Skip to content

Boots

From winter boots to dress boots, Harry Rosen features a wide range of designer men's styles. Whether you're shopping for a fur-lined pair or the ultimate in weatherproof footwear, Santoni, To Boot New York, ZEGNA, and John Varvatos have you covered with a selection of Chelsea boots, leather, suede, and driving boots.

Shop by Designer

Pajar
To Boot New York
BOSS
Harold
Loro Piana
+3 More
54 items
Active filters (1):
  • Leather

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Pajar

Ely Waterproof Leather-Shearling Boots

$498

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$925

Canada Goose

Journey Lite Boots

$795

To Boot New York

Largo Leather Chelsea Boots

$615

Tod's

Leather Chelsea Boots

$925

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$925

Canali

Burnished Leather Lace-Up Combat Boots

$850

Tod's

Leather Desert Boots

$980

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Pajar

Carson Waterproof Leather-Shearling Boots

$498

Moncler

Peka Hiking Boots

$656.99$1095Save 40%

Pajar

Fero Hiking Boot

$255

Pajar

Konnor Waterproof Leather-Nylon Boots

$450

Tod's

Brushed Leather Chelsea Boots

$536.99$985Save 45%

To Boot New York

Richard Grained Leather Chukka Boots

$419.99$560Save 25%

To Boot New York

Leather Desert Boot

$419.99$560Save 25%

Canada Goose

Journey Lite Boots

$795

Barrett

Leather Lace-Up Boots

$825

To Boot New York

Major Leather Lug Boots

$590

Kiton

Raffaello Leather Desert Boots

$2156.99$3595Save 40%

Moncler

Peka Trek Leather Hiking Boots

$731.99$1210Save 40%

Berluti

Equilibre Leather Boots

$3950

Officine Creative

Bristol 005 Distressed Leather Chelsea Boots

$695.99$995Save 30%

Thom Browne

Pebble Grain Leather Lace-up Boots

$1320

To Boot New York

Largo Leather Chelsea Boots

$590

Santoni

Burnished Spazzolato Leather Lace-Up Boots

$996.99$1425Save 30%

To Boot New York

Varenne Leather Boots

$590

Santoni

Polished Leather Chelsea Boots

$875

Tod's

Polished Leather Ankle Boots

$925

Henderson

Deerskin Leather Lace-Up Boots

$775

Santoni

Atlantis Polished Leather Chelsea Boots

$629.99$1050Save 40%

Santoni

Spazzolato Leather Chelsea Boot

$944.99$1350Save 30%

Marni

Chunky Toed Calf Leather Lace-up Combat Boots

$1395

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Ferragamo

Falco Chelsea Boots

$1650

Prada

Brixxen Leather Hiking Boots

$1289.99$1720Save 25%

Ferragamo

Falco Chelsea Boots

$1650

Berluti

Ultima Shearling & Leather Boots

$4050

Diemme

Roccia Vet Grain Leather Hiking Boots

$436.99$625Save 30%

BOSS

Calev Textured Leather Boots

$245.99$328Save 25%

Santoni

Burnished Grained Leather Chelsea Boots

$1420.99$1895Save 25%

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Harold

Polished Leather Cap-Toe Boots

$454.99$650Save 30%

Prada

Brixxen Hiking Boots

$1191.99$1590Save 25%

Prada

Brixxen Matte Leather Hiking Boots

$1690

Berluti

Brunico 2 Scritto Leather Boots

$4050

Prada

Spazzolato Leather Boots

$1490

Officine Creative

Vail 017 Distressed Burnished Leather Chelsea Boots

$695.99$995Save 30%

Prada

Angular Toe Short Chelsea Boot

$1650

Santoni

Burnished Grained Leather Lace-Up Boots

$1895

Berluti

Ultima Neo Shearling Leather Boot

$3850

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895