TB0A5YKD-231
Timberland Arbor Road 6 Inch Waterproof Boot 'Wheat'
$70
TB0A5YJS-015
Timberland Arbor Road Waterproof Chukka 'Triple Black'
$55
3027681-001
Under Armour Trek Loadout Waterproof 'Ultimate Black'
$81
CQ0186-001
Nike Rhyodomo Gore-Tex 'Black Anthracite'
$86
3027681-002
Under Armour Trek Loadout Waterproof 'Black Distant Grey'
$92
TB1A42FY-214
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Teak Brown'
$90
3027681-200
Under Armour Trek Loadout Waterproof 'Coyote Brown'
$95
AQ1203-200
Realtree x Nike SFB Field 2 8 Inch GTX 'Dark Hazel'
$115
URAINXAN
New Balance Rainier GORE-TEX 'Turtledove'
$99
TB0A5Q82-231
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Wheat'
$99
TB0A2DZD-110
Timberland Lincoln Peak Waterproof 'Medium Grey'
$72
TB1A64PG-033
Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey'
$72
TB0A29TG-214
Timberland Pro Boondock HD 8 Inch Composite Toe Waterproof Work Boot 'Brown'
$147
TB0A29S7-001
Timberland Boondock 8 Inch Composite Toe Waterproof Work Boot Wide 'Black'
$163
VN000D29B7G
Vans Standard Chelsea Mid Waterproof MTE 'Brown Gum'
$110
TB0A2NU3-EM4
Timberland 6 Inch Heritage Premium Waterproof Boot 'Black Pioneers'
$130
TB1A18A6-D47
Timberland Field Boot Mid Waterproof 'Chocolate'
$117
TB0A2JFC-269
Timberland 6 Inch Waterproof Field Boot 'Light Beige'
$115
VN000D29BGS
Hana Beaman x Vans Standard Chelsea Mid Waterproof MTE 'Brown Green'
$122
CQ0186-300
Nike Rhyodomo Gore-Tex 'Deepest Green Gum'
$118
TB0A28JA-H40
Timberland Mt. Major 2 Waterproof Mid Boot 'Brown'
$90
TB0A2DZ2-015
Timberland Lincoln Peak Waterproof 'Black White'
$89
TB038021-242
Timberland Direct Attach 6 Inch Steel Toe Waterproof Work Boot 'Brown'
$123
3026369-200
Under Armour HOVR Infil Waterproof Tactical Boot 'Coyote'
$153
AJ9277-220
Realtree x Nike SFB Gen 2 8 Inch GTX 'Fauna Brown'
$150
TB0A2G4S-231
Timberland Lincoln Peak Waterproof Mid 'Wheat'
$98
31190001
Dr. Martens 1460 Trinity Wintergrip Waterproof Boot 'Black'
$177
TB0A42SR-001
Timberland 6 Inch Fleece Lined Waterproof Boot 'Black Gold'
$199
TB126038-001
Timberland 6 Inch Pro Steel Toe Waterproof 200G Insulated Boot 'Black'
$169
TB0A29UP-001
Timberland Gridworks 6 Inch Waterproof Work Boot 'Black'
$152
TB192615-214
Timberland Boondock 6 Inch Composite Toe Waterproof Work Boot 'Brown Oiled Distressed'
$196
How much can you save on Men's Waterproof Leather Boots?
31 Men's Waterproof Leather Boots list new with the original box under retail from $70 to $199; the typical pair is $115, and one in ten is 45% off or more. Prices as of Oct 2026.