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
150 items
Filters
StoresAll stores
No results
Sale
PriceAll Prices
- (16)
- (29)
- (53)
- (37)
- (7)
- (8)
DesignerAll Designers
- (1)
- (6)
- (5)
- (2)
- (9)
- (5)
- (2)
- (1)
StyleAll Styles
- (31)
- (77)
- (22)
SizeAll Sizes
- (64)
- (27)
- (65)
- (18)
- (58)
- (14)
- (17)
- (4)
ColourAll Colours
- (1)
- (59)
- (9)
- (68)
- (5)
- (4)
- (1)
- (1)
FitAll Fits
No results
FabricAll Fabrics
- (62)
- (47)
- (23)
CollarAll Collars
No results
CuffAll Cuffs
No results
LengthAll Lengths
No results
PatternAll Patterns
- (1)
Shoulder StyleAll Shoulder Styles
No results
Body ConstructionAll Body Constructions
No results
Moncler
Peka Trek Hiking Boots
$1110
Emporio Armani
Leather Beatle Boots
$895
Tod's
Suede Desert Boots
$835
Pajar
Elite Waterproof Leather-Shearling Boots
$498
Pajar
Carson Waterproof Leather-Shearling Boots
$498
Diemme
Roccia Vet Waterproof Hiking Boots
$482.99$690Save 30%
Henderson
Deerskin Shearling Lined Captoe Zip Boot
$895
Pajar
Kevin Waterproof Leather-Shearling Boots
$498
Pajar
Elite Waterproof Leather-Shearling Boots
$498
Pajar
Ely Waterproof Leather-Shearling Boots
$498
Pajar
Mumford Waterproof Suede-Shearling Boots
$498
To Boot New York
Leather Desert Boot
$560
To Boot New York
Richard Grained Leather Chukka Boots
$560
Harold
Danite Suede Desert Boot
$329.99$550Save 40%
To Boot New York
Largo Leather Chelsea Boots
$590
Pajar
Fero Hiking Boot
$255
Pajar
Carson Waterproof Leather-Shearling Boots
$498
Pajar
Mumford Waterproof Suede-Shearling Boots
$498
Canada Goose
Journey Lite Boots
$795
Brunello Cucinelli
Suede Flex Desert Boots
$1075
Tod's
Brushed Leather Chelsea Boots
$985
Pajar
Konnor Waterproof Leather-Nylon Boots
$450
Hugo Boss
Calev Suede Desert Boots
$237.99$298Save 20%
Thom Browne
Pebble Grain Leather Lace-up Boots
$1320
To Boot New York
Burkett Suede Captoe Boots
$615
To Boot New York
Burkett Suede Captoe Boots
$615
Moncler
Peka Trek Leather Hiking Boots
$1220
Magnanni
Malone II Desert Boots
$675
Santoni
Burnished Spazzolato Leather Lace-Up Boots
$996.99$1425Save 30%
Berluti
Equilibre Leather Boots
$3950
Canada Goose
Waterproof Armstrong Boot
$895
Moncler
Peka Trek Leather Hiking Boots
$1220
Prada
Brixxen Leather Hiking Boots
$1720
Diemme
Ramon Suede Chelsea Boots
$415.99$595Save 30%
Barrett
Leather Lace-Up Boots
$825
Magnanni
Valerio Cap Toe Leather Chelsea Boots
$695
Tod's
Suede Desert Boots
$835
To Boot New York
Varenne Leather Boots
$590
Berluti
Brunico 2 Scritto Leather Boots
$4050
Berluti
Ultima Shearling & Leather Boots
$4050
Loro Piana
Laax Walk Mid-Cut Hiking Boots
$4300
Kiton
Raffaello Leather Desert Boots
$2156.99$3595Save 40%
Moncler
Konture Pocket Boots
$611.99$1020Save 40%
Diemme
Roccia Vet Sport Hiking Boots
$482.99$690Save 30%
Santoni
Polished Leather Chelsea Boots
$875
Tod's
Leather Chelsea Boots
$925
Giorgio Armani
Grained Deerskin Leather Chelsea Boots
$1375
Canada Goose
Waterproof Armstrong Boot
$895
Pajar
Maddox Boots
$340
Bontoni
Diamante III Calf Leather Double Monkstraps
$1346.99$1925Save 30%
Tod's
Polished Leather Ankle Boots
$925
Bontoni
Cavaliere Burnished Leather Chelsea Boots
$1595
To Boot New York
Major Leather Lug Boots
$590
Henderson
Deerskin Shearling Lined Captoe Zip Boot
$895
Santoni
Suede Lace-Up Half Boots
$644.99$1075Save 40%
Santoni
Atlantis Polished Leather Chelsea Boots
$629.99$1050Save 40%
Loro Piana
Open Walk Leather Boots
$1660
Moncler
Peka Hiking Boots
$1045
Canada Goose
Journey Lite Boots
$795
Canada Goose
Journey Boots
$795
Henderson
Deerskin Leather Lace-Up Boots
$775
Tod's
Suede Desert Boots
$815
Brunello Cucinelli
Suede Hiking Boots
$2395
Pajar
Kevin Waterproof Leather-Shearling Boots
$498
Ferragamo
Falco Chelsea Boots
$1650
Ferragamo
Falco Chelsea Boots
$1650
Magnanni
Grained Leather Chelsea Boots
$675
Bontoni
Cavaliere Leather Chelsea Boots
$1895
Church's
Ryder 3 LW Suede Desert Boot
$1390
Santoni
Suede Fur Lined Slip-On Half Boots
$674.99$1125Save 40%
Santoni
Suede Flex Sole Chelsea Boots
$1045.99$1395Save 25%
To Boot New York
Largo Leather Chelsea Boots
$590
Loro Piana
Gravel Hiking Boots
$2530
Brunello Cucinelli
Shearling Lined Deerskin Lace-up Boots
$2150
Moncler
Trailgrip Après Boots
$1065
Pajar
Trigger Nylon Waterproof Boots
$270
Santoni
Spazzolato Leather Chelsea Boot
$944.99$1350Save 30%
Officine Creative
Bristol 005 Distressed Leather Chelsea Boots
$995
Brioni
Suede Leather Captoe Boots
$2495
Officine Creative
Vail 017 Distressed Burnished Leather Chelsea Boots
$995
Loro Piana
Open Walk Suede Boots
$1500
Harold
Leather Lug Hiking Boot
$650
Harold
Suede Lace-Up Hiking Boots
$650
Loro Piana
Summer Walk Suede Loafers
$1500
Diemme
Roccia Vet Suede Boot
$482.99$690Save 30%
Brunello Cucinelli
Lace-Up Leather Hiking Boots
$1850
TOM FORD
Alec Textured Leather Cuban Heel Chelsea Boots
$2740
Santoni
Burnished Grained Leather Chelsea Boots
$1420.99$1895Save 25%
Bontoni
Allegro High Lugged Sole Boots
$1395.99$1995Save 30%
Santoni
Grain Nubuck Leather Shearling Lined Hiking Boot
$874.99$1250Save 30%
Brunello Cucinelli
Lace Up Suede Boots
$896.99$1495Save 40%
Harold
Suede Lace-Up Hiking Boot
$485.99$695Save 30%
Brunello Cucinelli
Mountain-Style Suede Lace-Up Boots
$929.99$1550Save 40%
Harold
Polished Leather Chelsea Boots
$454.99$650Save 30%
Diemme
Roccia Vet Grain Leather Hiking Boots
$436.99$625Save 30%
Harold
Polished Leather Cap-Toe Boots
$454.99$650Save 30%
Harold
Danite Suede Desert Boots
$329.99$550Save 40%
Henderson
Suede Lace-Up Hiking Boots
$542.99$725Save 25%
Brunello Cucinelli
Lace-Up Pebbled Leather Hiking Boots
$1995
Prada
Angular Toe Short Chelsea Boot
$1650