5 Stylish Pairs Of Rugged Leather Boots That Will Keep Your Feet Dry This Fall And Winter

waterproof boots for men fall and winter

Are you looking to upgrade your footwear for Fall and Winter? I’ve got you covered with this collection of the best men’s boots that will keep your feet dry and comfortable. These range from serious work boots to more casual shoes but all of them are built to keep water out and ensure your feet are comfortable all day long.

Let’s start with Doc Martins Plenum Waterproof Steel Toed Work Boots. These are a a comfort-first hiker-style boot with a grippy, slip-resistant and durable PVC outsole.  Inside, there’s an internal steel toe-cap, plus waterproof leather, resulting in an overall waterproof construction.

Next, the Vans Ultrarange 3d Chelsea Mid MTE. This is a modern style shoe that’s built to withstand puddles and light rain with a sock-fit bootie construction. The co-molded rubber reverse waffle lug outsole gives you superior traction in the wettest (or driest) conditions.

waterproof boots for men fall and winter



The XTRATUF Bristol Bay is a 100% waterproof boot that is built to tackle anything you throw at it. This is one of the toughest boots around but the Xpresscool lining made with moisture-wicking neoprene ensures your feet stay comfortable an cool all day.

The Schnee’s Montana II TT is handcrafted in Bozeman, Montana and is a brilliant take on the classic Duck Boot style. They are insulated for freezing temperatures and the American-sourced oil-tanned top grain leather is incredibly durable and breaks in like a glove.

The Danner Pub Garden has a 100% waterproof barrier that keeps rain out but is breathable so your feet won’t overheat. This boot has a ton of ankle support and is built to ensure you have all the support and traction you need, everywhere, anytime.

waterproof boots for men fall and winter

The Schnee’s Forester TT is made with an oil-tanned 6oz top grain leather upper that’s American-sourced. These boots are also handcrafted in Bozeman, Montana and have padded collars for all day comfort. The 100% solid brass hardware looks amazing and they offer up extreme ankle support to keep you safe on uneven terrain.

Let’s check out these boots one more time:

waterproof boots for men fall and winter

[1] Vans Ultrarange 3d Chelsea Mid MTE [$110]

[2] XTRATUF Bristol Bay [$175]

[3] Schnee’s Montana II TT [$239]

[4] Danner Pub Garden [$189]

[5] Schnee’s Forester TT [$179]

waterproof boots for men fall and winter

Looking for more options? Check out this roundup of 5 stylish shoes perfect for Fall. Are you looking for other styles of boots? Peruse this selection of the Best Chukka Boots For Men. You can check out this collection of the 14 Best Hiking Boots For Men.

By the way, if you know of a product that should be featured here you can hit me up on email at cass@brobible.com, or find me on Twitter at @casspa. Or if you’ve got an idea for a daily theme I should touch on then hit me up!


The BroBible team writes about gear that we think you want. Occasionally, we write about items that are a part of one of our affiliate partnerships and we will get a percentage of the revenue from sales.