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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
Harold
Loro Piana
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131 items

Emporio Armani

Leather Beatle Boots

$536.99$895Save 40%

Berluti

Échappée Suede Mid Top Boots

$1590

Moncler

Peka Trek Hiking Boots

$776.99$1115Save 30%

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

$590

Berluti

Échappée Suede Mid Top Boots

$1630

Magnanni

Grained Leather Chelsea Boots

$675

Geox

Tiberio Chelsea Boots

$240

Geox

Tiberio Chelsea Boots

$240

Geox

Adacter H Ankle Boots

$200

Geox

Adacter H Ankle Boots

$200

Geox

Tiberio Leather Hiking Boots

$240

Geox

Tiberio Leather Hiking Boots

$240

Geox

Faloria Abx Ankle Boots

$270

Geox

Faloria Abx Ankle Boots

$270

Geox

Adacter H Ankle Boots

$200

Geox

Walk Pleasure Leather Derbies

$250

Berluti

Brunico 2 Scritto Leather Boots

$4050

Berluti

Equilibre Leather Boots

$3950

Berluti

Ultima Shearling & Leather Boots

$4050

Moncler

Peka Hiking Boots

$730.99$1115Save 34%

Santoni

Polished Leather Chelsea Boots

$875

Prada

Spazzolato Leather Boots

$1490

Santoni

Grain Nubuck Leather Shearling Lined Hiking Boot

$874.99$1250Save 30%

Santoni

Spazzolato Leather Chelsea Boot

$944.99$1350Save 30%

Santoni

Burnished Spazzolato Leather Lace-Up Boots

$996.99$1425Save 30%

Santoni

Suede Fur Lined Slip-On Half Boots

$674.99$1125Save 40%

BOSS

Calev Textured Leather Boots

$245.99$328Save 25%

Diemme

Roccia Vet Grain Leather Hiking Boots

$436.99$625Save 30%

Diemme

Roccia Vet Sport Hiking Boots

$482.99$690Save 30%

Diemme

Ramon Suede Chelsea Boots

$415.99$595Save 30%

Diemme

Roccia Vet Suede Boot

$482.99$690Save 30%

Diemme

Roccia Vet Waterproof Hiking Boots

$482.99$690Save 30%

Magnanni

Malone II Desert Boots

$675

Magnanni

Valerio Cap Toe Leather Chelsea Boots

$695

Pajar

Maddox Boots

$340

Pajar

Konnor Waterproof Leather-Nylon Boots

$450

Pajar

Mumford Waterproof Suede-Shearling Boots

$498

Pajar

Mumford Waterproof Suede-Shearling Boots

$498

Pajar

Ely Waterproof Leather-Shearling Boots

$498

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Pajar

Carson Waterproof Leather-Shearling Boots

$498

Pajar

Carson Waterproof Leather-Shearling Boots

$498

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Pajar

Fero Hiking Boot

$255

Pajar

Trigger Nylon Waterproof Boots

$270

Harold

Suede Brogued Cap-Toe Lace-Up Boot

$650

Harold

Suede Lace-Up Lug Boot

$415.99$595Save 30%

Harold

Suede Lace-Up Lug Boot

$415.99$595Save 30%

Harold

Suede Lace-Up Hiking Boots

$650

Harold

Leather Lug Hiking Boot

$650

Harold

Suede Lace-Up Hiking Boot

$485.99$695Save 30%

Brioni

Grain Leather Lace-Up Lug Boots

$1815.99$2595Save 30%

Officine Creative

Vail 017 Distressed Burnished Leather Chelsea Boots

$695.99$995Save 30%

Officine Creative

Bristol 005 Distressed Leather Chelsea Boots

$695.99$995Save 30%

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Moncler

Peka Trek Leather Hiking Boots

$846.99$1210Save 30%

Moncler

Peka Trek Leather Hiking Boots

$846.99$1210Save 30%

Santoni

Suede Flex Sole Chelsea Boots

$1045.99$1395Save 25%

Santoni

Atlantis Polished Leather Chelsea Boots

$629.99$1050Save 40%

Santoni

Burnished Grained Leather Lace-Up Boots

$1895

Santoni

Burnished Grained Leather Chelsea Boots

$1420.99$1895Save 25%

Santoni

Suede Lace-Up Half Boots

$644.99$1075Save 40%

Bontoni

Diamante III Calf Leather Double Monkstraps

$1346.99$1925Save 30%

Bontoni

Cavaliere Leather Chelsea Boots

$1895

Bontoni

Cavaliere Burnished Leather Chelsea Boots

$1595

Bontoni

Cavaliere Leather Chelsea Boots

$1895

Bontoni

Allegro High Lugged Sole Boots

$1395.99$1995Save 30%

Canali

Burnished Leather Lace-Up Combat Boots

$795

Canali

Suede Lace-Up Combat Boots

$725

Prada

Brixxen Matte Leather Hiking Boots

$1690

Prada

Angular Toe Short Chelsea Boot

$1650

TOM FORD

Calfskin Leather Chelsea Boots

$2092.99$2990Save 30%

Canada Goose

Journey Lite Boots

$795

Canada Goose

Journey Lite Boots

$795

Henderson

Deerskin Leather Lace-Up Boots

$775

Henderson

Suede & Leather Lace-Up Hiker Boots

$542.99$725Save 25%

Henderson

Suede Lace-Up Hiking Boots

$542.99$725Save 25%

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$895

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$895

Canada Goose

Journey Boots

$795

Marni

Chunky Toed Calf Leather Lace-up Combat Boots

$1395

Brunello Cucinelli

Suede Hiking Boots

$2395

Moncler

Trailgrip Après Boots

$744.99$1070Save 30%

Moncler

Peka Hiking Boots

$765.99$1095Save 30%

Kiton

Lace-Up Hiking Boots

$1136.99$1895Save 40%

Brunello Cucinelli

Lace-Up Leather Hiking Boots

$1850

To Boot New York

Varenne Leather Boots

$590

To Boot New York

Burkett Suede Captoe Boots

$615

To Boot New York

Burkett Suede Captoe Boots

$615

To Boot New York

Major Leather Lug Boots

$590