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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
+3 More
141 items

Moncler

Peka Trek Hiking Boots

$1110

Berluti

Échappée Suede Mid Top Boots

$1590

Emporio Armani

Leather Beatle Boots

$895

Berluti

Échappée Suede Mid Top Boots

$1630

Pajar

Mumford Waterproof Suede-Shearling Boots

$498

Pajar

Carson Waterproof Leather-Shearling Boots

$498

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Tod's

Suede Desert Boots

$583.99$835Save 30%

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Moncler

Peka Hiking Boots

$1095

Diemme

Roccia Vet Waterproof Hiking Boots

$482.99$690Save 30%

Tod's

Suede Desert Boots

$835

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Pajar

Ely Waterproof Leather-Shearling Boots

$498

Brunello Cucinelli

Suede Flex Desert Boots

$805.99$1075Save 25%

Pajar

Konnor Waterproof Leather-Nylon Boots

$450

Pajar

Fero Hiking Boot

$255

Harold

Danite Suede Desert Boot

$329.99$550Save 40%

Canada Goose

Journey Lite Boots

$795

Pajar

Carson Waterproof Leather-Shearling Boots

$498

To Boot New York

Richard Grained Leather Chukka Boots

$560

Diemme

Ramon Suede Chelsea Boots

$415.99$595Save 30%

Canada Goose

Journey Lite Boots

$795

Moncler

Peka Trek Leather Hiking Boots

$1220

To Boot New York

Leather Desert Boot

$560

To Boot New York

Major Leather Lug Boots

$590

Tod's

Brushed Leather Chelsea Boots

$985

To Boot New York

Largo Leather Chelsea Boots

$590

To Boot New York

Largo Leather Chelsea Boots

$590

Pajar

Mumford Waterproof Suede-Shearling Boots

$498

Kiton

Raffaello Leather Desert Boots

$2156.99$3595Save 40%

Thom Browne

Pebble Grain Leather Lace-up Boots

$1320

Berluti

Equilibre Leather Boots

$3950

Bontoni

Diamante III Calf Leather Double Monkstraps

$1346.99$1925Save 30%

Canada Goose

Waterproof Armstrong Boot

$895

To Boot New York

Burkett Suede Captoe Boots

$615

Moncler

Peka Trek Leather Hiking Boots

$1220

Santoni

Burnished Spazzolato Leather Lace-Up Boots

$996.99$1425Save 30%

To Boot New York

Varenne Leather Boots

$590

To Boot New York

Burkett Suede Captoe Boots

$615

Berluti

Ultima Shearling & Leather Boots

$4050

Officine Creative

Vail 017 Distressed Burnished Leather Chelsea Boots

$995

Diemme

Roccia Vet Sport Hiking Boots

$482.99$690Save 30%

Magnanni

Valerio Cap Toe Leather Chelsea Boots

$695

Magnanni

Malone II Desert Boots

$675

Barrett

Leather Lace-Up Boots

$825

Pajar

Maddox Boots

$340

Santoni

Polished Leather Chelsea Boots

$875

Canada Goose

Waterproof Armstrong Boot

$895

Giorgio Armani

Grained Deerskin Leather Chelsea Boots

$1375

Officine Creative

Bristol 005 Distressed Leather Chelsea Boots

$995

Tod's

Leather Chelsea Boots

$925

Tod's

Polished Leather Ankle Boots

$925

Santoni

Suede Fur Lined Slip-On Half Boots

$674.99$1125Save 40%

Santoni

Spazzolato Leather Chelsea Boot

$944.99$1350Save 30%

Canada Goose

Journey Boots

$795

Moncler

Peka Hiking Boots

$1045

Marni

Chunky Toed Calf Leather Lace-up Combat Boots

$1395

Brunello Cucinelli

Suede Hiking Boots

$2395

Santoni

Suede Lace-Up Half Boots

$644.99$1075Save 40%

Tod's

Suede Desert Boots

$815

Santoni

Atlantis Polished Leather Chelsea Boots

$629.99$1050Save 40%

Henderson

Deerskin Leather Lace-Up Boots

$775

Henderson

Deerskin Shearling Lined Captoe Zip Boot

$895

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Ferragamo

Falco Chelsea Boots

$1650

Santoni

Suede Flex Sole Chelsea Boots

$1045.99$1395Save 25%

Pajar

Trigger Nylon Waterproof Boots

$270

Ferragamo

Falco Chelsea Boots

$1650

BOSS

Colby Leather Chelsea Boots

$248

Moncler

Trailgrip Après Boots

$1065

Bontoni

Cavaliere Burnished Leather Chelsea Boots

$1595

Diemme

Roccia Vet Suede Boot

$482.99$690Save 30%

Brunello Cucinelli

Shearling Lined Deerskin Lace-up Boots

$2150

Brioni

Suede Leather Captoe Boots

$2495

Bontoni

Cavaliere Leather Chelsea Boots

$1895

Magnanni

Grained Leather Chelsea Boots

$675

Diemme

Roccia Vet Grain Leather Hiking Boots

$436.99$625Save 30%

Brunello Cucinelli

Mountain-Style Suede Lace-Up Boots

$929.99$1550Save 40%

Bontoni

Allegro High Lugged Sole Boots

$1395.99$1995Save 30%

BOSS

Calev Textured Leather Boots

$245.99$328Save 25%

Harold

Suede Lace-Up Hiking Boots

$650

Harold

Leather Lug Hiking Boot

$650

Berluti

Brunico 2 Scritto Leather Boots

$4050

Harold

Suede Lace-Up Hiking Boot

$485.99$695Save 30%

Brunello Cucinelli

Lace Up Suede Boots

$896.99$1495Save 40%

Brunello Cucinelli

Lace-Up Leather Hiking Boots

$1850

TOM FORD

Alec Textured Leather Cuban Heel Chelsea Boots

$2740

Prada

Brixxen Leather Hiking Boots

$1720

Santoni

Grain Nubuck Leather Shearling Lined Hiking Boot

$874.99$1250Save 30%

Officine Creative

Anatomia 013 Distressed Leather Lace-Up Boots

$895

Brunello Cucinelli

Lace-Up Pebbled Leather Hiking Boots

$1995

Tod's

Suede Desert Boots

$610.99$815Save 25%

Harold

Danite Suede Desert Boots

$329.99$550Save 40%

Harold

Polished Leather Cap-Toe Boots

$454.99$650Save 30%

Santoni

Burnished Grained Leather Chelsea Boots

$1420.99$1895Save 25%

Church's

Ryder 3 LW Suede Desert Boot

$1390

Prada

Brixxen Hiking Boots

$1590

Prada

Angular Toe Short Chelsea Boot

$1650

Harold

Suede Lace-Up Lug Boot

$415.99$595Save 30%