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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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To Boot New York
BOSS
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37 items
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Diemme

Roccia Vet Waterproof Hiking Boots

$482.99$690Save 30%

BOSS

Calev Suede Chelsea Boots

$222.99$298Save 25%

BOSS

Calev Suede Desert Boots

$237.99$298Save 20%

BOSS

Calev Suede Chelsea Boots

$222.99$298Save 25%

Harold

Danite Suede Desert Boot

$329.99$550Save 40%

Diemme

Ramon Suede Chelsea Boots

$415.99$595Save 30%

Bontoni

Diamante III Calf Leather Double Monkstraps

$1346.99$1925Save 30%

Santoni

Burnished Spazzolato Leather Lace-Up Boots

$996.99$1425Save 30%

Diemme

Roccia Vet Sport Hiking Boots

$482.99$690Save 30%

Santoni

Suede Fur Lined Slip-On Half Boots

$674.99$1125Save 40%

Santoni

Suede Lace-Up Half Boots

$644.99$1075Save 40%

Santoni

Spazzolato Leather Chelsea Boot

$944.99$1350Save 30%

Kiton

Raffaello Leather Desert Boots

$2156.99$3595Save 40%

Santoni

Atlantis Polished Leather Chelsea Boots

$629.99$1050Save 40%

BOSS

Calev Suede Desert Boots

$237.99$298Save 20%

Diemme

Roccia Vet Suede Boot

$482.99$690Save 30%

Bontoni

Allegro High Lugged Sole Boots

$1395.99$1995Save 30%

Santoni

Suede Flex Sole Chelsea Boots

$1045.99$1395Save 25%

Tod's

Suede Desert Boots

$610.99$815Save 25%

BOSS

Calev Textured Leather Boots

$245.99$328Save 25%

Diemme

Roccia Vet Grain Leather Hiking Boots

$436.99$625Save 30%

Harold

Suede Lace-Up Hiking Boot

$485.99$695Save 30%

Santoni

Grain Nubuck Leather Shearling Lined Hiking Boot

$874.99$1250Save 30%

Santoni

Burnished Grained Leather Chelsea Boots

$1420.99$1895Save 25%

Brunello Cucinelli

Mountain-Style Suede Lace-Up Boots

$929.99$1550Save 40%

Brunello Cucinelli

Lace Up Suede Boots

$896.99$1495Save 40%

Harold

Polished Leather Chelsea Boots

$454.99$650Save 30%

Harold

Danite Suede Desert Boots

$329.99$550Save 40%

Harold

Suede Lace-Up Lug Boot

$415.99$595Save 30%

Harold

Polished Leather Cap-Toe Boots

$454.99$650Save 30%

Henderson

Suede Lace-Up Hiking Boots

$542.99$725Save 25%

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%

TOM FORD

Calfskin Leather Chelsea Boots

$2092.99$2990Save 30%

Kiton

Lace-Up Hiking Boots

$1136.99$1895Save 40%

Brioni

Grain Leather Lace-Up Lug Boots

$1945.99$2595Save 25%