• Subcategory

    Hiking Sandals

    Made of lightweight materials. They don't have much top-of-the-foot coverage so they're mostly suitable for well-maintained trails and summer hikes. Also useful for crossing rivers and streams. They come in open and closed-toe designs. See the best hiking sandals.

    Hiking Shoes

    The low-cut equivalent of hiking boots. Comfort is paramount in the creation of these shoes so they often have flexible materials. Generally used for day hikes. See hiking shoes.

    Hiking Boots

    Mid to high-cut models designed for more aggressive hikes and backpacking. See hiking boots.

    Mountaineering Boots

    Specialized footwear. Often insulated and used in technical routes, ice climbing or expeditions. See mountaineering boots.

    Good to know

    For hikes that won't last for more than a day, go with hiking sandals or hiking shoes. Tackling trails with greater challenges will require hiking boots or mountaineering boots.

  • Use

    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.

  • Cut


    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.

  • Price
  • Feature
  • Weight
    Men: 19.1oz
    Women: 16.4oz
  • Width
    Men: Normal
    Women: Normal
Show more facts


We spent 9.6 hours reading reviews from experts and users. In summary, this is what hikers think:

8 reasons to buy

  • It required little-to-no breaking in, as testified by many wearers.
  • The majority loved how comfortable the Gypsum II Mid Waterproof was. They said that they did not want to take it off.
  • The ankle support of this day hiking boot was applauded by a handful.
  • Numerous consumers liked how it provided them warmth on cold conditions. One even sent a pair to her son in Alaska. She said that it served her son well.
  • Keen’s Gypsum II Mid Waterproof was indeed a lightweight hiking boot, as claimed by a lot of users.
  • Some were amazed with the fit of these boots.
  • The outsole of the Gypsum II Mid Waterproof received approvals from a considerable number of wearers. They attested that it did not retain mud or snow during their hikes.
  • Several users appreciated the roomy toe box. They mentioned that they have enough space to wiggle their toes.

5 reasons not to buy

  • A couple of Gypsum II Mid Waterproof purchasers were disappointed with its durability. One noted that the soles separated after two months of use.
  • The sizing was a bit small, according to a few. They had to return and exchange it for a half size up.
  • A handful of wearers found the pair to be too warm for the summer season.
  • The metal hooks on the top of the boots broke off. This was experienced by a significant number of users.
  • Some disliked the insufficient arch support from Keen’s Gypsum II Mid Waterproof. They had to replace the insoles to get better support on their arches.

Bottom line

When it comes to comfort, Keen Gypsum II Mid Waterproof delivered well. Its minimal break-in period, the ankle support and roomy toe box were some of the reasons why consumers felt satisfied with this pair. The insulation and well-performing outsole were also acknowledged by wearers. Even with those positive reviews, this day hiking boot still garnered negative points. Keen’s quality construction and durability have been jeopardized when users experienced issues with the sole separating too soon and metal hooks were snapping off quickly. Everything considered, the Gypsum II Mid Waterproof from Keen’s is a comfortable boot for day hiking, yet consumers have to be cautious of its signs of wear and tear and be prepared to use its product warranty.


Expert Reviews

Experts are hikers, who post reviews at youtube, directly at RunRepeat or at their own websites. Each expert is categorized from level 1 to level 5 based on expertise. See stats on expert reviews and how we calculate scores here.

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90 / 100 based on 1 expert reviews

  • 90 / 100 | Comfort Work Boots

    Robust, supportive, practical, attractive and packed with an array of protective features, the Gypsum Waterproof Boots are ideal for the active, outdoor girl looking for something comfortable and long lasting.

  • First look / Unboxing | Shop Zappos

  • First look / Unboxing | Shop Zappos

  • First look / Unboxing | Snowys Outdoors

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Updates to Keen Gypsum II Mid Waterproof

  • Keen has furnished the Gypsum II Mid Waterproof with technologies to let users travel for miles. It uses a non-marking rubber outsole that has 4 mm multi-directional lugs to promote traction. The Keen.Protect provides additional forefoot protection.
  • The cushioning and support are handled by the components in the midsole. A metatomical dual density EVA footbed, ESS shank, heel support structure and the Keen.Zorb work together to render optimal performance. The Cleansport NXT takes care of the freshness of the boot's interior.
  • Using a durable nubuck leather and breathable mesh upper, the Gypsum II Mid Waterproof maintains comfort. The Keen.Dry sustains the boot’s waterproofing.

Keen Gypsum II Mid Waterproof size and fit

The Gypsum II Mid Waterproof from Keen is offered in sizes 7 to 15 with half sizes until 11.5 for men and 5 to 11 plus half sizes for women. Both variants are in medium width. It fairly runs true to size. The traditional lace-up closure grants users a customized fit.


The Keen Gypsum II Mid Waterproof is equipped with a grippy, non-marking rubber outsole. It has 4-millimeter, multi-directional lugs to ensure that mud and dirt do not remain stuck on its surface. The design of this outsole also creates a channel to let water out when traversing wet areas, thus maintaining its grip.

The footwear company's patented toe protection—Keen.Protect—is also incorporated into this day hiking boot. It safeguards the foot against accidental bumps.


Keen Gypsum II Mid Waterproof makes use of a removable, Metatomical, dual density EVA footbed. Metatomical, a term coined from the fusion of metatarsal and anatomical, is engineered to give arch support. It conforms to the overall shape of the boot providing comfort and support. Moreover, the dual density EVA foam adds cushioning and flexibility.

To maintain the freshness of the environment inside the boots, Keen has applied the Cleansport NXT in the Gypsum II Mid Waterproof. This technology works naturally by breaking down odor-causing bacteria. It involves microbes that are activated by sweat. They remain dormant until reactivated.

Providing an additional layer of comfort is the Keen.Zorb. This full-length cushioning is shock absorbent and delivers instant relief.

Securing every step on the trail is the ESS shank. It renders torsional rigidity which stabilizes and adds midfoot support in every stride. The stability of this day hiking boot is further enhanced by the heel support structure.


To provide the Gypsum II Mid Waterproof a durable yet breathable upper, Keen has combined nubuck leather, mesh and textile lining together. Nubuck leathers are known for their resistance to abrasion and wear accounting to its durability.

Keen.Dry—a patented waterproofing technology from Keen keeps the feet safe against wet outdoor conditions. It also allows moisture from the inside to escape, preventing blisters and hot spots.

The Keen Gypsum II Mid Waterproof has a gusseted tongue which provides additional protection against debris. The pull loop on the back of the heel and the top of the tongue warrants smoother adjustments, while its soft, padded collar renders comfort.

Additional Info

  • Keen recommends using a leather cleaner and conditioner (found in most footwear dealers) to rid this boot of dirt.