Search  for anything...

Timberland Mens Anti-Fatigue Hiking Waterproof Leather Mt. Maddsen

  • Based on 15,771 reviews
Condition: New
Checking for product changes
$99.41 Why this price?
Save $20.59 was $120.00

Buy Now, Pay Later


As low as $16.57 / mo
  • – 6-month term
  • – No impact on credit
  • – Instant approval decision
  • – Secure and straightforward checkout

Ready to go? Add this product to your cart and select a plan during checkout.

Payment plans are offered through our trusted finance partners Klarna, PayTomorrow, Affirm, Afterpay, Apple Pay, and PayPal. No-credit-needed leasing options through Acima may also be available at checkout.

Learn more about financing & leasing here.

Selected Option

Free shipping on this product

30-day refund/replacement

To qualify for a full refund, items must be returned in their original, unused condition. If an item is returned in a used, damaged, or materially different state, you may be granted a partial refund.

To initiate a return, please visit our Returns Center.

View our full returns policy here.


Availability: Only 1 left in stock, order soon!
Fulfilled by Amazon

Arrives Monday, Jun 9
Order within 10 hours and 43 minutes
Available payment plans shown during checkout

Size: 11


Color: Black-2024 New


Description

Make footprints on your favorite trail in our Mt. Maddsen waterproof hiking boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee. Uppers made with premium 100% waterproof leather from an LWG Silver-rated tannery. TimberDry™ eco-conscious waterproof membrane. Fully gusseted tongue. Removable anti-fatigue footbed. Compression-molded EVA midsole. 15% recycled rubber outsole. Imported. Shaft measures approximately 5" from arch. Heel measures approximately 1.5". Platform measures approximately 1". Covered by the Timberland Limited Warranty. Because Timberland is unable to control the quality of products sold by unauthorized sellers, unless otherwise prohibited by law, the limited warranty is not available for products purchased from unauthorized sellers. The warranty claim must be made within 12 months of purchase. Proof of purchase is required. For complete terms, limitations, and instructions on how to make a warranty claim, please visit the Timberland website. Timberland set new industry standards for craftsmanship, durability and protection when it introduced an authentic, waterproof leather boot in 1973. A global leader in design, engineering and marketing of premium footwear, Timberland values consumers who cherish the outdoors and their time in it. Timberland has been an industry leader in the use of both sustainable and recycled materials in its shoes, as well as its footwear packaging. The Timberland Company believes in corporate responsibility and supports numerous civic and social projects throughout the year.

Is Discontinued By Manufacturer ‏ : ‎ No


Product Dimensions ‏ : ‎ 8 x 4 x 7 inches; 3 Pounds


Item model number ‏ : ‎ TB02730R242


Department ‏ : ‎ mens


Date First Available ‏ : ‎ November 21, 2014


Manufacturer ‏ : ‎ Timberland


Frequently asked questions

If you place your order now, the estimated arrival date for this product is: Monday, Jun 9

Yes, absolutely! You may return this product for a full refund within 30 days of receiving it.

To initiate a return, please visit our Returns Center.

View our full returns policy here.

  • Klarna Financing
  • Affirm Pay in 4
  • Affirm Financing
  • Afterpay Financing
  • PayTomorrow Financing
  • Financing through Apple Pay
Leasing options through Acima may also be available during checkout.

Learn more about financing & leasing here.

Top Amazon Reviews


  • SHOCKED at how much I love everything about these boots!
Size: 10 Wide Color: Castlerock-2024 New
I've never owned a pair of Timberland boots. I always just saw rappers and urban-dwellers sporting them more like a fashion trend than a functional hiking boot. I figured that's all they were. Soo... time comes I need a new pair of hiking boots after my 8-year-old HiTecs (which I loved) got tore up by volcanic rock and I run across Timberlands as an option. After doing a bit of research I discover that they are highly-rated (for a mid-priced boot) and have a long history of making solid, reliable boots. I liked the clean lines and construction of an all-leather-upper boot compared to the overly-complicated construction of others I was considering (Merrill, Keen, etc...). I fell in love with the look of the Castle Rock color and pattern. I know... you should'nt buy a tool cuz it's pretty. Tools are meant to be used and should look like they get used. I truly believe that and I am over-all a very utilitarian kinda guy. That said... I loved the way these looked. I loved them even more when I pulled them from the box! The photo's do not do the Castle Rock version justice. I found myself worried that I might not want to hike in them... they'ld get dirty! But hike in them I did and I could not be happier with my choice. These boots are comfortable almost right out of the box. They are super light for an all-leather boot. Looooong laces allowed me to lace them to shape everything around my foot and lock them to my heel. They are warm without being hot. The sole is super sticky on every surface and whisper quiet when walking indoors on hardfloors. Don't usually care about how quiet my hiking boot is but for some reason it really impressed me! They are so comfortable that even after wearing them for 12-14 hours straight I found myself not wanting to take them off. Soooo comfortable... and did I say they look awesome?? I got em dirty from snow, mud, streams, filthy puddles; red-clay dirt, etc... They cleaned right up like new! They kept my feet warm in the snow, dry in the streams. I love these boots! I will buy them again! Did I say they look awesome?? :) Regarding the fitment... I have a wide foot and typically I do a 10.5 wide in most other shoe styles (athletic, business, dress, etc...). With hiking boots I've found that Im a solid 10 and with some brands I do not need the wide. I ordered accordingly... 10 regular. They were comfortable but a bit snug. I returned them and went with the 10-wide. Perfection! Got a wide foot? Go for the wide option. Watch some vids on ways you can lace a boot to fit your foot's unique shape and you can really dial these in. The D-rings are steel and strong and rivetted to the upper. The four lacing hooks at the top are also riveted. They are a little shallow to support a surgeon's knot lace method but it works just fine. I can't say enough about how impressed I am with these boots! Get them. Dont even think twice! Go for the Castle Rock, version. They look so good I find myself wanting to wear them in lieu of any of my other shoes. ... show more
Reviewed in the United States on February 21, 2025 by JohnDoeAZ

  • Quality boots for a good price. Look great.
Size: 9 Color: Black-2024 New
Great boots so far (6 months in). I'm a park ranger, so they have a slightly hard life. Great look, good ankle support. They fit perfectly. They've been waterproof so far, but I've only been in water a couple inches deep. I did get some insoles, but I do that with all my shoes due to a club foot and a lot of standing/walking. They're holding up and have over performed my expectations (I'm always looking for affordable quality shoes). My shoes usually last about two years and at this point I'll happily buy another pair of these when the time comes. ... show more
Reviewed in the United States on May 19, 2025 by Passionplays

  • Lightweight, comfortable, and a good price for waterproof boots with the durability of leather
Size: 11.5 Color: Dark Brown Full Grain
After trying many way too soft modern styles, I was looking for the sturdiness and support of a high quality leather boot. Hopefully these will finally fit the bill. Contrary to some reviews and AI info, they do need a break-in period. I am still breaking them in so I am not 100% ready to endorse them yet, but they are coming along well. They are relatively lightweight but are not as light as synthetic fabric boots or trail runners. They're not unusually hot at all, again contrary to some other reviews. The grip and support are excellent. There is no problem with the speed lacing eyelets catching like they sometimes do on others - the eyelet appears to be a new design to fix that problem. Like with all boots I bought a half size larger and added a Spenco insole to replace the existing one, but after doing this many times I can say the US11.5 seems true to size. Will update this when I get them on the trail and in the weather - I can't vouch for the waterproofing yet but I expect it to be fine. If the boot holds up well, which I have come to expect from Timberland, this is an excellent price. ... show more
Reviewed in the United States on March 18, 2025 by ShoppingB

  • Dark Brown-2024 New must not exist since it seems nobody who orders that color actually receives it
Size: 10.5 Color: Dark Brown-2024 New
The Mt. Maddsen hiking boots from Timberland are an excellent choice if you're seeking a comfortable, mid-height, waterproof hiking boot. Sizing is spot-on. I wear a 10.5 and find these true to size. I deducted one star because the Amazon product page shows a two-tone brown upper/lower for the boots I ordered (Dark Brown-2024 New) but the product that is delivered is actually labled as "Dark Brown" but is a solid shade of dark brown on all parts of the boot. Another reviewer shared photos of the same situation they experienced. I knew about it going into the purchase and while I wanted the two-tone color scheme, I'm fine with the solid dark brown one enough to avoid the hassle of returns. Just buyer beware if you're expecting the two-tone "Dark Brown-2024 New" color and don't like the solid dark brown option. ... show more
Reviewed in the United States on May 20, 2025 by Patches

  • very nice shoe
Size: 9 Wide Color: Black Full Grain
It was a gift for my father. He uses it every day, and it still looks like new. It's very comfortable for him, especially since he has wide feet. I bought half a size up from what he usually wears, and it fits him perfectly
Reviewed in the United States on May 18, 2025 by Casperx

  • Good for the price.
Size: 11 Color: Dark Brown Full Grain
They break in quickly, and have served me well since i got them.
Reviewed in the United States on May 20, 2025 by Brendan

  • EXCELENTES BOTAS
Size: 9.5 Color: Dark Brown Full Grain
Super buenas las botas, ya se han comprado 2 y realmente son muy comodas.
Reviewed in the United States on May 16, 2025 by Sol

  • Super nice
Size: 7.5 Wide Color: Wheat-2024 New
Las botas cumplen con lo que dicen. Muy comodas
Reviewed in the United States on May 15, 2025 by Jorge Aquino Alonso

Can't find a product?

Find it on Amazon first, then paste the link below.