Updated May 21, 2020 by Will Rhoda

The 10 Best Timberland Boots For Men

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Best High-End
Best Mid-Range
Best Inexpensive

This wiki has been updated 9 times since it was first published in July of 2018. If you often find yourself working on dangerous construction sites or going on long hikes, then you know the value of a good pair of boots. Timberland makes some of the best on the market, so we put together this list that features a wide selection of footwear designed to suit any situation, and all of them are available in sizes that are perfect for men of any stature. When users buy our independently chosen editorial recommendations, we may earn commissions to help fund the Wiki. Skip to the best timberland boot for men on Amazon.

10. Mt. Maddsen

9. White Ledge

8. Chocorua Trail

7. Premium Wheat Nubuck

6. Pit Boss

5. Boondock Industrial

4. Earthkeepers Rugged

3. Flume Waterproof

2. Stockdale GripMax

1. Hyperion XL

Editor's Notes

May 19, 2020:

During this round of updates, while the majority of our previous selections managed to maintain their positions, we did decide to remove the Direct Attach Soft-Toe – noting that our rankings already included similar options – and eliminate the Euro Hiker – realizing that, as a woman’s shoe, they weren’t a great fit for this category. Our new inclusions this time around are two alloy-safety-toe models: the Hyperion XL – a rugged pair that will stand up well to most work days, and the Stockdale GripMax – which feature 100%-synthetic microfiber uppers.

A few things to think about for this category:

Protection: Although some models do go above and beyond, the biggest way work boots protect their wearers tends to be by armoring their toes, and sometimes having a shank in place to guard against any nails or sharp objects that might pierce through their sole. Historically, steel – like the safety toes in the Pit Boss – has been the material of choice for these purposes. But composite alternatives – like the safety toes in the Boondock Industrial – are becoming increasingly popular, owing to their favorable light weight and the fact that they don’t get as cold during extreme weather.

Timberland also offers an alloy safety toe – such as is found in the Hyperion XL and Stockdale GripMax – which is known to be lighter than steel alternatives, whilst still meeting ASTM safety standards. However, beyond that, many models – including the Mt. Maddsen and Premium Wheat Nubuck – are soft toe models that, while still being comfortable and suitable for light-duty work, might not meet muster with some workplace safety programs – so be careful you know what you’re getting, before you order yourself a pair.

Shaft Height: Tall boots are great, as they offer superior ankle support, which is indispensable for long days on your feet, doing a lot of heavy lifting. They also make it easy to keep your long underwear tucked in during winter months. At the same time, shorter models tend to be easier to walk in, and take longer to induce fatigue.

So, while a short five-inch pair like the Flume Waterproof or Chocorua Trail can be great for a day of hiking or yard work, eight-inch models like the Earthkeepers Rugged might be a better choice for heavy lifting (although the addition of a serviceable safety toe would help that pair, in particular). A six-inch selection like the Pit Boss or Boondock Industrial is a nice compromise between the two.

Guarantee and Warranty: All Timberland boots are backed by a 30-day comfort guarantee and a one-year limited warranty. Although, many who’ve owned a pair will testify: if you take care of these boots, they have the potential to last for quite a bit longer.


Will Rhoda
Last updated on May 21, 2020 by Will Rhoda

After deciding that the pen was mightier than the pliers, Canadian electrical contractor William Rhoda abandoned his career and headed back to college, where he majored in marketing and advertising and won a scholarship along the way to earning a diploma in creative communications. His past career landed him a depth of knowledge in tools and hardware, while his current career schooled him in audio, video and camera equipment. During his leisure time, he’s learned lots about outdoor gear, and years of tiresome backyard maintenance have taught him all about pools and hot tubs. His recreational pursuits include rest, relaxation and revolutionary action, and his roommate’s a hairless cat.


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