Page 2 of 4. Explore Men's Grey Boots. From Trendy To Timeless

Thomas & Vine

Cap Toe Chelsea Boots

From: SHOP SIMON

Sizes:

8, 9

$59.99

Lavati

Bordeaux Chelsea Boots

From: SHOP SIMON

$576.00

$895.00

-36%

NORDICA

Sportmachine 3 100 Gw Ski Boots

From: SHOP SIMON

$579.33

Needles

Boot-cut Cavalry Twill Pants

From: Baltini

$370.00

$556.00

-33%

Vance Co.

Landon Wide Width Chelsea Dress Boots

From: SHOP SIMON

Sizes:

7, 8, 9, 10, 11, 12, 13

$99.99

CAT Footwear

Taupe Brown Leather Hiking Mid-cut Chukka Ankle Boots

From: SHOP SIMON

$181.99

$204.99

-11%

Territory Roam

High Top Sneaker Boots

From: SHOP SIMON

$74.00

$120.00

-38%

NORDICA

Promachine 130 Gw Technical Ski Boots

From: SHOP SIMON

$980.61

Vance Co.

Waylon Pull-on Chelsea Boots

From: SHOP SIMON

Sizes:

9, 10, 11, 12, 13

$49.99

NORDICA

Sportmachine 3 100 Gw Ski Boots

From: SHOP SIMON

$579.33

Reserved Footwear New York

Faux Leather Lace-up Boots

From: SHOP SIMON

$73.00

$118.00

-38%

Kayland

Grand Tour Gtx Suede Boots

From: SHOP SIMON

$334.34

$427.01

-22%

Red Wing

Classic Moc Lace-up Boots

From: Baltini

$328.00

$441.00

-26%

Justin Boots

Rancho Western Boots

From: SHOP SIMON

Sizes:

11, 12

$234.00

$310.00

-25%

Kayland

Legacy Gtx Suede Hiking Boots

From: SHOP SIMON

$300.89

Bontoni

Cavalliere Welt Boots

From: Baltini

Sizes:

8

$767.00

$1,525.00

-50%

Vance Co.

Marshall Wide Width Chelsea Boot With Cushioned Insole And Block Heel

From: SHOP SIMON

Sizes:

8, 11, 13

$99.99

Vance Co.

Landon Chelsea Dress Boot

From: SHOP SIMON

Sizes:

7, 8, 9, 11, 12, 13

$99.99

Sorel

1964 Pac Pac Nylon Boots

From: SHOP SIMON

$263.57

$297.91

-12%

Camper

Waterproof Boots

From: SHOP SIMON

$230.00

Dr. Martens

Pascal Boots

From: SHOP SIMON

$361.09

Vance

Chelsea Boots

From: SHOP SIMON

Sizes:

8, 13

$99.99

Vance Co.

Alex Chelsea Boots

From: SHOP SIMON

Sizes:

7, 12, 13

$54.99

$79.99

-31%

Territory

Canyonlands Water Resistant Chelsea Boot

From: SHOP SIMON

Sizes:

9, 12, 13

$59.99

Common Projects

Chelsea Ankle Boots

From: Biffi Boutique

Sizes:

9, 11

$353.81

$505.44

-30%

Bally

Scavone Deer Handpaint Leather Boots

From: SHOP SIMON

$708.00

$1,270.00

-44%

our legacy

Calf Leather Camion Boots

From: SHOP SIMON

$963.83

Dolce & Gabbana

Ankle Boots

From: Italist

$566.67

Ferragamo

Gancini Detail Rain Boots

From: SHOP SIMON

Sizes:

7

$469.00

NORDICA

Speedmachine 3 Boa 100 Ski Boots

From: SHOP SIMON

$805.90

Tecnica

Makalu 85 Gtx Hiking Boots

From: SHOP SIMON

$301.07

$384.33

-22%

Vance Co.

Thorpe Wingtip Chelsea Boots

From: SHOP SIMON

Sizes:

8, 9, 10, 11, 12, 13

$109.99

Territory

Water Resistant Moc Toe Lace-up Boots

From: SHOP SIMON

Sizes:

12, 13

$69.99

Territory

Territory Zion Water Resistant Lace-up Boot With Durable Eva/rubber Sole And 6 Mm Tru Comfort Foam Insole

From: SHOP SIMON

Sizes:

8, 9, 10, 11, 12, 13

$69.99

Sturlini

Ankle Boots

From: Baltini

$320.00

$459.00

-30%

Brunello Cucinelli

Suede Urban Hiker Boots

Available in 2 stores

$1,400.00

Territory

Zion Water Resistant Hiking Boot With Tru Comfort Foam Insole

From: SHOP SIMON

Sizes:

8, 9, 10, 11, 12, 13

$69.99

NORDICA

Speedmachine 3 110 Gw Ski Boots

From: SHOP SIMON

Sizes:

13

$725.31

New Rock

Metallic Leather Military Boots

From: SHOP SIMON

$281.24

$365.61

-23%

Camper

Ankle Boots In Laminated Leather

From: GIGLIO

$122.76

Vance Co.

Marshon Chelsea Boot

From: SHOP SIMON

Sizes:

9, 10, 11, 12, 13

$99.99

GABOR

Laced Up Hiker Boots

From: SHOP SIMON

Sizes:

8, 9, 10

$112.00

Doucal's

Chukka Boots Color Grey

From: GIGLIO

Sizes:

8.5

$306.59

$437.99

-30%

Territory

Slickrock Water Resistant Lace-up Boots

From: SHOP SIMON

Sizes:

9

$129.99

$189.99

-32%

Territory

Zion Water Resistant Hiking Boot With Tru Comfort Foam Insole

From: SHOP SIMON

Sizes:

8, 9, 10, 11, 12, 13

$69.99

Ferragamo

Gancini-detail Rain Boots

From: SHOP SIMON

Sizes:

9

$370.00

$710.00

-48%

Karl Lagerfeld Paris

Chukka Boots

From: SHOP SIMON

$224.93

Kayland

Grand Tour Gtx Suede Boots

From: SHOP SIMON

$329.14

$427.01

-23%

Territory

Territory Zion Water Resistant Lace-up Boot With Durable Eva/rubber Sole And 6 Mm Tru Comfort Foam Insole

From: SHOP SIMON

Sizes:

8, 9, 10, 11, 12, 13

$69.99

Columbia

Fairbanks Waterproof Ankle Snow Boots

From: SHOP SIMON

$75.00

$90.00

-17%

Hugo Boss Ryan

Chelsea Boots

From: SHOP SIMON

Sizes:

8

$199.00

$260.00

-23%

Territory

Water Resistant Lace-up Ankle Boots

From: SHOP SIMON

Sizes:

12

$109.99

$169.99

-35%

Dunham

8000 Works Moc Waterproof Boots

From: SHOP SIMON

Sizes:

9, 10, 11, 13

$95.00

$170.00

-44%

Territory

Elevate Water Resistant Plain Toe Lace-up Boot

From: SHOP SIMON

Sizes:

9, 10, 11, 13

$69.99

Frye

Chukka Boots

From: SHOP SIMON

Sizes:

9, 12

$128.00

$188.00

-32%

Vance Co.

Vance Co. Vaughn Lace-up Chukka Boot With 6 Mm Tru Comfort Foam™ And Three-eye Lace-up Closure

From: SHOP SIMON

Sizes:

11, 13

$49.99

Bogs

Slate Mid Composite Toe Work Boots

From: SHOP SIMON

$139.99

$160.00

-13%

Doucal's

Boot

From: GIGLIO

Sizes:

8, 9.5, 11, 12, 13

$380.14

$584.84

-35%

Sorel

Flurry Waterproof Insulated Snow Boots

From: SHOP SIMON

$89.99

$110.00

-18%

Vance Co.

Lucien Cap Toe Ankle Boots

From: SHOP SIMON

Sizes:

8, 9, 13

$59.99

$99.99

-40%

Men's grey boots