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Casual Boots

Welcome to Windsorsmith men's Casual Boots collection. Browse our selection of versatile leather boots, including Chelsea boots, Derby boots and Chukka boots. Browse our range of classic black leather boots, timeless tan leather boots or step into our elegant brown leather boots. Whether you're dressing up or down, our boots offer the perfect blend of style and functionality for any occasion.

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  1. SERGIO TAN LEATHER BOOTS

    SERGIO TAN LEATHER BOOTS

    $199.95
  2. CORNELL BLACK LEATHER BOOTS

    CORNELL BLACK LEATHER BOOTS

    $189.95
  3. CORNELL BROWN LEATHER BOOTS

    CORNELL BROWN LEATHER BOOTS

    $189.95
  4. SAMUEL MARON SUEDE BOOTS

    SAMUEL MARON SUEDE BOOTS

    $179.95
  5. HOBB BLACK LEATHER BOOTS

    HOBB BLACK LEATHER BOOTS

    $189.95
  6. HOBB BROWN LEATHER BOOTS

    HOBB BROWN LEATHER BOOTS

    $189.95
  7. TOORAK SUEDE BLACK BOOTS

    TOORAK SUEDE BLACK BOOTS

    $179.95
  8. TOORAK SUEDE NAVY SUEDE BOOTS

    TOORAK SUEDE NAVY SUEDE BOOTS

    $179.95
  9. TOORAK SUEDE MARON BOOTS

    TOORAK SUEDE MARON BOOTS

    $179.95
  10. TRECKKER TAN LEATHER BOOTS

    TRECKKER TAN LEATHER BOOTS

    $219.95
  11. TRECKKER GREY LEATHER BOOTS

    TRECKKER GREY LEATHER BOOTS

    $219.95
  12. URGE COGNAC LEATHER BOOTS

    URGE COGNAC LEATHER BOOTS

    $219.95
  13. URGE BLACK LEATHER BOOTS

    URGE BLACK LEATHER BOOTS

    $219.95
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