ReviewsMost Comfortable Work Boots

Thorogood 1957 Series 6” Waterproof Steel Toe Work Boots for Men - Full-Grain Leather with Moc Toe, Comfort Insole, and Slip-Resistant Heel Outsole; EH Rated, Crazyhorse - 10 W US

  • THOROGOOD “JOB-FITTED” DESIGN means 1957 Series steel toe boots are ideal for a range of outdoor and industrial applications - go-to boots for a carpenter, construction worker, crane operator, electrician, HVAC technician, ironworker, millwright, pipefitter, plumber, welder, or anyone else who needs comfortable safety toe work boot protection while doing dirty jobs.
  • PREMIUM FULL-GRAIN SADDLE LEATHER BOOTS in Thorogood’s moc toe work boots design, Trail Crazyhorse brown (804-3696), are both comfortable and stand up to punishing jobs. Trail Crazyhorse boots have a special wax applied, giving them a vintage, Old West look.
  • WATERPROOF BOOTS for men, with gusseted tongue to keep water and liquids at bay while the moisture-wicking lining inside pulls sweat away and out, so you can work without worry.
  • STEEL TOE BOOTS FOR MEN protect your feet from onsite impact and compression hazards, while the design keeps them light and flexible, making the 1957 Series some of the best safety toe boots for men with dangerous jobs. Meets ASTM F2413-18 safety toe standards.
  • MAXWEAR 90 TRACTION OUTSOLE WITH HEEL flexes better than other work boot outsoles, absorbing impacts and protecting your feet and ankles while working on difficult surfaces, keeping you on....
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Timberland PRO Men's 40008 Mudsill Low Steel-Toe Lace-Up,Black,10 M

  • KEEP IT COMFORTABLE: Our Mudsill men's steel toe boots feature hiking silhouettes & rugged performance. These work boots feature abrasion-resistant leathers & outsoles & modern outdoor styling with Timberland PRO 24/7 Comfort Suspension for arch support..
  • TIMBERLAND PRO 24/7 COMFORT SYSTEM: A comfort system that helps reduce foot fatigue, supports the arch and cushions every step..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • TIMBERLAND PRO: Compare the quality workmanship of Timberland PRO work boots & work shoes to products from Justin, Muck Boots, Servus, Tingley, Doc Martens, Romeos, Red Wing, Merrell, Ariat, Cat, Wolverine, Maelstrom, Stanley, Keen or Carhartt..
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Timberland PRO Men's 40008 Mudsill Low Steel-Toe Lace-Up,Black,10.5 W

  • KEEP IT COMFORTABLE: Our Mudsill men's steel toe boots feature hiking silhouettes & rugged performance. These work boots feature abrasion-resistant leathers & outsoles & modern outdoor styling with Timberland PRO 24/7 Comfort Suspension for arch support..
  • TIMBERLAND PRO 24/7 COMFORT SYSTEM: A comfort system that helps reduce foot fatigue, supports the arch and cushions every step..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • TIMBERLAND PRO: Compare the quality workmanship of Timberland PRO work boots & work shoes to products from Justin, Muck Boots, Servus, Tingley, Doc Martens, Romeos, Red Wing, Merrell, Ariat, Cat, Wolverine, Maelstrom, Stanley, Keen or Carhartt..
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Timberland PRO Men's Powertrain Sport Mid Alloy Safety Toe Electrical Hazard Industrial & Construction Shoe, Black Ripstop Nylon, 12

  • KEEP IT COMFORTABLE: Athletic styling gives these men’s Powertrain Sport work shoes a modern look. Alloy safety toes, breathable mesh linings, electrical hazard protection & anti-fatigue technology combine for ultimate low-profile comfort & protection..
  • SAFETY AND COMFORT: Built on a tradition of craftsmanship & innovation, Timberland PRO helps you conquer your work day. Technology like our proprietary outsole with built-in Anti-Fatigue Technology keeps you comfortable all day..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • LIGHTWEIGHT PERFORMANCE: Designed for optimal performance and comfort on the job, these rugged work shoes and safety boots offer the best in Timberland PRO craftsmanship and classic styling. We mix field-tested designs with work-ready materials to build rugged boots guaran....
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Timberland PRO Men's Powertrain Sport Mid Alloy Safety Toe Electrical Hazard Industrial & Construction Shoe, Black Ripstop Nylon, 11

  • KEEP IT COMFORTABLE: Athletic styling gives these men’s Powertrain Sport work shoes a modern look. Alloy safety toes, breathable mesh linings, electrical hazard protection & anti-fatigue technology combine for ultimate low-profile comfort & protection..
  • SAFETY AND COMFORT: Built on a tradition of craftsmanship & innovation, Timberland PRO helps you conquer your work day. Technology like our proprietary outsole with built-in Anti-Fatigue Technology keeps you comfortable all day..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • LIGHTWEIGHT PERFORMANCE: Designed for optimal performance and comfort on the job, these rugged work shoes and safety boots offer the best in Timberland PRO craftsmanship and classic styling. We mix field-tested designs with work-ready materials to build rugged boots guaran....
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Timberland PRO Men's Powertrain Sport Mid Alloy Safety Toe Electrical Hazard Industrial & Construction Shoe, Black Ripstop Nylon, 10

  • KEEP IT COMFORTABLE: Athletic styling gives these men’s Powertrain Sport work shoes a modern look. Alloy safety toes, breathable mesh linings, electrical hazard protection & anti-fatigue technology combine for ultimate low-profile comfort & protection..
  • SAFETY AND COMFORT: Built on a tradition of craftsmanship & innovation, Timberland PRO helps you conquer your work day. Technology like our proprietary outsole with built-in Anti-Fatigue Technology keeps you comfortable all day..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • LIGHTWEIGHT PERFORMANCE: Designed for optimal performance and comfort on the job, these rugged work shoes and safety boots offer the best in Timberland PRO craftsmanship and classic styling. We mix field-tested designs with work-ready materials to build rugged boots guaran....
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Thorogood American Heritage 11” Soft Toe Wellington Boots for Men Made from Premium Leather Featuring Slip-Resistant Wedge Outsole and Comfort Insole; EH Rated, Tobacco Oil-Tanned - 8.5 D(M) US

  • AMERICAN MADE with USA and globally sourced components by the skilled craftsmen and women at Thorogood’s US plants.
  • PREMIUM OIL-TANNED FULL-GRAIN LEATHER BOOTS in Tobacco brown (814-4208). Thorogood’s plain toe Wellington work boot design is both comfortable and holds up to punishing jobs.
  • EH RESISTANCE - these MAXWear Wedge work boots meet ASTM F2892-18 electrical hazard resistance safety standards.
  • REMOVABLE ULTIMATE SHOCK ABSORPTION FOOTBED on Poron Comfort Cushion Insole, Thorogood’s dual-density cushioning uses air-permeable open cells that both resist moisture and absorb shock for the most comfortable mens work boot out there.
  • GOODYEAR WELT CONSTRUCTION provides superior wear resistance and moisture seal between upper and midsole making these extremely dependable, long-lasting, fully-serviceable work boots.
  • FIBERGLASS SHANK CONSTRUCTION gives these tough mens boots the flex and strength needed to maintain their shape under heavy duress, and 11-inch flexible ankle support keeps you secure up top.
  • THOROGOOD “JOB-FITTED” DESIGN means American Heritage Wellington boots for men are ideal for a range of outdoor and industrial applications - go-to boots for a carpenter, construction worker, electrician, farmer, maintenance technician, mechanic, pi....
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Thorogood 1957 Series 6” Waterproof Steel Toe Work Boots for Men - Full-Grain Leather with Moc Toe, Comfort Insole, and Slip-Resistant Wedge Outsole; EH Rated, Briar Pitstop - 11 2E US

  • THOROGOOD “JOB-FITTED” DESIGN means 1957 Series steel toe boots are ideal for a range of outdoor and industrial applications - go-to boots for a carpenter, construction worker, crane operator, electrician, HVAC technician, ironworker, millwright, pipefitter, plumber, welder, or anyone else who needs comfortable safety toe protection while doing dirty jobs.
  • PREMIUM FULL-GRAIN SADDLE LEATHER BOOTS in Thorogood’s moc toe work boots design, dark Briar Pitstop brown (804-3600), are both comfortable and stand up to punishing jobs.
  • WATERPROOF BOOTS for men, with gusseted tongue to keep water and liquids at bay while the moisture-wicking lining inside pulls sweat away and out, so you can work without worry.
  • STEEL TOE BOOTS FOR MEN protect your feet from onsite impact and compression hazards, while the design keeps them light and flexible, making the 1957 Series some of the best safety toe boots for men with dangerous jobs. Meets ASTM F2413-18 safety toe standards.
  • MAXWEAR WEDGE TRACTION OUTSOLE flexes better than other work boot outsoles, absorbing impacts and protecting your feet and ankles while working on difficult surfaces, keeping you on your feet on loose gravel and wet and oily surfaces. Meets ASTM F3445-21 slip-resistance standards.
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Timberland PRO Men's Pitboss 6' Steel-Toe Boot, Black , 13 D - Medium

  • STAY ON YOUR FEET: Our Pit Boss is everything a steel toe boot should be: Safe, tough & comfortable. These leather work boots meet ANSI safety standards and feature slip-, oil- and abrasion resistant outsoles for traction & padded top collars for comfort..
  • SAFETY AND COMFORT: PRO 24/7 Comfort Suspension technology is a unique comfort system that meets the most rigorous work site demands — 24 hours a day, 7 days a week. It helps reduce foot fatigue, support the arch and cushion every step..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • Rugged nubuck leather with breathable and moisture-wicking lining , built with goodyear welt construction for a durable mechanical bond.
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Timberland PRO Men's Pitboss 6' Steel-Toe Boot, Black , 11 D - Medium

  • STAY ON YOUR FEET: Our Pit Boss is everything a steel toe boot should be: Safe, tough & comfortable. These leather work boots meet ANSI safety standards and feature slip-, oil- and abrasion resistant outsoles for traction & padded top collars for comfort..
  • SAFETY AND COMFORT: PRO 24/7 Comfort Suspension technology is a unique comfort system that meets the most rigorous work site demands -- 24 hours a day, 7 days a week. It helps reduce foot fatigue, support the arch and cushion every step..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • Rugged nubuck leather with breathable and moisture-wicking lining , built with goodyear welt construction for a durable mechanical bond.
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Timberland PRO Men's Pitboss 6' Steel-Toe Boot, Black , 10 D - Medium

  • STAY ON YOUR FEET: Our Pit Boss is everything a steel toe boot should be: Safe, tough & comfortable. These leather work boots meet ANSI safety standards and feature slip-, oil- and abrasion resistant outsoles for traction & padded top collars for comfort..
  • SAFETY AND COMFORT: PRO 24/7 Comfort Suspension technology is a unique comfort system that meets the most rigorous work site demands -- 24 hours a day, 7 days a week. It helps reduce foot fatigue, support the arch and cushion every step..
  • A SOURCE OF PRIDE: We know you take pride in your work, so our soft-toed shoes and boots and steel-toe boots and shoes are designed to provide you with enhanced job performance day in and day out. Wear them at work well as at home with comfort & style..
  • QUALITY WORKWEAR: Timberland PRO assesses the unmet needs of those who work in the most demanding environments and then develops solutions that deliver ultimate comfort, durability & protection—all day long—from work boots & shoes to anti-fatigue insoles..
  • Rugged nubuck leather with breathable and moisture-wicking lining , built with goodyear welt construction for a durable mechanical bond.
Check Stock