Afterpay

Shoes

Welcome to Windsorsmith men's shoe collection. Explore classic leather dress shoes, casual leather and suede shoes, canvas shoes, boat shoes, smart casual sneakers and brogue shoes.Explore classic black leather shoes, brown leather shoes, featuring both Oxford and Derby designs. Crafted with expertise for quality and comfort, our men's leather shoes are the epitome of style. Whether you're in need of casual canvas slip-ons or smart casual sneakers, we have you covered.Experience quality and style with every step.

Shop By
per page
Set Descending Direction
  1. MASSIMO BLACK LEATHER SHOES
  2. PEARSON BLACK LEATHER SHOES
  3. PITT BLACK PATENT SHOES
  4. DENZEL BROWN LEATHER SHOES
  5. DENZEL BLACK LEATHER SHOES
  6. FRANCIS BLACK LEATHER SHOES
  7. DAMIR BROWN LEATHER SHOES
  8. DAMIR BLACK LEATHER SHOES
  9. DIEGO BLACK LEATHER SHOES
  10. DAVIDE BLACK LEATHER SHOES
  11. DAVIDE BROWN LEATHER SHOES
  12. THEO BLACK LEATHER
  13. OSBORNE BLACK LEATHER SHOES
  14. SAUL BLACK LEATHER SHOES
  15. ROCKET BLACK LEATHER SHOES
  16. JAGGER BLACK LEATHER SHOES
  17. JAKE BLACK LEATHER SHOES
  18. Men's brown derby brogue shoes on side view - Edward by Windsor Smith
  19. Men's black lace-up dress shoe for grooms and groomsmen.
  20. Men's Tan Cognac Dress Shoes - side view. Windsor Smith
  21. LUCA BLACK LEATHER SHOES
  22. NOAH BLACK LEATHER SHOES
  23. NOAH BROWN LEATHER SHOES
  24. WILL KHAKI LEATHER SHOES
  25. BOSTON MARON SUEDE SHOES
  26. BOSTON TRUE NAVY SUEDE SHOES
  27. BRONX NAVY CANVAS SHOES
  28. CODY MARON SUEDE SHOES
  29. WILL BLUE LEATHER SHOES
  30. TATE KHAKI LEATHER SHOES
  31. TATE BLUE LEATHER SHOES
  32. CEDRIC NAVY CANVAS SHOES
  33. CEDRIC KHAKI CANVAS SHOES
  34. HENDRIK TAN LEATHER SHOES
  35. HENDRIK KHAKI LEATHER SHOES
  36. WASSP NAVY SUEDE LOAFERS
  37. WASSP TOBACCO SUEDE LOAFERS
  38. 369 NAVY LEATHER LOAFERS
  39. 369 TAUPE LEATHER LOAFERS
  40. 369 BROWN LEATHER LOAFERS
  41. CARTER TAN LEATHER SHOES
  42. ART157 BLACK LEATHER SHOES
  43. ART157 GREY LEATHER SHOES
  44. ART157 TAN LEATHER SHOES
  45. ROCCO NAVY SUEDE LOAFERS
  46. ROCCO STEEL SUEDE LOAFERS
  47. SCOTT NAVY SUEDE SHOES
  48. SCOTT FAWN SUEDE SHOES
  49. STANLEY BLACK CANVAS SHOES
  50. STANLEY ASH CANVAS SHOES
  51. RYAN NAVY CANVAS LOAFERS
Shop By
per page
Set Descending Direction