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Sale price$284.95
Regular price$296.00
Chippewa Men's 9" Steel Toe Waterproof Ins Logger Work Boot - Brown - 59405
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Sale price$294.95
Regular price$310.00
Thorogood Men's USA Made Amer Heritage 8" Composite Toe Wedge Work Boot 804-4210
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Sale price$169.95
Regular price$225.00
Timberland PRO Men's Boondock 6" Composite Toe Waterproof Ins Work Boot TB092641214
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Sale price$289.95
Regular price$306.00
Thorogood Men's USA Made 1957 8" Moc Toe Waterproof Wedge Work Boot Brown 814-3800
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Sale price$189.95
Regular price$198.00
Chippewa Men's Valdor 8" Composite Toe Waterproof Logger Work Boot - Tan - 73236
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Sale price$387.99
Regular price$466.00
Matterhorn Men's Klondike 10" Steel Toe Waterproof Ins Metguard Puncture Resistant USA Made Work Boot CV12000
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Sale price$199.95
Regular price$214.95
Keen Utility Men's Cincinnati 6" Carbon-Fibre Toe Wedge Waterproof Work Boot 1023222
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Sale price$329.95
Regular price$372.00
Danner Men's Quarry USA Made 8" Composite Toe Ins Waterproof Work Boot Brown 17321
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Sale price$269.95
Regular price$286.00
Thorogood Men's 11" USA Made Ranch Steel Moc Toe Work Boot Brown 804-3311
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Sale price$209.95
Regular price$234.00
Danner Men's Lookout 8" Insulated Waterproof Duty Boot - Black - 23827
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Sale price$169.95
Regular price$230.00
Timberland PRO Men's Rigmaster 8" Metguard Work Boot TB089649214
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Sale price$219.99
Regular price$224.00
Carolina Men's Spruce 8" Steel Toe Waterproof Logger Work Boot - Brown - CA9824
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Sale price$185.95
Regular price$210.00
Danner Men's Vital 8" Waterproof Hunt Boot - Brown - 41550
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Sale price$159.95
Regular price$184.95
Keen Utility Men's San Jose 6" Aluminum Toe Work Boot Brown 1020057
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Sale price$195.00
Regular price$209.95
Keen Utility Pittsburgh Steel Toe Hiker Work Boot - Bison - 1007024
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Sale price$205.00
Regular price$225.00
Georgia Men's Carbo-Tec 11" Lightweight Alloy Toe Waterproof Pull-On Western Work Boot GB00224
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Sale price$209.95
Regular price$250.00
LaCrosse Men's Alphaburly Pro 18" Rubber Hunt Boot Mossy Oak - 376027
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Sale price$249.95
Regular price$270.00
Danner Men's Vicious 8" Composite Toe Waterproof Work Boot - Brown - 13868
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Sale price$149.95
Regular price$205.00
Timberland PRO Men's Hyperion 6" Alloy Toe Waterproof Work Boot - TB190646214
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Sale price$204.99
Regular price$218.00
Double H Men's Carlos 13" Composite Toe Waterproof Western Work Boot- Brown- DH5149
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Sale price$169.95
Regular price$174.95
Keen Utility Men's Detroit Extreme Waterproof Soft Toe Work Boot - Brown - 1020039
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Sale price$147.60
Regular price$250.00
Carolina Men's Line Builder Metguard Waterproof Wellington Work Boot CA8533
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Sale price$144.95
Regular price$190.00
Timberland PRO Men's Bosshog 6" Composite Toe Waterproof Work Boot - TB0A1WSB214
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Sale price$139.95
Regular price$180.00
Timberland PRO Men's Direct Attach 8" Soft Toe Ins Work Boot TB026011713
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Sale price$309.95
Regular price$344.00
Danner Men's Quarry USA Made 8" Soft Toe Waterproof Work Boot - Brown - 17305
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Sale price$189.99
Regular price$198.00
Double H Men's Phantom Rider Shadow 11" Waterproof Roper Work Boot -Black- DH5381
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Sale price$169.99
Regular price$183.00
Carhartt Men's 6" Soft Toe Waterproof Wedge Work Boot - Tan - CMW6175
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Sale price$254.99
Regular price$266.00
Matterhorn Men's ARC 10" Waterproof Composite Toe Logger Work Boot -Brown- MT2510

Sale price$279.99
Carolina Men's Ferric 6" Made in USA Work Boot - Dark Brown - CA7029
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Sale price$159.95
Regular price$205.00
Timberland Pro Men's True Grit Soft Toe Waterproof Western Work Boot- TB1A24AJ214
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Sale price$179.99
Regular price$184.00
Carolina Men's Bruno Lo 6" Waterproof Composite Toe Work Boot - Brown - CA5520
Frequently Asked Questions
A high-quality waterproof work boot keeps feet dry in rain, mud, and wet worksites. These boots use waterproof membranes and sealed seams, making them essential for construction, farming, and oilfield jobs. They're among the best waterproof work boots for harsh outdoor conditions.
No, most waterproof work boots include breathable linings that wick away sweat and release heat. Look for moisture-wicking materials and ventilation zones. Even in warm conditions, the best waterproof boots balance dryness and airflow for all-day comfort.
Waterproof work boots should fit snug in the heel and midfoot, with room in the toe box. This ensures support, prevents blisters, and allows for natural movement. A proper fit also keeps the waterproof membrane intact and reduces fatigue on long shifts.
Yes, waterproof work boots with 400g–1000g insulation are ideal for snow and freezing temperatures. Look for thermal linings, EH ratings, and slip-resistant outsoles. At Overlook Boots, many insulated waterproof options from brands like Carolina and Danner are built to perform in the most extreme winter conditions.
Waterproof membranes in work boots last 6–24 months with regular use. Over time, wear can reduce performance. You can reapply waterproofing using sprays or wax-based treatments to restore protection and extend the life of your waterproof work boot.