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
Pajar
To Boot New York
BOSS
Harold
Loro Piana
+3 More
83 items
Filters
StoresAll stores
No results
Sale
PriceAll Prices
- (7)
- (15)
- (42)
- (11)
- (4)
- (4)
DesignerAll Designers
- (1)
- (6)
- (4)
- (2)
- (5)
- (5)
- (2)
- (5)
StyleAll Styles
- (12)
- (36)
- (11)
SizeAll Sizes
- (41)
- (20)
- (39)
- (12)
- (35)
- (9)
- (10)
- (2)
ColourAll Colours
- (1)
- (37)
- (5)
- (29)
- (1)
- (1)
- (2)
FitAll Fits
No results
FabricAll Fabrics
- (27)
- (21)
- (16)
- (1)
CollarAll Collars
No results
CuffAll Cuffs
No results
LengthAll Lengths
No results
PatternAll Patterns
No results
Shoulder StyleAll Shoulder Styles
No results
Body ConstructionAll Body Constructions
No results
Pajar
Ely Waterproof Leather-Shearling Boots
$498
Pajar
Kevin Waterproof Leather-Shearling Boots
$498
Tod's
Suede Desert Boots
$815
Henderson
Deerskin Shearling Lined Captoe Zip Boot
$925
Thom Browne
Calf Leather Lace-Up Boots
$1780
Canada Goose
Journey Lite Boots
$795
To Boot New York
Largo Leather Chelsea Boots
$615
Pajar
Maddox Boots
$345
To Boot New York
Belvedere Leather Western Boots
$740
Tod's
Leather Chelsea Boots
$925
To Boot New York
Bedell Leather Chelsea Boots
$740
Henderson
Deerskin Shearling Lined Captoe Zip Boot
$925
Pajar
Trigger Nylon Waterproof Boots
$275
Magnanni
Grained Leather Chelsea Boots
$675
To Boot New York
Atticus Suede Cowboy Boots
$740
Berluti
Échappée Suede Mid Top Boots
$1630
Canali
Burnished Leather Lace-Up Combat Boots
$850
Canali
Suede Lace-Up Combat Boots
$850
Tod's
Suede Desert Boots
$815
Tod's
Suede Desert Boots
$815
Tod's
Leather Desert Boots
$980
Diemme
Roccia Vet Waterproof Hiking Boots
$482.99$690Save 30%
Tod's
Suede Desert Boots
$835
Moncler
Peka Hiking Boots
$656.99$1095Save 40%
Moncler
Peka Trek Hiking Boots
$665.99$1115Save 40%
Moncler
Peka Trek Leather Hiking Boots
$731.99$1210Save 40%
Canada Goose
Journey Lite Boots
$795
Tod's
Brushed Leather Chelsea Boots
$536.99$985Save 45%
Bontoni
Diamante III Calf Leather Double Monkstraps
$1154.99$1925Save 40%
Diemme
Ramon Suede Chelsea Boots
$415.99$595Save 30%
Barrett
Leather Lace-Up Boots
$825
Berluti
Equilibre Leather Boots
$3950
Moncler
Peka Trek Leather Hiking Boots
$731.99$1210Save 40%
Canada Goose
Waterproof Armstrong Boot
$895
Thom Browne
Pebble Grain Leather Lace-up Boots
$1320
Diemme
Roccia Vet Sport Hiking Boots
$482.99$690Save 30%
Giorgio Armani
Grained Deerskin Leather Chelsea Boots
$1375
Santoni
Polished Leather Chelsea Boots
$875
Canada Goose
Waterproof Armstrong Boot
$895
Tod's
Polished Leather Ankle Boots
$925
Brunello Cucinelli
Suede Flex Desert Boots
$644.99$1075Save 40%
Moncler
Peka Hiking Boots
$626.99$1115Save 44%
Canada Goose
Journey Boots
$795
Brunello Cucinelli
Suede Hiking Boots
$2395
Bontoni
Cavaliere Burnished Leather Chelsea Boots
$649.99$1595Save 59%
Bontoni
Cavaliere Leather Chelsea Boots
$649.99$1895Save 66%
Marni
Chunky Toed Calf Leather Lace-up Combat Boots
$1395
Diemme
Roccia Vet Suede Boot
$482.99$690Save 30%
Emporio Armani
Leather Beatle Boots
$536.99$895Save 40%
Brunello Cucinelli
Lace-Up Pebbled Leather Hiking Boots
$1995
Ferragamo
Falco Chelsea Boots
$1650
Ferragamo
Falco Chelsea Boots
$1650
Brioni
Suede Leather Captoe Boots
$2495
Berluti
Ultima Shearling & Leather Boots
$4050
Diemme
Roccia Vet Grain Leather Hiking Boots
$436.99$625Save 30%
Harold
Leather Lug Hiking Boot
$650
Harold
Suede Lace-Up Hiking Boots
$650
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
Berluti
Échappée Suede Mid Top Boots
$1590
Officine Creative
Anatomia 013 Distressed Leather Lace-Up Boots
$895
Berluti
Brunico 2 Scritto Leather Boots
$4050
Harold
Danite Suede Desert Boots
$550
Henderson
Suede Lace-Up Hiking Boots
$299.99$725Save 59%
TOM FORD
Calfskin Leather Chelsea Boots
$2092.99$2990Save 30%
Henderson
Suede & Leather Lace-Up Hiker Boots
$299.99$725Save 59%
Berluti
Ultima Neo Shearling Leather Boot
$3850
Emporio Armani
Suede Lace-Up Desert Boots
$475
Bontoni
Cavaliere Leather Chelsea Boots
$649.99$1895Save 66%
Officine Creative
Anatomia 013 Distressed Leather Lace-Up Boots
$895
Brioni
Grain Leather Lace-Up Lug Boots
$649.99$2595Save 75%
Zegna
Grain Leather Cap Toe Zip Boots
$599.99$1725Save 65%
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