7 Best Timberland Hiking Boots in 2022

Paul Ronto
Paul Ronto on
7 Best Timberland Hiking Boots in 2022

Timberland is among the go-to brands when it comes to serious outdoor footwear. Their hiking boots are built to last and keep you going when the trail gets tougher.

We have tested 10+ incredible Timberland hikers to come up with our top picks. So whether you need the Swiss Army knife of kicks, a super-supportive Timberland boot, or something you can wear on dress-down Fridays, here is the place to be.

How we test hiking boots

How we review Timberland hiking boots

We at RunRepeat always strive to create objective and easy-to-read reviews on the best Timberland hiking boots on the market. The details of our approach are as follows:

  • To ensure that every review is free of bias, we buy Timberland hiking boots with our own funds.
  • We test every Timberland pair in a variety of settings, including diverse terrain and wet conditions.
  • To make our Timbs-centric reviews comprehensive, we take hundreds of opinions from professional testers and regular hikers and blend them with ours.

Having all that in the bag, we eke out a CoreScore. This RunRepeat-exclusive rating system helps us create this list of Timberland’s bests.

Best Timberland hiking boots overall

Timberland Euro Sprint Hiker
Timberland Euro Sprint Hiker

CoreScore

91
Superb!
4.6 / 5 from 50,670 users
99 / 100 from 2 experts

Pros

  • Stylish
  • Budget-friendly price
  • Lightweight
  • Comfortable interior
  • Adequate ankle support
  • No break-in

Cons

  • Not durable
  • Unreliable traction

Verdict

Beating out a dozen+ astonishing Timberland hiking boots, the Euro Sprint Hiker is our star of the show in virtually every aspect!

Supremely plush on day one, the Euro Sprint Hiker provides comfort like no other. After days of testing on multi-featured terrain, we can say with confidence that this Timbs bad boy needs absolutely no break-in time. Its confines gave us snugness without that squishy feeling.

Despite its rather stout construction, the Euro Sprint Hiker is quite light at 480 g per boot. We believe this lightness comes largely from the shoe’s minimal use of overlays.

Oh, but let’s discuss the Euro Sprint Hiker’s plush collar. While it’s sufficiently padded and flexible, it did an absolute swell job of keeping our ankles secure, even during tricky lateral (sideways) traversals. Yes, it’s a remarkably supportive piece, and we love it!

Are websites calling the Euro Sprint Hiker true to size correct, you might ask? To us, it is. Its sizing was spot-on for all of us, so we were quite pleased with the boot through and through.

Price-wise, the Timberland Euro Sprint Hiker is also amazing. At $110 MSRP, this hiker is without a doubt a steal, so don’t delay and get one now!

Timberland Euro Sprint Hiker full review

Timberland hiking boots with best support

Timberland Mt. Maddsen Mid Waterproof
Timberland Mt. Maddsen Mid Waterproof

CoreScore

88
Great!
4.6 / 5 from 35,776 users
90 / 100 from 1 expert

Pros

  • Comfy interior
  • Commendable stylish design
  • Versatile (outdoor and casual)
  • Supportive arch zone
  • Satisfying lightness
  • Right-out-of-the-box comfort
  • Effective waterproofing

Cons

  • Not durable
  • Too narrow

Verdict

Let’s not beat around the bush with this one. Yes, the Mt. Maddsen Mid Waterproof is our most supportive pick from among Timberland’s finest!

If you got wobbly ankles and arches that need extra hold, the Mt. Maddsen Mid Waterproof is the solution you need. After our week-long testing period with this hiker was over, we didn’t feel any pain anywhere underfoot, and none of us sustained ankle-related injuries.

Now, we were told that the Mt. Maddsen Mid Waterproof would be comfortable from the box. We shouldn’t have doubted them, as the boot in question needed no honeymoon phase. Yes, this Timberland kick, on day one, welcomed our feet with coziness all over!

Its glove-like fit also needed no break-in. Its interior was quite snug from the get-go without slippage anywhere. The Mt. Maddsen Mid Waterproof felt custom-made just for us!

While brawny in appearance, the Mt. Maddsen Mid Waterproof stunned us with its 480-gram weight. Never did we feel like we were dragging our feet in this boot.

The Mt. Maddsen Mid Waterproof also gives its name justice by being fully watertight. Armed with Timber-Dry, this hiking boot made our encounters with all things wet completely moisture-free.

Timberland Mt. Maddsen Mid Waterproof full review

Best rugged Timberland hiking boots

Timberland White Ledge Mid Waterproof
Timberland White Ledge Mid Waterproof

CoreScore

88
Great!
4.5 / 5 from 475,381 users
85 / 100 from 10 experts

Pros

  • Lightweight build
  • No break-in period
  • Grippy outsole
  • Provides ankle support

Cons

  • Ineffective waterproofing
  • Insubstantial metal eyelets

Verdict

Here is a tough one for you. The White Ledge Mid Waterproof from Timberland will decimate anything on its path, whether you’re ready or not!

With its thicker-than-usual outsole and shock-absorbing midsole, the White Ledge Mid Waterproof didn’t fail to impress us on rock- and root-filled sections. You can say that this rugged-ready gem eats rough terrain for breakfast, lunch, and dinner!

Now, let’s not forget to give its mighty upper the credit it deserves. Those sharp rocks and aged roots didn’t leave major dents or scratches on it. And since it has minimal seams, we’re confident that the White Ledge Mid Waterproof will last us (and you) years.

But is this brilliantly brawny piece soft on the inside? If by “soft” you mean comfy from the get-go, our answer is yes! Our heels, ankles, and arches got all the plushness they deserved. We had no encounters with rubbing or hotspots with the boot, either!

The White Ledge Mid Waterproof is also the defender you need in rainy weather. Its seam-sealed design locked out moisture where wetness was present (think streams and puddles of muddy water).

So, if you want to keep it simple where the trails aren’t as, the White Ledge Mid Waterproof should be your “it” boot!

Timberland White Ledge Mid Waterproof full review

Best casual Timberland hiking boots

Timberland Field Trekker Mid
Timberland Field Trekker Mid

CoreScore

81
Good!
4.5 / 5 from 485 users
N/A

Pros

  • Sturdy
  • Minimal break-in
  • Versatile (outdoor and casual)
  • Breathable
  • Incredibly light

Cons

  • Lacks grip
  • Narrow
  • Laces untangle easily

Verdict

Who’s got the biggest swagger among Timberland’s must-buys? The Field Trekker Mid, who else!!

Dressed up in layers of premium leather, this chic boot will earn you style points with every step you make in it. That said, don’t let the Field Trekker Mid’s almost retro look fool you. This offering is as beastly on the trail as it is an eyecatcher in the city!

Engineered with a grippy outsole and low-rise lugs, the Timberland Field Trekker Mid offers versatile adhesive prowess. On hardpacked soil and dusty tracks, the boot carried us through with high tenacity. On pavements and concrete walkways (wet or dry), it was the same narrative—we got to our destination slip-free.

The Field Trekker Mid is cotton-soft inside. Our feet got their much-needed escape from the initial stiffness that many hiking boots have. Thanks to its almost non-existent break-in period, we were able to enjoy our test hikes right from day one!

Support-wise, we have no complaints with the Field Trekker Mid. Quite the contrary, in fact, because its rearfoot zone kept our heels in place, not giving us a single instance of lift.

At $130 MSRP, the Timberland Field Trekker Mid is hard to ignore. Make sure you don’t!

Timberland Field Trekker Mid full review

Best Timberland day hiking boots

Timberland Solar Wave Mid
Timberland Solar Wave Mid

CoreScore

83
Good!
4.6 / 5 from 196 users
N/A

Pros

  • Feels like walking on clouds
  • Impressively sticky
  • Lightweight
  • Supportive ankle cuff
  • Shock absorbent
  • Warm in cold weather
  • Rivals most sneakers design-wise
  • Very affordable

Cons

  • Gives off that cheaply made vibe
  • Difficult access

Verdict

When the going gets rough and tough on the trail, clap back with the Euro Hiker Shell-Toe from Timberland. Built with a rubberized forefoot, this hiker can bulldoze whatever's in your way, all while keeping your tootsies nice and cozy on the inside. So, if it's your desire to feel mighty out in the wild, this finely crafted yet inexpensive piece has you covered.
Timberland Solar Wave Mid full review

Best value Timberland hiking boots

Timberland Treeline STR
Timberland Treeline STR

CoreScore

81
Good!
4.4 / 5 from 180 users
N/A

Pros

  • Cloud-like comfort
  • Cozy in the cold
  • Lightweight
  • Great for standing all day
  • Multi-purpose
  • Fine craftsmanship
  • Quite stylish

Cons

  • Narrow forefoot
  • Mild bunching on the tongue

Verdict

When the going gets rough and tough on the trail, clap back with the Euro Hiker Shell-Toe from Timberland. Built with a rubberized forefoot, this hiker can bulldoze whatever's in your way, all while keeping your tootsies nice and cozy on the inside. So, if it's your desire to feel mighty out in the wild, this finely crafted yet inexpensive piece has you covered.
Timberland Treeline STR full review
Author
Paul Ronto
Paul Ronto

Over the past 20 years, Paul has climbed, hiked, and run all over the world. He has summited peaks throughout the Americas, trekked through Africa, and tested his endurance in 24-hour trail races as well as 6 marathons. On average, he runs 30-50 miles a week in the foothills of Northern Colorado. His research is regularly cited in The New York Times, Washington Post, National Geographic, etc. On top of this, Paul is leading the running shoe lab where he cuts shoes apart and analyzes every detail of the shoes that you might buy.