10 Best Timberland Work Boots of December 2025

• Our White Ledge Men's Hiking Boots have premium full-grain waterproof leather uppers, seam-sealed waterproof construction, and rustproof speed lace hardware with hooks at top for secure lacing.
• LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles.
• TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
• WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
• THE BEST IN OUTDOORS: Trust Timberland's line of high-quality men's, women's, and kids boots. hiking boots, outdoor gear, and activewear for all your activities from the trail to the sea to the streets.

Timberland

• Make footprints on your favorite trail in our Mt. Maddsen waterproof hiking boots. These leather hikers take on any terrain and look great with your performance hiking gear, or with jeans and a tee.
• LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles.
• TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
• WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
• THE BEST IN OUTDOORS: Trust Timberland's line of high-quality men's, women's, and kids boots. hiking boots, outdoor gear, and activewear for all your activities from the trail to the sea to the streets.

Timberland

• KEEP IT COMFORTABLE: Our Timberland PRO Pit Boss soft toe is what a durable work boot should be: Safe, tough & comfortable. These leather work boots meet ANSI safety standards & feature slip-, oil- & abrasion resistant outsoles for increased traction.
• 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.
• 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.

Timberland PRO

• Lace-up ankle boot with rolled moccasin-toe stitching and contrasting platform sole
• EVA midsole for comfort
• Looped heel pull

Timberland PRO

• Leather upper
• Thermolite insulation
• Patented MaxTrax outsole design made with a slip resistant TPU outsole compound
• Waterproof
• Soft toe; no safety toe cap

Timberland PRO

• Premium full-grain leather with waterproof membrane
• Steel shank for structural support
• Mesh lining with antimicrobial treatment for odor control and comfortable feet
• Dual-density Dynamic Anti-Fatigue Technology polyurethane footbed
• All-weather Thermoplastic urethane outsole with EVA midsole

Timberland PRO

• Ankle-high work boot with premium leather upper featuring cement construction for flexibility and reduced break-in time
• Slip, oil, and abrasion-resistant outsole
• Electrical Hazard protection. Fiberglass shank for structural support
• Steel toe shaped on a TiTAN last for protection and a superior fit
• Anti-Fatigue Technology comfort system that absorbs shock and returns energy back to the foot

Timberland PRO

• WORK TOUGH: Our famous 6" men's work boots, adapted for on-site survival. Featuring waterproof leather, seam-sealed construction and Thermolite insulation, these soft-toe waterproof boots keep feet dry and warm, enabling you to focus on the job at hand.
• 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.
• 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.

Timberland PRO

• 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. Asymmetrical-shaped toe cap
• 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.
• 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. Nylon shock-diffusion plates for support and torsional rigidity

Timberland PRO

• Premium waterproof leather with waterproof membrane
• Molded Timberland PRO rubber toe protector
• Dual Density Dynamic Anti-Fatigue Technology polyurethane footbed
• Dual-density polyurethane (PU) midsole and all-weather Thermoplastic Urethane (TPU) outsole
• Composite safety toe shaped in TiTan last

Timberland PRO