12 best Timberland leather hiking boots

Based on reviews from 26 experts and 37,175 users. Learn how our rankings work or see our guide to Timberland leather hiking boots. Updated May 2020.

  • Gender Size
  • Brand
  • Day Hiking

    Shoes or boots for hikes that only last for half a day. Flexibility and lightness are the highlights of these kinds of footwear. See the best day hiking shoes and the best day hiking boots.


    For multi-day trips with a heavy pack. Manufacturers emphasize durability and support in the creation of backpacking boots. See backpacking boots

    Speed Hiking

    Designed for users who want to cover a greater distance by going fast, usually with a light pack. See speed hiking shoes.

    Winter Hiking

    Boots that grant insulation to the user during hikes. See winter hiking boots.


    Mainly sandals. Aside from hiking they can be used for other purposes such as water activities. See multi-sport hiking sandals.

    Good to know

    Casual hikers can choose day hiking footwear or multi-sport sandals. More info here.

  • Waterproofing
  • Low

    Shoes with a cuff that goes below the ankle. See low-cut hiking shoes.


    Boots with an ankle-height cuff. They provide extra ankle support. See mid-cut hiking boots and mid-cut mountaineering boots.


    Boots with a cuff that goes above the ankle. In the case of insulated ones, they may reach the calf. Also grants extra ankle support. See high-cut hiking boots and high-cut mountaineering boots.

    Good to know

    Generally, for trails that are easy to tackle, go with low-cut shoes. Go mid to high if there are more trail obstacles.

  • Low stock

    Footwear with few offers from online retailers and sold out in most sizes.


    Shoes that have been taken out of production but are still sold by most online shops.


    Shoes that just came out and have not received sufficient feedback from the buyers.


    Completely prevents water intrusions up to the height of the footwear or the gusset. As for waterproof sandals, they dry quickly. See waterproof hiking footwear.

    Water repellent

    Footwear that has some degree of water protection. See water repellent hiking footwear.


    Here at RunRepeat, hiking footwear that goes below 500 grams are considered lightweight. See lightweight hiking footwear

    Good to know

    Water protection isn't necessary if there are no wet elements along the trail.

  • CoreScore
  • Colors
  • Price
  • Fit
    • Season
    • Material
    • Number of reviews
    • Origin
      • Technology
      • Discount
      • Foot Condition
        • Pronation
        • Closure
        • Construction
          • Weight

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          1. Timberland Mt. Maddsen Mid Waterproof - Medium Brown Full Grain
          2. Timberland Euro Hiker - Brown
            Any color
            Timberland Euro Hiker - Brown
            Timberland Euro Hiker - TAN
            Timberland Euro Hiker - Black
            $110 $80 Save 27%
          3. Timberland White Ledge Mid Waterproof - Black
          4. Timberland Euro Sprint Hiker - Grey
          5. Timberland Field Trekker Mid - brown
          6. Timberland Chocorua Trail Mid Waterproof - timberland-chocorua-trail-mid-waterproof-0e56
          7. Timberland World Hiker Mid - Black
          8. Timberland Field Trekker WP - Dark Brown Full-grain
          9. Timberland Flume Mid Waterproof - Dark Brown
          10. Timberland Chocorua Trail 2.0 Waterproof - timberland-chocorua-trail-2-0-waterproof-50ae
          11. Timberland Euro Rock Hiker - Medium Blue Nubuck
          12. Timberland Sprint Trekker - Gris

          Those who require a pair that can withstand harsh outdoor conditions may want to consider Timberland leather hiking boots. They are engineered with robust leather uppers that can take on any trail difficulty. The brand also equipped these hikers with a variety of features to give you comfort and performance while you’re on your trip. If you need a competent footwear option that can keep up with your adventures, you may want to take a look at Timberland’s lineup of quality hiking boots with leather uppers.

          Qualities of the best Timberland leather hiking boots for men and women

          Best Timberland leather hiking boots

          Best Timberland leather hiking boots - January 2020

          They provide adequate protection

          There’s a big chance you’re going to encounter a number of difficulties when you go on a day hike or a multi-day backpacking trip. If your footgear isn’t designed to handle these challenges, you might end up with a wound or injury. Timberland leather hiking boots come with certain features that give sufficient protection, foremost of which is its tough leather upper. Some of the brand’s hikers pair this component with toe caps to shield your foot from various trail dangers, such as jagged surfaces and exposed tree roots. Moreover, the brand’s best leather hiking boots come with a waterproof membrane to deliver protection from wet conditions.

          Timberland leather hiking boots are built to last

          Leather is known to be more resistant to abrasion and the elements than mesh or synthetic fabrics. The best hiking boots from Timberland are imbued with this material so they can last longer. Their upper is engineered to handle wear and tear without losing its quality for a long period of time. Some of the brand’s finest leather hikers are also reinforced with rands to enhance their durability. Moreover, these leather offerings are equipped with sturdy sole components that can handle rough ground conditions. These features come together to deliver robustness to those who require it for their adventures.

          Materials used in the finest Timberland leather hiking boots


          Some of the brand’s best hikers use a mid-top upper made of full-grain leather. These Timberland leather hiking boots are mainly used for day hikes with harsh challenges in it. This certain material is derived from the outer layer of an animal’s skin, which is the toughest and heaviest portion available. It is not sanded down during the tannery process, which helps it retain its distinct look.


          Select Timberland leather hiking boots sport an upper made of nubuck. This leather variant is produced when the animal skin’s top layer is sanded and buffed from its outer side. The outcome is a smooth material that renders adequate protection and abrasion-resistance. Moreover, nubuck is known to be less durable than its full-grain leather counterparts.

          Frequently asked questions about Timberland leather hiking boots

          What’s the best way to take care of my Timberland leather hiking boots?

          Leather is a material that, when left uncared for, will begin to crack. As such, Timberland recommends performing the following tips to preserve the condition of your leather hikers.

          • Apply a waterproof treatment solution on your Timberland leather hiking boots. This product will help soften and protect the leather upper without sacrificing its breathability.
          • Don’t leave your newly-washed hikers to dry near sunlight or any direct source of heat. Doing so would affect the quality of your Timberland leather hiking boots. It is recommended to place these hikers in a well-ventilated spot to dry.

          9 best Timberland leather hiking boots

          1. Timberland Euro Sprint Hiker
          2. Timberland Flume Mid Waterproof
          3. Timberland Euro Hiker
          4. Timberland Mt. Maddsen Mid Waterproof
          5. Timberland World Hiker Mid
          6. Timberland White Ledge Mid Waterproof
          7. Timberland Chocorua Trail 2.0 Waterproof
          8. Timberland Field Trekker Mid
          9. Timberland Field Trekker WP
          Paul Ronto
          Paul Ronto

          Paul loves adventure. Over the past 20 years, he has climbed, hiked, and ran all over the world. He’s summited peaks throughout the Americas, trekked through Africa, and tested his endurance in 24-hour trail races. He has worked in the outdoor industry as a whitewater and hunting guide, gear tester, copywriter, and outfitting specialist at places like The National Outdoor Leadership School, No Barriers USA, and Sierra Trading Post. He has been quoted in NYMag, NBCNews, and Business Insider to name a few.