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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.

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Pajar
To Boot New York
BOSS
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82 items
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Diemme

Roccia Vet Waterproof Hiking Boots

$482.99$690Save 30%

Tod's

Suede Desert Boots

$835

Tod's

Suede Desert Boots

$835

Harold

Danite Suede Desert Boot

$329.99$550Save 40%

Brunello Cucinelli

Suede Flex Desert Boots

$1075

To Boot New York

Leather Desert Boot

$560

To Boot New York

Richard Grained Leather Chukka Boots

$560

BOSS

Calev Suede Desert Boots

$237.99$298Save 20%

Canada Goose

Journey Lite Boots

$795

Pajar

Fero Hiking Boot

$255

Canada Goose

Journey Lite Boots

$795

Barrett

Leather Lace-Up Boots

$825

Paul Smith

Barents Spazzolato Leather Lace-Up Boots

$374.99$625Save 40%

Kiton

Raffaello Leather Desert Boots

$2156.99$3595Save 40%

Berluti

Equilibre Leather Boots

$3950

Thom Browne

Pebble Grain Leather Lace-up Boots

$1320

Moncler

Peka Trek Leather Hiking Boots

$1220

Moncler

Peka Trek Leather Hiking Boots

$1220

Santoni

Burnished Spazzolato Leather Lace-Up Boots

$996.99$1425Save 30%

To Boot New York

Burkett Suede Captoe Boots

$615

To Boot New York

Varenne Leather Boots

$590

Swims

Helmut Hybrid Boots

$297.99$398Save 25%

To Boot New York

Burkett Suede Captoe Boots

$615

Swims

Fjell Boots

$297.99$398Save 25%

Berluti

Ultima Shearling & Leather Boots

$4050

Berluti

Brunico 2 Scritto Leather Boots

$4050

Doucal's

Leather Lug Hiker Boots

$289.99$725Save 60%

Pajar

Maddox Boots

$340

Diemme

Roccia Vet Sport Hiking Boots

$482.99$690Save 30%

Tod's

Polished Leather Ankle Boots

$925

Henderson

Deerskin Leather Lace-Up Boots

$775

Moncler

Peka Hiking Boots

$1045

To Boot New York

Major Leather Lug Boots

$590

Tod's

Suede Desert Boots

$815

Brunello Cucinelli

Mountain-Style Suede Lace-Up Boots

$929.99$1550Save 40%

BOSS

Calev Suede Desert Boots

$237.99$298Save 20%

Prada

Brixxen Leather Hiking Boots

$1720

Swims

Helmut Hybrid Boots

$297.99$398Save 25%

Church's

Ryder 3 LW Suede Desert Boot

$1390

Swims

Fjell Boots

$297.99$398Save 25%

Loro Piana

Gravel Hiking Boots

$2530

Harold

Leather Lug Hiking Boot

$650

Harold

Suede Lace-Up Hiking Boot

$485.99$695Save 30%

Harold

Suede Lace-Up Hiking Boots

$650

Brunello Cucinelli

Lace-Up Leather Hiking Boots

$1850

Brunello Cucinelli

Lace Up Suede Boots

$896.99$1495Save 40%

BOSS

Calev Textured Leather Boots

$245.99$328Save 25%

Harold

Suede Lace-Up Lug Boot

$415.99$595Save 30%

Harold

Danite Suede Desert Boots

$329.99$550Save 40%

Henderson

Suede Lace-Up Hiking Boots

$542.99$725Save 25%

Prada

Brixxen Matte Leather Hiking Boots

$1690

Tod's

Suede Desert Boots

$610.99$815Save 25%

Harold

Suede Brogued Cap-Toe Lace-Up Boot

$650

Harold

Polished Leather Cap-Toe Boots

$454.99$650Save 30%

Prada

Spazzolato Leather Boots

$1490

Prada

Brixxen Hiking Boots

$1590

Diemme

Roccia Vet Suede Boot

$482.99$690Save 30%

Harold

Suede Lace-Up Lug Boot

$415.99$595Save 30%

Brunello Cucinelli

Suede Wingtip Lace-Up Boots

$956.99$1595Save 40%

Henderson

Suede & Leather Lace-Up Hiker Boots

$542.99$725Save 25%

Harold

Danite Suede Desert Boots

$550

Santoni

Burnished Grained Leather Lace-Up Boots

$1895

Kiton

Lace-Up Hiking Boots

$1136.99$1895Save 40%

Diemme

Roccia Vet Grain Leather Hiking Boots

$436.99$625Save 30%

Brunello Cucinelli

Grain Nubuck Hiking Boots

$1895

Canali

Burnished Leather Lace-Up Combat Boots

$795

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Canali

Suede Lace-Up Combat Boots

$725

Tod's

Suede Desert Boots

$815

Geox

Tiberio Leather Hiking Boots

$240

Berluti

Aspen Leather Alpine Boot

$3500

Moncler

Peka Hiking Boots

$1095

Geox

Faloria Abx Ankle Boots

$270

Geox

Faloria Abx Ankle Boots

$270

Geox

Tiberio Leather Hiking Boots

$240

Geox

Walk Pleasure Leather Derbies

$250

Geox

Granito + Grip Abx Ankle Boots

$230

Geox

Granito + Grip Abx Ankle Boots

$230

Geox

Lagorai + Grip Ankle Boots

$240

Geox

Lagorai + Grip Ankle Boots

$240

Geox

Decio Leather Ankle Boots

$230

Geox

Spherica 4x4 Abx Ankle Boots

$220