Verdict from +100 user reviews

6 reasons to buy

  • Tons of the Timberland Mt. Maddsen Slip-On reviews speak of its "out-of-the-box" comfort.
  • It's a pretty solid hiking shoe as what you'd expect from Timberland's footwear, according to many.
  • Plenty of users give it high ratings for its grippy sole that suits hilly trails, boulders, and slippery duff.
  • Lots of people use it not just for hiking but also for daily work.
  • The Timberland Mt. Maddsen Slip-On shoes are very stylish, according to many.
  • Most reviewers love the leather uppers that are water-resilient and protective.

2 reasons not to buy

  • Some people say that this shoe is slightly boxy looking and quite large in length and in the toe box.
  • It's a little heavier than expected, according to a few reviewers.

Bottom line

The ruggedness of traditional hiking shoes, plus the convenience and versatility of slip-on shoes make up the Timberland Mt. Maddsen Slip-On hikers. Featuring premium leather uppers, aggressive soles, and anti-fatigue footbeds, this hiking shoe fits the bill for anyone looking for a sturdy pair of outdoor shoes that they can take to the trail and even wear at work. 

Tip: see the best hiking shoes.

Good to know

-This hiking shoe from Timberland is made with premium leather sourced from a Silver-rated tannery.

-Made specifically for people who spend long days on their feet, this shoe has anti-fatigue features, including a shock-absorbing midsole for standing comfort, and a supportive footbed for added cushioning.

-It uses fabric linings made of at least 40% recycled plastic.

Aside from being easy to get on and off, these slip-on hiking shoes feature a roomy toe box to accommodate wearers with wide feet. The leather uppers conform to the feet and the elastic gussets help to provide a good fit. 

This shoe has a rubber lug outsole for enhanced traction and durability. The circular lugs on the forefoot and heel sections allow the shoe to bite into rough and uneven surfaces while the grooves throughout the sides in the middle help prevent slipping. 

The Timberland Mt. Maddsen Slip-On men's shoes have EVA midsoles for cushioning. EVA is a special type of foam known for its lightness, flexibility, and high bounce rate. What makes it different from other hiking shoes that also use EVA is the addition of a geometric cone support structure.

They also come with removable anti-fatigue footbeds. Like the midsole, it also has an inverted cone design for lightweight support and a contoured shape for extra comfort. 

Meant to survive challenging trail conditions, this hiker features a full-leather upper. Timberland uses top-quality leather from a tannery rated Silver for sustainability. In addition, the fabric lining used for the shoe interior is made of 40% recycled plastic. There are pull loops in the tongue and at the back for ease of wearing or taking off.

-To preserve the beauty and prolong the life of the leather, Timberland advises regularly applying a wax protector on the upper, along with a water repellent agent.


How Timberland Mt. Maddsen Slip-On ranks compared to all other shoes
Top 34% hiking shoes
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The current trend of Timberland Mt. Maddsen Slip-On.
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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.