footwear

  1. TIMBERLAND HERITAGE MID LACE UP GTX CHUKKA BOOT TIMBERLAND HERITAGE MID LACE UP GTX CHUKKA BOOT
    TIMBERLAND HERITAGE MID LACE UP GTX CHUKKA BOOT
    $139.99 $349.99
  2. TIMBERLAND HERITAGE MID LACE UP GTX CHUKKA BOOT TIMBERLAND HERITAGE MID LACE UP GTX CHUKKA BOOT
    TIMBERLAND HERITAGE MID LACE UP GTX CHUKKA BOOT
    $159.99 $349.99
  3. Men's Auburn Falls Waterproof Chukka Boot
    Men's Auburn Falls Waterproof Chukka Boot
    $249.99
  4. Men’s Timberland® Heritage Shoe With GORE-TEX Membrane
    Men’s Timberland® Heritage Shoe With GORE-TEX Membrane
    $379.99
  5. Men's Timberland® 25 Mid Waterproof Chukka
    Men's Timberland® 25 Mid Waterproof Chukka
    $299.99
  6. Men's Icon Waterproof Chukka Boot Men's Icon Waterproof Chukka Boot
    Men's Icon Waterproof Chukka Boot
    $299.99
  7. Men's Britton Mills Mid Chukka Boot Men's Britton Mills Mid Chukka Boot
    Men's Britton Mills Mid Chukka Boot
    $209.99 $299.99
  8. Men's Timberland® Heritage Waterproof Chukka Boot Men's Timberland® Heritage Waterproof Chukka Boot
    Men's Timberland® Heritage Waterproof Chukka Boot
    $319.99
  9. Men's GreenStride™ Atwells Ave Waterproof Chukka Boot Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    $99.99 $279.99
  10. Men's Crestfield Chukka Men's Crestfield Chukka
    Men's Crestfield Chukka
    $99.99 $249.99
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Explore our range of Timberland men’s footwear, made to deliver durability, comfort and style across every setting. From everyday wear to outdoor adventures, Timberland combines premium materials with dependable construction to create men's footwear that performs as good as it looks. Whether you’re dressing for the city or heading off the beaten path, there’s a style to match your routine.

Discover men’s Timberland boots built to handle tougher conditions without compromising on comfort. With rugged outsoles, supportive cushioning, and signature styling, these boots are made for all-day wear and long-lasting performance. A true icon in the range is the Men’s 6-Inch Premium Waterproof Boot, known for its reliable waterproof protection and instantly recognisable work-boot design that has stood the test of time.

For more relaxed, everyday wear, explore men’s Timberland shoes. These styles offer a clean, versatile look with the same attention to comfort and quality, making them ideal for work, weekends, and everything in between. If you’re after something more casual, men’s Timberland sneakers provide a modern, easy-to-style option with lightweight comfort and street-ready appeal.

When the weather warms up, men’s boat shoes deliver a laid-back alternative. Designed for breathability and grip, they’re perfect for casual outings, pairing effortlessly with shorts or chinos for a relaxed, coastal-inspired look.