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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, Zegna, and John Varvatos have you covered with a selection of Chelsea boots, leather, suede, and driving boots.

Shop by Designer

Tod's
Brunello Cucinelli
To Boot New York
Geox
Officine Creative
+1 More
160 items

BOSS

Tayil Leather Dress Chelsea Boots

$248

Santoni

Burnished Leather Chelsea Boots

$1290

Brunello Cucinelli

Printed Nubuck Boots

$1109.99$1850Save 40%

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$925

Santoni

Suede Leather Half Boots

$1000

Officine Creative

Lace-Up Leather Boots

$1095

Geox

Spherica Actif Boots

$220

To Boot New York

Largo Leather Chelsea Boots

$615

UGG

Butte Winter Boots

$300

Pajar

William Waterproof Leather-Shearling Boots

$498

BOSS

Larry Halb Gore-Tex Leather Dress Boots

$260.99$348Save 25%

Canada Goose

Journey Lite Boots

$795

Harold

Leather Boots

$650

Magnanni

Lonny Leather Chelsea Boots

$675

Paul Smith

Cedric Suede Chelsea Boots

$355.99$475Save 25%

BOSS

Julyo Grained Leather Lug Boots

$260.99$348Save 25%

Moncler

Peka Nubuck Ankle Boots

$1235

Brunello Cucinelli

Plaintoe Grain Leather Shearling Boots

$2150

Paul Smith

Oiled Suede Wedge Boots

$246.99$495Save 50%

To Boot New York

Hollowell Grain Leather Boots

$419.99$560Save 25%

Paul Smith

Cedric Polished Leather Dress Boots

$355.99$475Save 25%

Paul Smith

Cedric Suede Chelsea Boots

$355.99$475Save 25%

Harold

Suede Crepe Cap Toe Lace-Up Boots

$625

Church's

Leicester Polished Leather Chelsea Boots

$1650

Officine Creative

Suede Leather Chelsea Boots

$625.99$895Save 30%

Thom Browne

Calf Leather Lace-Up Boots

$1780

Diemme

Roccia Vet Gomma Leather Hiking Boots

$489.99$700Save 30%

Diemme

Roccia Vet Gomma Grained Leather Hiking Boots

$489.99$700Save 30%

Prada

Spazzolato Triangolo Leather Ankle Boots

$1820

Church's

Ryder Suede Desert Boots

$1470

Santoni

Gregory Quilted Suede Lug Boots

$1160

Moncler

Hevea City Leather Apron Lug Boots

$1290

Harold

Suede & Leather Mudguard Lug Boots

$454.99$650Save 30%

Santoni

Burnished Unconstructed Suede Boots

$1630

Santoni

Burnished Unconstructed Suede Boots

$1630

Prada

Brixxen Polished Leather Chelsea Boots

$1920

Diemme

Roccia Vet Gomma Leather Hiking Boots

$489.99$700Save 30%

Diemme

Roccia Vet Suede Hiking Boots

$419.99$600Save 30%

Bontoni

Pebbled Leather Desert Boots

$1975

MM6 Maison Margiela

X Dr. Martens 1490 Twist 10 Eye Ankle Boots

$550

Tod's

Suede Desert Boots

$815

Tod's

Leather Chelsea Boots

$925

Church's

Coalport 2 Grain Leather Lug Boots

$1820

To Boot New York

Largo Leather Chelsea Boots

$615

Magnanni

Grained Leather Chelsea Boots

$675

Brunello Cucinelli

Grain Leather Lug Boots

$1795

Canali

Suede Lace-Up Combat Boots

$850

Tod's

Suede Leather Lug Boots

$835.99$1115Save 25%

Tod's

Gommino Suede Leather Boots

$944.99$1260Save 25%

BOSS

Julyo Grained Leather Lug Boots

$260.99$348Save 25%

Santoni

Polished Leather Chelsea Boots

$1290

Pajar

Crypto Suede Heritage Chelsea Boots

$395

Henderson

Pebbled Leather Lace-Up Boots

$795

Barrett

Burnished Leather Lace-up Boots

$895

Bontoni

Conero Calf Leather Lug Boots

$1975

Officine Creative

Eventual 103 Chelsea Boots

$695.99$995Save 30%

Brunello Cucinelli

Polished Leather Chelsea Boots

$1850

Officine Creative

Suede Leather Chelsea Boots

$625.99$895Save 30%

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Prada

Monolith Polished Leather Lug Boots

$2050

Canali

Burnished Leather Lace-Up Combat Boots

$850

To Boot New York

Atticus Suede Cowboy Boots

$591.99$740Save 20%

To Boot New York

Belvedere Leather Western Boots

$591.99$740Save 20%

Paul Smith

Oiled Suede Wedge Boots

$246.99$495Save 50%

Harold

Burnished Pebbled Leather Boots

$650

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Brunello Cucinelli

Printed Nubuck Leather Shearling Boots

$1259.99$2100Save 40%

To Boot New York

Bedell Leather Chelsea Boots

$740

Brunello Cucinelli

Suede Leather Chelsea Boots

$1450

TOM FORD

Crocodile Print Chelsea Boots

$3040

Brioni

Burnished Leather Chelsea Boots

$2020.99$2695Save 25%

BOSS

Larry Halb Gore-Tex Leather Boots

$260.99$348Save 25%

Santoni

Suede Leather Half Boots

$1000

Geox

Nebula Boots

$230

Geox

Spherica Actif Boots

$220

Geox

Nebula Boots

$230

Geox

Granito Boots

$220

Geox

Granito Boots

$220

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$925

Pajar

Ely Waterproof Leather-Shearling Boots

$498

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Pajar

Maddox Boots

$345

UGG

Butte Winter Boots

$300

BOSS

Nebular Leather Lace-Up Boots

$277.99$348Save 20%

Moncler

Peka Trek Leather Hiking Boots

$1255

Ferragamo

Cervia Suede Boots

$906.99$1210Save 25%

Pajar

Gallard Suede Ice Grippers Heritage Hiking Boots

$525

BOSS

Clay Suede Desert Boots

$328

BOSS

Clay Suede Desert Boots

$328

Canada Goose

Journey Lite Suede Boots

$795

To Boot New York

Javier Suede Chukka Boots

$600

Ferragamo

Cervia Suede Boots

$906.99$1210Save 25%

Paul Smith

Tobruk Suede Boots

$331.99$475Save 30%

Canada Goose

Journey Lite Boots

$795

Harold

Suede Fur-Lined Hiker Boots

$695

Prada

St. Moritz Leather Hiking Boots

$1990

Santoni

Polished Leather Chelsea Boots

$611.99$875Save 30%

Santoni

Suede City Hiker Boots

$902.99$1290Save 30%

Tod's

Suede Desert Boots

$815

Giorgio Armani

Neve Iridescent Boots

$2395