Dress Boots

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  1. Men's Black wedding dress boot
  2. Men's Brown Dress Boot Wedding Groomsmen
  3. Men's Gusset Dress Boots
  5. Men's dress shoes
  6. Men's black ankle boot with elastic sides on a side view. Oliver Black by Windsor Smith
  7. Men's brown dress boot with elastic gusset sides. Oliver by Windsor Smith. Side view.




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Time to upgrade your basics dress boots with classic details such as, burnish finishes, metal details, gussets and polished leather. Designed in Australia, your boots will have you looking refined and ready to impress for your 9-5pm or your weekend plans! Shop our men’s dress boots online now!

At Windsor Smith, we understand how important your shoes are to impress those around you.

Men’s dress boots are all about combining functionality with style, carefully crafted for the impeccable professional and event dressing. At Windsor Smith we believe that detail is everything, and a good pair of Windsor Smith dress boots are a well needed investment. Focusing on immaculate details, our shoes are sophisticated, simple and refined.

Style is everything to us, and you can choose between classic black, tan or brown. Our timeless colour palette helps to ensure that your dress boots will fit seamlessly with different styles and outfits. Comfortable enough for all-day wear, or dancing the night away,  they are a sound investment that can help to round out any wardrobe and complete your collection.

With the range of classic colours to choose from, there’s a pair that’s perfect for every groom and groomsmen on the special day. It adds the final touch of class to every tuxedo, leaving every man looking stylish.

Windsor Smith has a huge variety of dress boots for men. Our well-seasoned collection includes our European collection, shoes designed in Australia, men’s leather shoes, men’s formal shoes, occasion shoes for men and professional shoes for men. We have our range available in an array of leathers, and timeless colours, to suit all personalities and occasions.

Want to buy now and split your payments up? Even though we offer very affordable pricing, we also offer Afterpay. This service splits your cost up into four easy payments, and you pay them every fortnight until you've paid your dress boots in full.

If you'd like help picking out the best men's dress boots, or if you have questions or concerns, you can contact our Customer Care today!