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The Timberland Men's Mt. Maddsen Hiking Waterproof Boots are designed for those who love to explore the great outdoors without compromising on comfort and style. These boots keep your feet dry and protected, thanks to their premium waterproof leather construction and eco-conscious TimberDry waterproof membrane. Whether you’re tackling rugged trails or enjoying a casual day out, these versatile boots pair well with both hiking gear and everyday outfits.
| Product Name | Image | Price | Rating | Review Count | Expert Score | Sales Last Month | Buy |
|---|---|---|---|---|---|---|---|
| Merrell Men's Moab 3 Mid Waterproof Hiking Boots |  | $105.0 | (4.5) | 4684 | 87 | 200 | Get it on Amazon |
| Timberland Men's White Ledge Mid Waterproof Hiking Boots |  | $142.56 | (4.5) | 66629 | 81 | 10 | Get it on Amazon |
| Columbia Men’s Crestwood Hiking Boots |  | $79.99 | (4.5) | 12091 | 81 | 100 | Get it on Amazon |
| Timberland Kids' Mt. Maddsen Waterproof Hiking Boots |  | $76.95 | (4.5) | 952 | 73 | 10 | Get it on Amazon |
| Timberland Men's Mt. Maddsen Slip on Hiking Shoe |  | $99.95 | (4.5) | 1301 | 73 | 10 | Get it on Amazon |
| Timberland Women's Norwood Mid Waterproof Hiking Boots |  | $75.88 | (4.5) | 3315 | 73 | 10 | Get it on Amazon |
| Timberland Men's Flume Mid Waterproof Hiking Boot |  | $127.71 | (4.5) | 10108 | 73 | 10 | Get it on Amazon |
| Columbia Men's Crestwood Mid Waterproof Hiking Boots |  | $67.5 | (4.5) | 3549 | 73 | 10 | Get it on Amazon |
| XPETI Men's Pathfinder Mid Waterproof Hiking Boots |  | $69.99 | (4.5) | 79 | 73 | 10 | Get it on Amazon |
| Timberland Men's 6" Premium Waterproof Boot |  | $126.42 | (4.5) | 7096 | 73 | 10 | Get it on Amazon |
| Timberland Men's Treeline Waterproof Insulated Boots |  | $158.05 | (4.5) | 11 | 72 | 10 | Get it on Amazon |
| ROCKY Men's Outback GORE-TEX Waterproof Hiking Boots |  | $144.99 | (4.5) | 727 | 71 | 10 | Get it on Amazon |
| Timberland Men's Treeline Sport Waterproof Insulated Hiking Boot |  | $169.0 | (4.5) | 12 | 71 | 10 | Get it on Amazon |
| Columbia Men's Crestwood Waterproof Hiking Shoes |  | $121.23 | (4.5) | 82 | 71 | 10 | Get it on Amazon |
| KEEN Men's Targhee Mid Height Waterproof Hiking Boots |  | $122.15 | (4.5) | 8031 | 70 | 10 | Get it on Amazon |
These hiking boots are great! Per my husband, they are very comfortable and not so heavy that your legs get tired from wearing them all day. They look great with jeans. He has the olive nubuck color and he says they are waterproof and comfortable around the ankle, too....no rubbing. He didn't even need a "breaking in" period. Get these boots if you get the chance! They are worth it and true to size.
Great so far. I have wide feet, and ordered the wide even though some reviews online said the wides were still too narrow. But the fit is good. It took a few miles of local neighborhood walks to break them in, but they broke in fairly well and fast. After the break-in, I hit the trails and they are very comfortable on rocky sand and loose rocks as found in the desert. No hot spots. They are heavier than sneakers, but they are lighter than you would think from looking at them. They replace a pair of Asolo leather boots that I've had for many years, and these are much more comfortable right out of the box. And for their price, they seem very well built. I was prepared to pay more for a good pair of boots, glad I didn't have to.
these Timberland waterproof boots are absolutely perfect. my husband uses them for work, and they’ve held up incredibly well. he worked outside at the time of getting them in all kinds of weather, and these boots keep his feet dry, warm, and comfortable all day long.the quality is top-notch, they’re durable, and they provide great traction even on wet or icy ground. he says they fit perfectly and don’t need much break in time, which is a huge plus.if you’re looking for reliable, long-lasting work boots that can handle tough conditions, these are 100% worth it.
Bought these to replace a pair of Columbia Newton Ridge boots in search of real leather and a more premium look. These delivered exactly. The look and feel is very high quality and they’re very comfortable out and about day to day. ONE complaint is the length of the laces. Timberland- why are they ridiculously long? If I’m out hiking or in a muddy area I don’t want the laces to also be so close to the ground catching all of the dirt too. 20” less of lace and these will be 100% perfect
These are good boots, I wear them every day and they last long. Comfortable and easy to walk in. Very good ankle support and they are truly waterproof... if you're not walking in knee deep water.
Most comfortable boots I’ve ever worn, comfy right out of the box with no need to break in. Very lightweight and waterproof. Not a bad price too! Highly recommend. I had US size 9 and was true to size.
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.
