Timberland Hiking Boots: WHY WE LOVE Them For Men and Women

Timberland Hiking Boots: WHY WE LOVE Them For Men and Women

A successful hiking trip often comes down to having great gear in tow. Top of the list is reliable hiking boots to help you tackle different terrains. When it comes to picking out hiking boots, several brands might spring to mind but have you ever tackled the outdoors in a pair of Timberlands?

Renowned for its iconic yellow boots, Timberland has transcended its urban roots to become the go-to choice for hikers who want to strut the trails with style. In the past, the company only catered to industrial workers and fashionistas looking to make a statement.

But over the past few years, Timberland has created hiking boots to cater to the explosive category. In this guide, we are going to delve into our favorite Timberland hiking boots and why we love them;

Be sure to make it the Timberland women’s Cortina Valley hiker boot to find out why it is a great companion on the trail.

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Rating (out of 5 stars)

Timberland Men’s Chocorua Trail Mid


1.3 Pounds



Timberland White Ledge Mid


1.06 Pounds



Timberland Men’s Euro Sprint Hiker


1 Pound 5 ounces



Timberland women’s Mt. Maddsen Mid

Full-grain leather

2.31 Pounds



Timberland Women’s Norwood Mid

Leather and textile

13 ounces



Timberland women’s Cortina Valley Winter Hiker Boot


1.2 Pounds



Are Timberlands good for hiking?

Before we look at the stand-out Timberland hiking boots in detail, let’s help answer a commonly asked question; Are Timberlands good for hiking? In 1973, Timberland introduced its iconic classics, initially intended as working boots. Surprisingly, these boots were well-suited for hiking at the time.

However, the landscape of hiking footwear has evolved considerably since then, whereas the Timberland classics have remained largely unchanged. They now fall short in key aspects crucial for serious hiking expeditions because they are too heavy, lack proper support, and offer suboptimal comfort. Also, their grip has proven less than stellar.

While Timberland classics may still serve well for strolling through a city or embarking on mild, short-day hikes, they don’t meet the storied requirements for rigorous hiking adventures. Not to be left behind, Timberland came up with a hiking line. Timberland’s dedicated hiking boots cater specifically to trail enthusiasts.

These modern offerings boast waterproof features, exceptional comfort, and a design optimized for an enjoyable and safe hiking experience. When it comes to serious trekking, the classics may have lost their stride, but Timberland hiking boots are ready to step up and conquer the trail with you.

Our top Timberland hiking boots for Men

1. Timberland Men’s Chocorua Trail Mid Waterproof Hiking Boot

Material: Leather

Waterproofing: Yes

Item weight: 1.3 Pounds

Price: $115

The Timberland Chocorua Trail Mid Waterproof hiking boot is the perfect match for your dynamic lifestyle. Crafted with an oiled nubuck upper and enhanced with cushioned, moisture-wicking linings, this boot is designed to handle anything life throws your way while on the trail. Unparalleled comfort meets optimum traction in this versatile footwear option.

Styled to seamlessly blend with the great outdoors, these mixed-media mid-hikers boast multi-directional rubber lug outsoles, providing superior traction on a variety of terrains. Experience the luxury of a compression-molded midsole and a removable contoured sock liner, ensuring a personalized and comfortable fit.

To top it off, these boots are equipped with the exclusive TimberDry™ waterproof membrane, made from 50% recycled plastic, ensuring your feet stay dry and protected in any weather condition.


  • They are very comfortable
  • They are waterproof
  • They are sturdy


  • The stitching in the heel might cause some discomfort on long trails

2. Timberland Men’s White Ledge Mid Waterproof Hiking Boot

Material: Leather

Waterproofing: Yes

Item weight: 1.06 Pounds

Price: $99.99

The Timberland White Ledge Mid is a straightforward, all-leather hiking boot. Seamlessly navigate any trail with confidence in Timberland’s White Ledge Hiker. This hiking boot guarantees exceptional comfort, waterproof shielding, and a rubber sole designed for optimal traction across diverse terrains.

Despite being a full leather boot, it maintains a lightweight profile, making it the cost-effective footwear choice for occasional hikers. Noteworthy for its substantial ankle padding on both the collar and upper tongue, the White Ledge Mid distinguishes itself in the world of hiking footwear.


  • Has no side seams
  • Has a wide sole


  • Has poor ankle support

3. Timberland Men’s Euro Sprint Hiking Boot

Material: Leather

Waterproofing: Yes

Item weight: 1 Pound 5 ounces

Price: $124

The Timberland Men’s Euro Sprint Hiker is a robust, comfortable boot designed for optimum outdoor traction. What sets the boot apart is the ReBOTL™ fabric linings, comprised of at least 50% recycled plastic.

Crafted with a synthetic and mesh upper, this lace-up boot boasts a padded collar for enhanced comfort, embodying the perfect fusion of style and functionality. Look out for the Timberland logo heel stamp that adds a touch of brand sophistication. The cushioned footbed cradles your feet offering unparalleled comfort every step of the way.

Fear no terrain, as the durable lug outsole ensures a firm grip, conquering the elements regardless of the weather. With the Euro Sprint Hiker, you’re not just wearing a boot; you’re embracing a commitment to quality, sustainability, and unbeatable outdoor style.


  • Extremely comfortable
  • Exceptional grip
  • Made from sustainable materials


  • Not as sturdy as the other Timberland hiking boots on our list

Our top Timberland hiking boots for women

1. Timberland Mt. Maddsen Valley Mid Waterproof

Material: Full-grain leather

Waterproofing: Yes

Item weight: 2.31 Pounds

Price: $120

Behold the exceptional prowess of the Timberland women’s Mt. Maddsen Mid – a versatile, lightweight marvel delivering stellar performance on the trail. Engineered with waterproof fortification and anti-fatigue comfort, this ruggedly stylish all-purpose hiker promises to elevate your experiences to unprecedented heights.

Unfazed by wet weather, its impermeable design ensures that your journey to success remains unimpeded, amplified by the rubber lug outsole offering impeccable traction.

Remarkably light on your feet and fortified with a TPU shank for enhanced stability, the Mt. Maddsen Valley waterproof hiker is your ticket to stylishly reaching new destinations. Adorned with a sleek finish and a lace-up upper, rest assured you’ll not only reach your goals but do so with a visually appealing stride as you ascend and conquer.


  • Versatile
  • Very comfortable
  • Great material


  • They are clunky

2. Timberland Women’s Norwood Mid Waterproof

Material: Leather and textile

Waterproofing: Yes

Item weight: 13 ounces

Price: $110

Equipped with waterproof leather and fabric, the Timberland Women’s Norwood Mid boots go beyond durability; they epitomize practicality in outdoor footwear. The waterproof membrane ensures your feet stay comfortably dry, enabling you to forge ahead regardless of the weather conditions.

Thanks to the gusseted tongue, these boots act as a barrier against debris, ensuring nothing hinders your pace. With an EVA midsole, experience cushioned comfort and shock absorption without the burden of extra weight. Plus, the 34% recycled rubber outsole, complete with traction lugs, delivers both eco-consciousness and a reliable grip.


  • Good arch support
  • They are sleek and versatile
  • They are very light


  • Not as sturdy as Timberland Mt. Maddsen

3. Timberland Women’s Cortina Valley Winter Hiker Boot

Material: Leather

Waterproofing: Yes

Item weight: 1.2 Pounds

Price: $180

Shield your feet from winter’s harsh elements with the Timberland women’s Cortina Valley Winter Hiker Boot. These mid-hikers boast a fusion of materials, featuring upscale Timberland leather uppers and a TimberDry waterproof membrane.

Anchored by a robust lug sole, this grounded hiking boot is meticulously crafted from top-tier waterproof components, complete with a plush faux-fur collar ensuring day-long comfort.

The construction doesn’t compromise on quality, incorporating GreenStride™ soles crafted with an EVA blend containing 65% biobased materials sourced from sugar cane and responsibly grown rubber. A ReBOTL™ fabric lining, composed of at least 50% recycled plastic, also further exemplifies the commitment to both comfort and sustainability.


  • They are made from sustainable materials
  • They are stylish
  • They are versatile


  • They are too clunky

Timberland didn’t just step into the hiking scene; it conquered it, one stylish step at a time. With a commitment to quality, comfort, and sustainability, Timberland has seamlessly integrated into the world of outdoor enthusiasts, proving that hiking is not just about reaching the summit; it’s about making a mark along the way.

So, the next time you lace up those Timberlands for a hike, remember, you’re not just walking a trail; you’re striding through a runway of nature. Embrace the stylish ascent, and let Timberland be your trusty companion on the journey where boots meet roots!

Embark on unforgettable family adventures with our guide, “FAMILY-FRIENDLY HIKING TRAILS IN ROCKY MOUNTAIN NATIONAL PARK: CREATE LASTING MEMORIES” Discover the perfect trails to make lasting memories in the breathtaking landscapes.

Happy exploring! 🏞️

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