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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
To Boot New York
Brunello Cucinelli
Diemme
Moncler
75 items

BOSS

Tayil Leather Dress Chelsea Boots

$248

Harold

Burnished Pebbled Leather Boots

$650

Harold

Danite Suede Desert Boots

$550

Officine Creative

Suede Leather Chelsea Boots

$895

Officine Creative

Suede Leather Chelsea Boots

$895

Officine Creative

Eventual 103 Chelsea Boots

$995

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Canada Goose

Journey Lite Boots

$795

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$925

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$925

Bontoni

Pebbled Leather Desert Boots

$1975

Brioni

Journey Suede Desert Boots

$1650

Henderson

Pebbled Leather Lace-Up Boots

$795

Brioni

Journey Suede Desert Boots

$1650

TOM FORD

Suede Leather Desert Boots

$1880

Brioni

Suede Leather Captoe Boots

$2495

Tod's

Leather Desert Boots

$980

TOM FORD

Crocodile Print Chelsea Boots

$3040

Tod's

Suede Desert Boots

$815

Tod's

Suede Desert Boots

$815

Tod's

Suede Desert Boots

$815

To Boot New York

Bedell Leather Chelsea Boots

$740

To Boot New York

Atticus Suede Cowboy Boots

$740

To Boot New York

Belvedere Leather Western Boots

$740

Thom Browne

Calf Leather Lace-Up Boots

$1780

To Boot New York

Largo Leather Chelsea Boots

$615

Berluti

Échappée Suede Mid Top Boots

$1630

Magnanni

Grained Leather Chelsea Boots

$675

Magnanni

Lonny Leather Chelsea Boots

$675

Emporio Armani

Leather Beatle Boots

$895

Berluti

Échappée Suede Mid Top Boots

$1590

Berluti

Brunico 2 Scritto Leather Boots

$4050

Berluti

Equilibre Leather Boots

$3950

Berluti

Ultima Shearling & Leather Boots

$4050

Santoni

Polished Leather Chelsea Boots

$875

Pajar

Maddox Boots

$345

Pajar

Ely Waterproof Leather-Shearling Boots

$498

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Pajar

Trigger Nylon Waterproof Boots

$275

Canali

Suede Lace-Up Combat Boots

$850

Canada Goose

Journey Lite Boots

$795

Canada Goose

Journey Boots

$795

Brunello Cucinelli

Suede Hiking Boots

$2395

Brunello Cucinelli

Lace-Up Leather Hiking Boots

$1850

Tod's

Suede Desert Boots

$835

Emporio Armani

Suede Lace-Up Desert Boots

$475

Giorgio Armani

Grained Deerskin Leather Chelsea Boots

$1375

Tod's

Leather Chelsea Boots

$925

Brunello Cucinelli

Lace-Up Pebbled Leather Hiking Boots

$1995

Berluti

Ultima Neo Shearling Leather Boot

$3850

Tod's

Polished Leather Ankle Boots

$925

Geox

Granito Boots

$220

Geox

Granito Boots

$220

Geox

Spherica Actif Boots

$220

Geox

Spherica Actif Boots

$220

Geox

Nebula Boots

$230

Geox

Granito Boots

$220

Geox

Granito Boots

$220

Geox

Adacter H Ankle Boots

$200

Geox

Tiberio Leather Hiking Boots

$240

Geox

Tiberio Leather Hiking Boots

$240

Geox

Tiberio Chelsea Boots

$240

Geox

Tiberio Chelsea Boots

$240

Geox

Adacter H Ankle Boots

$200

Geox

Adacter H Ankle Boots

$200

Geox

Faloria Abx Ankle Boots

$270

Geox

Faloria Abx Ankle Boots

$270

Geox

Walk Pleasure Leather Derbies

$250

Geox

Terence Ankle Boots

$230

Moncler

Peka Trek Hiking Boots

$665.99$1115Save 40%

Diemme

Roccia Vet Sport Hiking Boots

$399.99$690Save 42%

Diemme

Ramon Suede Chelsea Boots

$399.99$595Save 33%

Diemme

Roccia Vet Suede Boot

$399.99$690Save 42%

Brunello Cucinelli

Suede Flex Desert Boots

$644.99$1075Save 40%