The Best Timberland Hiking Boots For Men

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When your life is on the line, you want every foothold to stay true, and every step to feel firm. It’s an absolute must that you get a pair of sturdy boots if you’ve set your sights on conquering high altitudes. That means choosing a brand that you can rely on for any outdoor adventure, such as Timberland.

Timberland offers durable footwear that’s specially designed for rugged terrain and unfriendly weather. They come with a variety of features and in numerous styles, which, by the way, look good even as casual streetwear. Backed by decades of innovation, you can trust your pair of Timbers to endure wherever you wear it.

Check out the very best Timberland hiking boots for men below:

Comparison Chart

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Timberland Men’s White Ledge Mid Waterproof Boots, Wheat, 9W
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Timberland Men’s 18128 Flume Boot,Dark Brown,9.5 M US
Timberland Men’s Chocorua Trail Mid Waterproof, Brown/Green, 7 D-Medium
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Timberland Earthkeepers Mt. Maddsen Hiking Boots for Men Dark Brown
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Timberland Rangeley Mid Leather Black 8.5 D (M)
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Timberland Men’s Euro Hiker Boot, Brown, 11 M
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Timberland Men’s World Hiker Mid Ankle Boot, dark green, 9.5 Medium US

Timberland Men’s White Ledge

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Top Features

  • 100% full-grain leather from a silver-rated tannery
  • Seam-sealed to be waterproof
  • EVA midsole and footbed

Colors: Wheat, Brown, Brown Nubuck, Medium Brown, Dark Brown, Black

Fits as expected: 87% of the time

Timberland’s most popular hiking boots show no sign of slowing down. The Men’s White Ledge is truly an outstanding piece of craftsmanship and engineering, It will keep your feet comfortably warm and dry no matter where you go. It’s fully gusseted tongue and EVA layers cushion every step, while its rubber outsole features multidirectional lugs that add plenty of traction. You can’t go wrong choosing a pair that’s been highly rated by thousands of satisfied owners.

Timberland Men’s Flume

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Top Features

  • Full-grain premium leather 
  • Seam-sealed to be waterproof
  • Compressed and molded EVA sole

Colors: Dark Brown, Black

Fits as expected: 86% of the time

Designed to withstand both rocky and wet terrains, the Men’s Flume hiking boots feature 100% full-grain leather that’s seam-sealed to keep water out. Comfort is also a priority in the Flume’s design, with an EVA midsole and footbed that can readily absorb the shock of steps burdened with gear. Add the traction-heavy rubber outsole and you’ve got yourself an amazing pair of Timberland hiking boots for men.

Timberland Men’s Chocorua Trail

Top Features

  • 100% premium leather and waterproof mesh
  • GORE-TEX construction 
  • EVA foam and anti-fatigue footbed

Colors: Dark Brown, Brown, Brown/Green, Black

Fits as expected: 86% of the time

If you want a fully waterproof pair of hiking boots that still allow your feet to breathe, pick up the Men’s Chocorua Trail. Its premium leather uppers and GORE-TEX membranes will keep moisture away from your feet, while its foam EVA midsole and anti-fatigue footbed keeps them comfortable. All these features and materials make this Timberland pair a topnotch choice for multi-day backpacking and hiking.

Timberland Men’s Mt. Maddsen

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Top Features

  • Silver-rated, imported leather
  • TimberDry membranes for water-resistant build
  • Anti-fatigue technology

Colors: Dark Brown, Brown, Light Brown, Black

Fits as expected: 86% of the time

Made from leather imported from a tannery that’s been rated silver by the Leather Working Group, the waterproof Men’s Mt. Maddsen enhances your endurance to unbelievable levels. The geometric cone support cut into its midsole provides energy return and shock absorption, reducing each step’s impact and lessening fatigue. It’s also designed following the BFSP motion efficiency system, which optimizes the boot’s shape and lugs to make braking, supporting, flexing, and propelling require less energy. You’ll find it tough to find a tougher pair of hiking boots for extreme outdoor escapades than the burly Mt. Maddsen. 

Timberland Men’s Rangeley

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Top Features

  • Premium-grade 100% leather 
  • Internal thermoplastic urethane shank 
  • Adjustable speed-lacing hardware

Colors: Black, Brown

Fits as expected: 84% of the time

Experienced mountain climbers know the dangers of both dry, rocky outcroppings as well as muddy, slippery slopes. Well, the Men’s Rangeley can handle either terrain very well. Its solid rubber sole with multi-directional lugs gives your feet plenty of purchase, while its compressed midsole and internal TPU shank add arch support to keep your stance steady and unstrained. You’ll thoroughly enjoy the vistas that your feet will take you when you don’t have to worry about the protection afforded by your trusty Timberland boots.

Timberland Men’s Euro Hiker

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Top Features

  • 100% leather from a silver-rated workshop
  • Toe guard, padded tongue and collar
  • EVA midsole and a steel shank for better support 

Colors: Brown, Wheat

Fits as expected: 81% of the time

For a comfortable pair of activewear that can withstand the rigors of any terrain, you’ll get outstanding performance from the Men’s Euro Hiker. Designed for backpacking and light trekking, these full-grain Timberland hiking boots for men are sufficiently cushioned for both your soles and ankles. Its D-ring lacing hardware is rustproof, and the included laces are actually crafted from recycled bottles. Take surefooted steps with its rubber outsole and expect superior bracing from its internal steel shank.  

Timberland Men’s World Hiker

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Top Features

  • 100% premium leather upper and suede finish
  • SensorFlex comfort technology
  • EVA footbed and gusseted tongue 

Colors: Dark Green, Dark Grey, Medium Brown, Black Suede, White Suede, Red Suede

Fits as expected: 92% of the time

The Men’s World Hiker boots are one of Timberland’s best-fitting models, as its premium-grade leather has been molded to wrap your feet snugly. Its fantastic velvety finish makes it quite a looker in any indoor setting, and yet its sturdy construction and features allow you to strike into the great outdoors with confidence. You’ll find it quite easy to walk, run, or climb with the SensorFlex comfort system aiding its EVA footbed layer.  

Step Up to the Challenge with Timberland Hiking Boots

There’s so much to discover and experience outside the confines of the city, so it’s no surprise that you want to heed nature’s beckoning call. When you’re ready to step up and take on the challenges of outdoor adventures, only do so with feet well-protected by stout leather boots from Timberland. They’re the perfect combination of ruggedness and comfort you need to reach new heights and blaze smoking trails. 

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