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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, Brunello Cucinelli, and Tod's have you covered with a selection of Chelsea boots, leather, suede, and driving boots.

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Officine Creative
Santoni
Brunello Cucinelli
Tod's
Henderson
+1 More
91 items

BOSS

Clay Suede Desert Boots

$245.99$328Save 25%

BOSS

Clay Suede Desert Boots

$245.99$328Save 25%

Berluti

Échappée Scritto Suede Slip-Ons

$1710

BOSS

Sienne Grained Leather Desert Boots

$245.99$328Save 25%

Officine Creative

Frame Suede Half Boots

$725

Officine Creative

Frame Suede Half Boots

$725

Henderson

Yacht Nubuck Leather Loafers

$595

Paul Smith

Drummond Suede Desert Boots

$345.99$495Save 30%

Paul Smith

Drummond Suede Desert Boots

$370.99$495Save 25%

Pajar

Ely Waterproof Leather-Shearling Boots

$498

Henderson

Deerskin Shearling Lined Cap-Toe Zip Boot

$925

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Henderson

Deerskin Shearling Lined Cap-Toe Zip Boot

$925

To Boot New York

Largo Leather Chelsea Boots

$615

BOSS

Tayil Leather Dress Chelsea Boots

$248

Canada Goose

Journey Lite Boots

$795

Moncler

Peka Nubuck Ankle Boots

$1235

Pajar

William Waterproof Leather-Shearling Boots

$397.99$498Save 20%

Magnanni

Lonny Leather Chelsea Boots

$675

Brunello Cucinelli

Plaintoe Grain Leather Shearling Boots

$2150

Pajar

Maddox Boots

$345

Moncler

Peka Trek Leather Hiking Boots

$1255

Canada Goose

Journey Lite Suede Boots

$795

Church's

Leicester Polished Leather Chelsea Boots

$1650

Harold

Leather Boots

$650

Santoni

Gregory Quilted Suede Lug Boots

$1160

Pajar

Fero 2.0 Lace-Up Short Hiker Boots

$211.99$265Save 20%

Thom Browne

Calf Leather Lace-Up Boots

$1334.99$1780Save 25%

Prada

Spazzolato Triangolo Leather Ankle Boots

$1820

Church's

Ryder Suede Desert Boots

$1470

Santoni

Burnished Unconstructed Suede Boots

$1630

Prada

Brixxen Polished Leather Chelsea Boots

$1920

Santoni

Burnished Unconstructed Suede Boots

$1630

Diemme

Roccia Vet Gomma Leather Hiking Boots

$489.99$700Save 30%

Tod's

Suede Desert Boots

$815

Moncler

Hevea City Leather Apron Lug Boots

$1290

Prada

St. Moritz Leather Hiking Boots

$1990

Giorgio Armani

Grained Deerskin Leather Chelsea Boots

$1375

MM6 Maison Margiela

X Dr. Martens 1490 Twist 10 Eye Ankle Boots

$550

Magnanni

Grained Leather Chelsea Boots

$675

Tod's

Suede Desert Boots

$835

Tod's

Suede Desert Boots

$815

Bontoni

Pebbled Leather Desert Boots

$1975

Tod's

Leather Chelsea Boots

$925

Tod's

Polished Leather Ankle Boots

$925

Church's

Coalport 2 Grain Leather Lug Boots

$1820

Tod's

Suede Desert Boots

$651.99$815Save 20%

Brunello Cucinelli

Grain Leather Lug Boots

$1795

Barrett

Burnished Leather Lace-up Boots

$895

Santoni

Polished Leather Chelsea Boots

$1290

Tod's

Gommino Suede Leather Boots

$755.99$1260Save 40%

Brunello Cucinelli

Leather Corduroy Tongue Monkey Boots

$1650

Tod's

Leather Desert Boots

$980

Santoni

Burnished Leather Chelsea Boots

$1290

Bontoni

Conero Calf Leather Lug Boots

$1975

Moncler

Peka Camp Suede & Grained Leather Hiking Boots

$1235

Henderson

Pebbled Leather Lace-Up Boots

$795

Prada

Monolith Polished Leather Lug Boots

$2050

Giorgio Armani

Nubuck ankle boots

$1595

Pajar

Trigger Nylon Waterproof Boots

$275

Canada Goose

Journey Lite Boots

$795

Canada Goose

Journey Boots

$795

Brunello Cucinelli

Polished Leather Chelsea Boots

$2050

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Brunello Cucinelli

Nubuck Hiking Boots

$1950

To Boot New York

Largo Leather Chelsea Boots

$615

TOM FORD

Suede Leather Desert Boots

$1880

Berluti

Ultima Shearling & Leather Boots

$3750

Berluti

Equilibre Leather Boots

$4100

Brioni

Journey Suede Desert Boots

$1650

Officine Creative

Lace-Up Leather Boots

$1095

Tod's

Suede Leather Lug Boots

$835.99$1115Save 25%

Harold

Burnished Pebbled Leather Boots

$650

Brunello Cucinelli

Suede Leather Chelsea Boots

$1500

Brunello Cucinelli

Nubuck Leather Lug Boots

$1750

To Boot New York

Bedell Leather Chelsea Boots

$740

Brioni

Journey Suede Desert Boots

$1650

Berluti

Échappée Suede Mid Top Boots

$1640

Berluti

Brunico 2 Scritto Leather Boots

$4200

Berluti

Ultima Neo Shearling Leather Boot

$3250

Emporio Armani

Leather Beatle Boots

$895

TOM FORD

Crocodile Print Chelsea Boots

$3040

Emporio Armani

Suede Lace-Up Desert Boots

$475

Santoni

Suede Shearling Lined Boots

$1290

Henderson

Pebbled Leather Lace-Up Boots

$795

Santoni

Suede Leather Half Boots

$1000

Berluti

Butteri Western Leather Boots

$4050

Berluti

Alessio Scritto Leather Boots

$3800

Berluti

Echappée Shearling-Lined Suede Slip-Ons

$2030

Berluti

Echappée Suede Boots

$2190