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Timberland Men's Mt. Maddsen Anti-Fatigue Hiking Wateproof Leather Boot

  • Based on 342 reviews
Condition: New
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Availability: Only 1 left in stock, order soon!
Fulfilled by Amazon

Arrives Thursday, Sep 11
Order within 19 hours and 43 minutes
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Size: 8.5


Color: Black-2024 New


Description

These waterproof, lower-profile hikers features a rubber climbing tip for added longevity and protection. Timberland supports responsible manufacturing of leather through the Leather Working Group.

Department ‏ : ‎ mens


Date First Available ‏ : ‎ July 15, 2025


Manufacturer ‏ : ‎ Timberland


Best Sellers Rank: #40,590 in Clothing, Shoes & Jewelry (See Top 100 in Clothing, Shoes & Jewelry) #19 in Men's Hiking Boots


#19 in Men's Hiking Boots:


Customer Reviews: 4.4 4.4 out of 5 stars 342 ratings


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If you place your order now, the estimated arrival date for this product is: Thursday, Sep 11

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

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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

  • Excellent and Comfortable Waterproof Hiking Shoes
Size: 10 Color: Castlerock-2024 New
These are a great and comfortable pair of hiking shoes. I recently went through mud, and they kept my feet completely dry. The fit is exactly as expected.
Reviewed in the United States on August 11, 2025 by martha trevino

  • My favorite boots for years now!
Size: 13 Color: Dark Brown-2024 New
Best trompin’ in the woods, working in the yard, going to work boots I’ve ever had. And I’ve been trompin’ for many a years. Very sturdy, comfortable, and reasonably light weight boots. Hard to find a good waterproof all-leather upper lace up boot these days. Thank you Timberland!
Reviewed in the United States on July 10, 2025 by Tim Hyatt

  • So Glad I Found This Pair Of Shoes
Size: 9.5 Color: Black-2024 New
This was for my 4th work shoe. None was able to last with the work that I did and I just figured I would end up buying a new pair every month. After I saw my manager with a similar shoe that seemed to be working well, I decided to get a similar one. It was a great decision! It has been very strong and durable. I ran through about 3 shoes in 3 months. I did so much walking at work as an engineer and so much rough work that they could not last. However, it has been over 7 months and this shoe has stood the test of time! Absolute value for money. It fits nice, has great grip and keeps my feet warm. This was definitely worth every penny! ... show more
Reviewed in the United States on July 19, 2025 by cg123

  • Great Comfortable Boot - Super Long Laces!
Size: 10 Wide Color: Black-2024 New
These Boots are Awesome!!! Very Comfortable!!! Yes, they do feel like a sneaker. Size Fit: I take a 10.5 Wide Sneaker. The 10.5 Wide Boot was too big. Ordered 10 Wide Boot. Fit Perfect!!! So, keep that in mind when you order. I'd give these boots 4.5 Stars if I could. My only complaint was that the Shoe Laces were way too long. I ended up buying Miscly Round Boot Laces [1 Pair] Heavy Duty and Durable Shoelaces for Boots 54 inches from Amazon. Perfect!!! ... show more
Reviewed in the United States on January 31, 2025 by Cpt_Kikass

  • Fantastic Boots
Size: 10 Wide Color: Castlerock-2024 New
These are by far my favorite boots. I’ve got all the kinds. My feet are also super wide, one is super flat, and the other one is a super high arch. Somehow these are able to accommodate both conditions. They have a great tread on them. Comfortable for ALL DAY wear. I like them so much I actually have them in 9.5 wide and 10 wide for different applications and sock thicknesses. With jeans on they look great for business casual, especially the browns, but are 100% durable enough for hiking limestone outcroppings! ... show more
Reviewed in the United States on March 25, 2025 by John and Lindsey Marsh John and Lindsey Marsh

  • Sends items not advertised.
Size: 10.5 Color: Olive Nubuck
Ordered pair of boots and was sent used pair with damage all over. Worn, leather area on sides of both boots had 3" slits and bottom of soles worn. When ordering, there was no advertisement of choice "new or old". Would never have purchased used nor would have done so for $89.96 which is ridiculous.
Reviewed in the United States on June 9, 2025 by Marcus

  • 3rd pair in 10 years. Super lightweight, super comfortable and waterproof!
Size: 9.5 Color: Dark Brown-2024 New
This is my third pair of Timberland boots. Absolutely the best boots for the money. I've paid way more for other boots that weren't near as durable. I have a picture of the ones I'm replacing after 6 years of abuse and still super comfortable and waterproof! Super lightweight. Can walk all day in these! Loving the new pair. Bought an extra pair for my son! ... show more
Reviewed in the United States on March 20, 2025 by Eddie S. Eddie S.

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