10 Best Timberland Boots of September 2025

List of Top Rated Timberland Boots from thousands of customer reviews & feedback.

Updated On Sep 2025

200 Reviews Studied

By Customer Ratings

1
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Timberland White Ledge Men's Waterproof Boot,Dark Brown,10 M US Read Review

  • 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.

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Timberland Mens 6" Premium Waterproof Boot Wheat Nubuck Leather 10.5 D (M) Read Review

  • CLASSIC STYLE: Rain, slush, or snow, boots are Timberland's specialty, and when you think of Timberland boots, you're thinking of these. Our original waterproof boot provides tireless waterproof performance and instantly recognizable work-boot styling.
  • 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, whether you’re heading to the summit or downtown.
  • TIMBERLAND BOOTS are synonymous with quality workmanship. Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland isn't just for high-quality mens, womens, and kids boots. We have 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: See how Timberland's line of outdoor wear stacks up to hiking boots and outdoor gear from brands like Columbia, Merrell, Vasque, Oboz, Hi Tec, Doc Martens, Uggs, Muck Boots, Keen, Maelstrom, Justin, Hunter, Bogs, Nike, or Sorel.

3
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Timberland PRO Men's Direct Attach Six-Inch Soft-Toe Boot, Wheat Nubuck,12 M Read Review

  • 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.

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Timberland PRO Men's Pitboss 6" Steel-Toe Boot, Brown , 10.5 D - Medium Read Review

  • 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

5
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Timberland Men's 6 inch Premium Waterproof Boot, Black Nubuck, 9.5 Read Review

  • Classic STYLE: rain, slush, or snow, boots are Timberland specialty, and when you think of Timberland boots, you're thinking of these. Our original waterproof boot provides tireless waterproof performance and instantly recognizable work-boot styling
  • 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, whether you’re heading to the summit or downtown
  • Timberland boots are synonymous with quality workmanship. Whether you're looking for men's boots, women's Boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & Boots & More, choose Timberland
  • What you need in the outdoors: Timberland isn't just for high-quality Men's, women's, and kids boots. We have 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: see how Timberland line of outdoor wear stacks up to hiking boots and outdoor gear from brands like Columbia, Merrell, vasque, oboz, hi tec, doc Martens, uggs, muck boots, keen, maelstrom, Justin, hunter, Bogs, nike, or sorel

6
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Timberland Men's 18128 Flume Boot,Dark Brown,10 M US Read Review

  • Timberland Flume men's hiking boots grip rocky trails and crave elevation. Mid-height waterproof hikers keep you comfy and protected, from trailhead to summit and during every adventure in-between.
  • 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.

7
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Timberland Women's Courmayeur Valley 6" Boot Mid Calf, Taupe Nubuck, 090 Medium US Read Review

  • Upper made with premium leather from an LWG Silver-Rated tannery
  • Padded Collar
  • Engineered to be lightweight
  • OrthoLite footbed for all day comfort
  • Heel Height: 3.5cm/1.5"

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Timberland PRO Men's Pitboss 6" Soft-Toe Boot,Brown,10.5 M Read Review

  • 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.

9
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Timberland Men's Chocorua Trail Mid Waterproof Snow Shoe, Brown/Green, 11 D - Medium Read Review

  • These waterproof men's hiking boots mean business on the trails, lend a rugged aesthetic to your streetwear look, and use Timberdry membranes to keep your feet dry.
  • 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.

10
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Timberland PRO Men's 6 Inch Resistor Comp Toe Waterproof INS Work Boot, Wheat Tumbled Full Grain Leather, 10.5 W US Read Review

  • Work boot featuring dual-purpose top hardware for easy lacing and padded tongue/collar
  • 200 grams of insulation for added warmth
  • Dual-density Anti-Fatigue technology absorbs shock
  • Nylong shock-diffusion plate for support and torsional rigidity
  • Cold formula thermoplastic urethane (TPU) outsole features deep lugs for traction and is slip, oil and abrasion resistant