Timberland Chocorua Vs Mt. Maddsen – Which One Is Better

Are you stuck trying to decide between two of Timberland’s iconic boots, the Chocorua and MT Maddsen? You’re not alone! With multiple variations for each boot–including waterproofing, tread patterns, leather options and more–deciding which will best suit your lifestyle can be challenging. We know that one size does not fit all regarding footwear, so we created an in-depth guide on the main differences between these two classic originals from Timberland Chocorua vs Mt. Maddsen. These two rugged and reliable boots have been duking it out for the title of “best hiking boot” for years, and both have a loyal following of hikers who swear by their comfort and durability. But which one is truly the superior choice for your next outdoor adventure? In this article, we’ll take a closer look at both boots’ features, pros, and cons to help you decide which one is right for you. So lace up your laces, and let’s hit the trail!

Timberland Chocorua Vs Mt. Maddsen

Let’s start a comparison of Timberland Chocorua vs Mt. Maddsen

Are you in the market for a new pair of hiking boots? Look no further, as we are here to compare two of the most popular options on the market, the Timberland Chocorua and the Mt. Maddsen. These boots are known for their durability, comfort, and performance on the trails and have stood the test of time. But which one is the best fit for your needs? Let’s take a closer look at the features of each boot and see how they stack up against each other. From the ruggedness of the Chocorua’s full-grain leather and mesh uppers to the lightweight design of the Maddsen’s superior construction, we’ll break down every aspect to help you decide which boot is the perfect choice for your next outdoor adventure. You’ll be sure-footed on whatever trails lie ahead in no time!

Best Pick

Timberland Men's Chocorua Trail Mid Waterproof Hiking Boot

Timberland Men’s Chocorua Trail Mid Waterproof Hiking Boot

  • Fabric Type : 100% Waterproof Leather
  • Care Instructions : Machine Wash
  • Sole MaterialRubber

Staff Pick

Timberland Men's Anti-Fatigue Hiking Waterproof Leather Mt. Maddsen Boot

Timberland Men’s Anti-Fatigue Hiking Waterproof Leather Mt. Maddsen Boot

  • Fabric Type : Full-grain leather
  • Sole Material : Rubber
  • Shaft Height : 5 Inches

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

Timberland Chocorua Hiking Boot is the perfect choice for any outdoor enthusiast looking for a reliable and durable boot that can stand up to the elements. This mid-trail boot features an oiled nubuck upper and cushioned, moisture-wicking linings providing unbeatable comfort for long hikes and a rugged aesthetic for wearing around town. Its GORE-TEX Bootie Construction ensures waterproof protection so you can explore confidently in all terrain and weather conditions.

Additionally, this hiking boot also features a 12-month Timberland warranty to ensure years of use that you can trust. So if you’re looking for a dependable and comfortable hiking boot to help you stay active outdoors, then the Timberland Chocorua Boot is an excellent option worth considering.

With its rugged look and waterproof protection, you’ll be ready to take on any environment confidently, knowing that your feet are well-protected from surprises along the way!


Timberland Chocorua mid-trial hiking boot is constructed with extraordinary features, including full-grain leather, mesh uppers, GORE-TEX Bootie Construction, cushioned footbed and more. Let’s break them down in detail:

  • 1: Full-Grain Waterproof Premium Leather and Mesh Uppers Timberland Chocorua boot features full-grain waterproof premium leather and mesh uppers. Full-grain leather is a high-quality, durable material that is made from the top layer of cowhide. It is known for its strength, durability, and resistance to water. Adding mesh to the uppers provides breathability, which helps keep the feet cool and dry.
  • 2: Rubber Lug Sole The Chocorua boot also features a rubber lug sole. Rubber soles are known for their durability and traction, and the lug pattern on the sole provides additional grip on slippery or uneven surfaces.
  • 3: Compression-moulded EVA Foam Midsole Timberland Chocorua boot has a compression-moulded EVA foam midsole, which provides lightweight cushioning and shock absorption. EVA foam is a type of foam that is known for its light, flexible, and cushioning properties. Compression moulding refers to the process of shaping the foam under pressure, which helps to make the midsole more durable and supportive.
  • 4: TimberDry Eco-conscious Membrane Timberland Chocorua boots come equipped with TimberDry Eco-conscious waterproof membrane. This membrane is made of waterproof and breathable material that helps keep the feet dry and comfortable in wet conditions.
  • 5: Adjustable Rustproof Lacing System – These hiking boots have an adjustable rustproof lacing system that allows for a customized and secure fit. Rustproof laces mean that the eyelets and hooks of Chocorua are made of rust-resistant materials such as plastic or other synthetic materials that can withstand wet conditions without the risk of rusting. Plus, this lacing system helps maintain the boot’s durability over time.
  • Keep your feet dry in any weather with the fully waterproof construction.
  • Featuring EVA midsoles for added cushioning and support, making it comfortable for extended wear.
  • Primaloft Insulation provides added warmth for cold weather wear.
  • A fully gusseted tongue helps to keep debris and water out of the boot.
  • The ReBOTL fabric lining of Chocorua is eco-friendly and adds an extra layer of insulation for added warmth.
  • This boot does not have an Anti-Fatigue Footbed, which may not provide enough cushioning and support for long periods of standing or walking.
Final Verdict

In conclusion, the Timberland Chocorua boot is a durable and versatile option for those looking for a high-quality hiking boot. The waterproof and breathable membrane and the sturdy construction make these boots suitable for various terrains and weather conditions. The comfortable fit and support provided by the EVA footbed and PrimaLoft insulation make these boots a great choice for long-distance hiking. So if you’re looking for a reliable and comfortable pair of boots to take on your next adventure, the Timberland Chocorua boot is worthwhile.

2: Timberland Mt. Maddsen Hiking Boot

Make a lasting impression on your next outdoor adventure with a pair of Timberland Mt. Maddsen Hiking Boots. Crafted from high-quality 100% waterproof leather rated LWG Silver and featuring an eco-conscious TimberDry waterproof membrane, these stylish leather hikers are designed to keep your feet dry while trekking through any terrain. Additionally, the 5-inch shaft height from the arch provides ample stability and support, while the anti-fatigue comfort technology promises all-day comfort.

What’s more, these hiking boots are Climate Pledge Friendly certified for added peace of mind and are covered by a 12-month warranty for long-lasting wear and tear protection.

Hence, whether you’re donning trousers or jeans with a tee, these rugged style pairs go perfectly with performance hiking gear for a timeless look that will never go out of fashion. With the Timberland Mt. Maddens on your side, any trail is yours to take!


Timberland Mt. Maddsen Boot is your ultimate companion for any outdoor adventure offering comfort, durability and protection in one stylish package. Here we have listed some of its features:

  • 1: Premium Full-Grain Leather Uppers – Timberland Mt. Maddsen Boot is made with premium full-grain leather uppers that are waterproof, which means that the leather has been treated to make it resistant to water penetration. This feature ensures that your feet will stay dry even in wet conditions, making the boots suitable for hiking and other outdoor activities.
  • 2: Recycled Rubber Lug Sole – These boots feature a lug sole made from 15% recycled rubber. This sole provides excellent traction and durability, making it ideal for hiking on rugged terrain. This recycled rubber also makes the boots environmentally friendly, as it reduces the use of virgin materials.
  • 3: EVA Foam Midsole Timberland Mt. Maddsen Boot has a compression-moulded EVA foam midsole, a lightweight foam type that provides excellent cushioning. This type of midsole is designed to provide extra support and comfort to the foot, making it ideal for extended periods of walking or hiking.
  • 4: Removable Anti-Fatigue Footbed Mt. Maddsen hiking boots feature a removable anti-fatigue footbed designed to provide extra support and cushion to the foot, reducing fatigue and discomfort. The footbed is also removable, which makes it easy to clean or replace if necessary.
  • 5: Adjustable Lacing System – Timberland Mt. Maddsen Booti is equipped with an adjustable lacing system, which allows you to customize the boot’s fit to your foot. This feature makes it easy to get a snug and secure fit, essential for keeping your feet stable and supported while hiking.
  • The waterproof construction of the Timberland Mt. Maddsen boot keeps your feet dry in any weather
  • They are designed to be comfortable and light to wear, ensuring that the wearer’s feet will not feel weighed down or tired.
  • The 1.5-inch heel and 1-inch platform of Mt. Maddsen provide added height and stability.
  • The fully gusseted tongue of the boot helps to keep out debris and dirt, keeping the wearer’s feet clean and dry.
  • ReBOTL Fabric lining of the boot provides added insulation and breathability and keeps your feet warm and comfortable in colder weather.
  • Some users have reported that the boots are stiff and may take time to break in properly.
  • Unlike the Timberland Chocorua, these boots don’t have PrimaLoft insulation, which may make them unsuitable for cold weather.
Final Verdict

The Timberland Mt. Maddsen boot is a durable and reliable hiking boot suitable for various terrains. It features a waterproof leather upper and a rubber lug outsole for excellent traction. The boot also has a comfortable fit and provides good support for the foot and ankle. Overall, Timberland Mt. Maddsen is a perfect choice for hikers looking for a sturdy and dependable boot at a reasonable price.

Comparison Table Between Timberland Chocorua and Mt. Maddsen

The Chocorua and Mt. Maddsen are two iconic hiking boots of the Timberland Brand. Both are designed to provide the wearer with maximum comfort and durability. However, there are a few differences between them, which we have highlighted in the comparison table below.



Timberland Chocorua

Timberland Mt. Maddsen

Timberland Chocorua Boot is made with premium full-grain leather and mesh uppers

Timberland Mt. Maddsen Boot is crafted from a full-grain premium leather upper

It has a rubber outsole with a lug pattern

It has a 15% recycled rubber lug sole

Chocorua boots are manufactured with GORE-TEX bootie construction that provides waterproof protection.

Mt. Maddsen boots are also waterproof, with a waterproof leather upper and sealed seam to provide added protection against the elements.


Shaft Height

Ankle shaft height

5 Inches shaft height

Arch support

Featuring an EVA midsole and removable footbed for cushioning and arch support

Timberland Mt. Maddsen boot features EVA foam midsoles, a removable anti-fatigue footbed, and a 5-inch shaft for extra cushioning and support.

Differences Between Timberland Chocorua and Mt. Maddsen

Timberland Chocorua and Mt. Maddsen are popular hiking boots from the iconic outdoor footwear brand. While they share many similarities, there are also some critical differences. So, let’s take a look at the differences between Timberland Chocorua and Mt Maddsen boots:

1: Upper Construction Material

Timberland Chocorua boot features premium full-grain leather and meshed upper construction. This combination of materials provides durability, breathability, and a comfortable fit. The Mt. Maddsen boot, on the other hand, is made with a premium full-grain leather upper, which is known for its durability and resistance to water and other outdoor elements.

2: Rubber Lug Sole

Timberland Chocorua has a non-recycled rubber lug sole. This means that the rubber used to make the sole is not made from recycled materials. Timberland Mt. Maddsen, in contrast, has a 15% recycled rubber sole. This means that 15% of the rubber used to make the sole is made from recycled materials, making it a more environmentally friendly option.

3: Waterproof Construction

Chocorua boot features GORE-TEX Bootie Construction, a waterproof and breathable membrane that keeps feet dry and comfortable in wet conditions. At the same time, the Mt Maddsen boot has seam-sealed waterproof construction. This means that the seams of the boot are sealed to prevent water from entering the boot. Both construction methods provide effective waterproofing.

4: Insulation

The Chocorua boot has PrimaLoft, a synthetic insulation that provides warmth in cold conditions. The Mt. Maddsen boot, on the slip side, does not have insulation.

5: Footbed

Chocorua boots come with a regular footbed, which provides cushioning and support for the foot. At the same time, the Mt. Maddsen boot has a removable anti-fatigue footbed designed to reduce fatigue and provide added comfort for the foot.

6: Colour Options

Timberland Chocorua boot is available in 3 colour options such as black, brown, and green. Timberland Mt. Maddsen boot is available in 6 colour options: brown, black, medium grey nubuck, medium brown, light brown full-grain, and dark brown. This provides more opportunities for the consumer to choose from.

Similarities Between Timberland Chocorua and Mt. Maddsen

Two of Timberland’s most popular hiking boots, the Chocorua and Mt. Maddsen models, offer outdoor enthusiasts similar features that make them excellent choices for rugged terrain exploration. Here we are going to discuss these similarities:

1: Men’s Hiking Boot

Both Timberland Chocorua and Mt. Maddsen boots are designed specifically for men and are intended for use as hiking boots. This means that they both have rugged, durable construction and features tailored to outdoor enthusiasts’ needs, such as good traction and support for rough terrain.

2: TimberDry Eco-conscious Waterproof Membrane

Both boots feature Timberland’s TimberDry technology, an environmentally-friendly waterproof membrane that helps keep feet dry and comfortable in wet conditions. This membrane is made from recycled materials and is designed to be breathable, so it doesn’t trap sweat and moisture inside the boot.

3: Moulded EVA Foam Midsole

Both the Chocorua and Mt Maddsen boots have a moulded EVA foam midsole, which provides cushioning and support for the foot. EVA foam is a lightweight and flexible material that helps to absorb shock and reduce pressure on the foot, making it ideal for hiking and other outdoor activities.

4: Gusseted Tongue

Both these Timberland boots feature a gusseted tongue, which helps to keep dirt and debris out of the boot. A gusseted tongue is sewn to the upper of the boot, creating a barrier that prevents dirt and other small particles from entering the boot.

5: ReBOTL Fabric Lining

Both the Chocorua and Mt. Maddsen pair of footwear has a lining made from ReBOTL fabric, a recycled material designed to be breathable and moisture-wicking. This lining helps to keep feet dry and comfortable, even in hot and humid conditions.

6: Adjustable Lacing System

Both boots are equipped with an adjustable lacing system that allows the wearer to customize the fit of the boot to their needs. This system typically includes laces made from durable, weather-resistant materials and can be adjusted to provide a snug, secure fit around the foot and ankle.

Which is Best for You, Timberland Chocorua or Mt. Maddsen?

If you’re looking for the ultimate boot to take on all your outdoor adventures, look no further than Timberland’s Mt. Maddsen. This classic style has been time-tested and proven an ideal choice over its competitors, providing unbeatable comfort thanks to buttery soft leather construction so that any journey with these boots is sure to be comfortable. With recyclable rubber soles and EVA compression-moulded midsoles, this boot provides excellent support and cushioning for your feet, while the anti-fatigue footbed helps to reduce fatigue and discomfort. Additionally, Mt. Maddsen is available in various colour options, so you can choose the one that best suits your style. And with its affordable price range, this boot is an excellent value for anyone looking for a high-quality and eco-friendly shoe.

Relevant Questions

What is the quality of Timberland boots?

The quality of Timberland boots is excellent. They are designed to provide superior comfort, protection and durability for various conditions and terrains.

Are Timberland boots suitable for hiking?

Yes, Timberland boots are suitable for hiking. Their rubber soles provide excellent grip and traction on uneven terrain, while their anti-fatigue footbeds help to reduce fatigue and discomfort during long hikes.

How comfortable are Timberland hiking boots?

Timberland hiking boots are incredibly comfortable. Their EVA compression-moulded midsoles provide cushioning and shock absorption, while the ReBOTL fabric lining helps to wick away moisture to keep feet dry and comfortable.

Can Timberland Chocorua and Mt Maddsen boots handle snowy conditions?

Yes, Timberland Chocorua and Mt Maddsen boots can handle snowy conditions. Their adjustable lacing system ensures the fit is secure and snug, while the waterproof leather upper helps keep feet dry and protected in wet or snowy conditions.

Are Timberland Mt Maddsen boots eco-friendly?

Yes, Timberland Mt. Maddsen boots are eco-friendly. Their soles are made from a recycled rubber material, while their uppers are made from leather sourced from sustainable tanneries. Additionally, the company’s commitment to corporate social responsibility ensures that all production processes have a minimal environmental impact.

Is it worth purchasing Timberland boots?

Yes, Timberland boots are well-known for their excellent quality and durability. They provide superior comfort and protection while taking on the outdoors, making them an ideal choice for hiking, camping, and other outdoor activities.


A sturdy and durable pair of hiking boots is a must-have when embarking on a journey to explore the world. As travel is all about the journey, not the destination, it is essential to invest in boots that will withstand the elements and last through your adventures. But, finding a pair of boots that are both functional and stylish can be a daunting task. Fortunately, this comparison article of Timberland Chocorua vs Mt. Maddsen is here to help you decide which boot is best for your needs. Both shoes are designed with the modern outdoorsman in mind and provide superior comfort and protection. So, whether you choose the Chocorua or Mt. Maddsen, you can be sure that you’re getting a quality boot that will help make your journey memorable.

Ella John

Ella John created BootsSolution.com with the vision of helping people to find the perfect boots for any occasion. As an expert in the field of footwear, she has created a comprehensive guide to finding the perfect boots. With her BA (Hons) in Footwear Design from De Montfort University, UK, Ella John has been writing about boots for several years. On BootsSolution.com you can find helpful information about the latest trends, tips for taking care of your boots, and advice on how to choose the right pair. Ella’s mission is to provide her readers with the best possible advice and help make sure that everyone can look their best in a perfect pair of boots. So if you’re looking for the information and inspiration you need to find the perfect boots, look no further than BootsSolution.com.

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