All Styles

225 products

  • A person wears Alden Madisons 404 - Indy Boot in Kudu (Oiled CXL) with Vibram Lug Outsoles. The jeans are rolled to reveal a striped denim cuff, set against a textured dark green wall.

    Indy Boot in Kudu (Oiled CXL) 404

    $730.00 USD
    $730.00 USD
  • A pair of Alden Madisons 9694F Flex Penny Loafers in Brown Lady Calf, crafted on a Copley last with a polished finish, rests on a textured street surface, set against an urban backdrop with blurred elements like cars and barricades.

    Flex Penny Loafer in Brown Lady Calf 9694F

    $708.00 USD
    $708.00 USD
  • A pair of Alden Madisons D9867HC- Stitchup 2/2 Boot in Black Shell Cordovan, featuring polished black leather and red laces with eyelets, rests on a concrete surface. The rugged Commando sole enhances durability, with dry leaves in the background adding a Stitchdown.com style aesthetic.

    Stitchup 2/2 Boot in Black Shell Cordovan D9867HC

    $986.00 USD
    $986.00 USD
  • The Alden Madison D1848H - Plain Toe Boot in Brown Chromexcel features lace-up styling, silver eyelets, and crepe rubber soles, shown side by side on a plain light background.

    Plain Toe Boot in Brown Chromexcel D1848H

    $764.00 USD
    $764.00 USD
  • The Alden Madison 2160 - Cap Toe Blucher in Color 8 Shell Cordovan, featuring a Double Oak Leather Outsole, is displayed on a decorative metal manhole cover with a blurred street and crosswalk in the background.

    Cap Toe Blucher in Color 8 Shell Cordovan 2160

    $983.00 USD
    $983.00 USD
  • The Alden Madison 9751 Long Wing Blucher in Black Shell Cordovan, featuring brogue detailing and a Double Oak Leather Sole, sits on a tree stump amid grass and fallen leaves.

    Long Wing Blucher in Black Shell Cordovan 9751

    $1,020.00 USD
    $1,020.00 USD
  • A pair of Alden Madison 9341 - Plain Toe Bal shoes in exquisite Black Shell Cordovan, featuring brown interiors and an Aberdeen last design, rests on moss-covered stone steps outdoors with neatly tied laces as grass peeks through the steps.

    Plain Toe Bal in Black Shell Cordovan 9341

    $990.00 USD
    $990.00 USD
  • The D0109 - Full Strap Loafer in Snuff Suede from Alden Madison rests on a concrete step. Featuring a penny slot on the vamp, visible stitch pattern, and dark leather outsole, they exude classic elegance against a dark textured wall.

    Full Strap Loafer in Snuff Suede D0109

    $724.00 USD
    $724.00 USD
  • A hand displays the Alden Madison 1272S Chukka Boot in brown Kudu leather with a lug rubber sole, set against a blurred city skyline and bright blue sky.

    Chukka Boot in Kudu Leather 1272S

    $716.00 USD
    $716.00 USD
  • Alden Madison’s 702 - Mocc Toe Blucher in Snuff Suede, featuring a lace-up design and Dress Rubber Sole on the Orleans Last, is displayed outdoors—one upright and one showing the sole—on a paved surface beside a wooden fence.

    Mocc Toe Blucher in Snuff Suede 702

    $704.00 USD
    $704.00 USD
  • The Alden Madison D6616 V-Tip Split Toe Blucher in Color 8 Shell Cordovan, with a polished finish and visible stitching, dangle by their laces against a textured dark background, revealing slightly visible soles.

    Tip Split Toe Blucher in Color 8 Shell Cordovan D6616

    $960.00 USD
    $960.00 USD
  • A single Alden Madison 96803 - Dirty Buck in Tan Suede shoe with a red rubber sole is resting on a wooden fence. The blurred background highlights its lightweight, classic design.

    Dirty Buck in Tan Suede 96803

    $732.00 USD
    $732.00 USD
  • Alden Madison 13781C Chukka Boot in Brown Chromexcel with black laces, classic Barrie Last, and durable Commando Sole, shown on a metal grate with a blurred background—combining all-day comfort and timeless style.

    Chukka Boot in Brown Chromexcel 13781C

    $778.00 USD
    $778.00 USD
  • The Alden Madison D1926H - Porter Indy Boot, made from Kudu leather, features tan stitching, beige and textured soles on a city street. Gold eyelets contrast with blurred buildings and trees in the background.

    Porter Indy Boot in Kudu Leather D1926H

    $755.00 USD
    $755.00 USD
  • A pair of Alden Madisons D2824HC Cap Toe Boots, crafted from Color 8 Shell with intricate stitching and striking red soles, rest against a textured surface. Their sleek design stands out against a blurred urban backdrop adorned with glimmering lights.

    Cap Toe Boot w Commando in Color 8 Shell D2824HC

    $1,040.00 USD
    $1,040.00 USD
  • The Alden Madison 1492 - Unlined Chukka in Brown Suede, featuring laces and a Single Flex Leather Sole, is displayed on a weathered wooden surface with an orange wooden wall as the backdrop.

    Unlined Chukka in Brown Suede. 1492

    $730.00 USD
    $730.00 USD