Premium vs Basic Timberland Boots (CUT IN HALF)

Are the Premium Timberland Waterproof Boots worth the 80-or-so dollars more than the “Classic,” or usually called “Basic” Timberland Waterproof Boots? They’re both waterproof and they’re even both insulated, and given those are the features the average customer is buying them for, it might actually be a pretty hard sell to get you to shell … Read more

Do Timberland Boots Run Big?

Don’t buy Timberlands until you’ve read this guide, as many of their boots run big. I learned that the hard way when I bought my premium 6-inch waterproof boots. The only exceptions to this are the Timberland White Ledge and Mt Maddsen ranges which are true to size. Meanwhile, the original Timberland waterproof boot and … Read more

The 9 Best Waterproof Boots for Men | Work Boots, Hiking Boots, Chelsea, Casual, Dressy

Finding waterproof boots that are truly waterproof — especially ones that look any good — is a challenge. They’re typically made with comically thick lugs, puffy insulation, and an outdoorsy design that’s more practical than stylish, but in this list we’re giving you a balance of the best waterproof boots that excel in form and … Read more

Red Wing vs Timberland – Which Is the Better Boot?

These are two seriously iconic boots that are famous for completely different reasons.  They both fall into the category of the All American Work Boot that most guys, let’s be honest, are probably wearing because they look cool, they last forever, and they keep your feet dry. (As opposed to wearing them for patching potholes.) … Read more

The 9 Best Men’s Boots for Under $200 (Updated for 2023)

Full disclosure: I’m actually a massive cheapskate. I spent all of my twenties as a student, intern, volunteer, or broke journalist and at this point, penny pinching is just in my DNA. I own some expensive boots now, sure. But for a long time, I was laboring under this delusion that you just can’t get … Read more

Timberlands Vs Doc Martens: The Most Iconic Boot Battle Ever

This is it: the boot comparison. I’ve compared boots before, it’s true —  Wolverine Vs. Thursday, Viberg Vs. Alden, Alden Vs. Allen Edmonds Vs. Grant Stone — but this is different. Timberlands and Doc Martens aren’t just big in the world of boots, these two brands are probably the most popular boots outside this world. You know, in the … Read more

Timberland Premium Waterproof Boot Review – Is the Hype Real?

This is it: the original yellow boot that made the Timberland Company so famous. The company was founded in Boston in 1928 when it was called the Abington Boot Company, then bought by Nathan Schwartz in 1952 and renamed Timberland in 1973, the same year this boot was launched. Intended for wear by New England’s … Read more