Under-$100 Men's Shoes That Are Perfect For Fall And Winter Weather

Stay stylish, dry, and toasty.


Bad weather can happen in any season, but it’s much more common in the fall and winter. Whether it’s rain, snow, sleet or anything in between, there’s nothing worse than having wet, cold feet when you were fully intending on having dry warm feet. That said, rubber galoshes aren’t always the most functional, comfortable, attractive, or appropriate option for days at the office, nights out in the rain, commuting in the snow and more.

Kamik Men’s Nationplus Boot

This boot is totally affordable, and absolutely beloved for its ability to keep feet positively toasty—even in extremely cold weather. The bottom tread is great for gripping even very slippery surfaces, the lining is incredibly soft and warm, and the leather upper is very tough.

Clarks Bowman Free Rain Shoe

These waterproof slip-ons are made out of premium waterproof leather with a durable rubber tread to keep you from slipping. There’s even an Ortholite footbed and soft padding on the bottom as well as shock absorption that lasts you all day. They also happen to go with just about anything, considering the different colors they come in.

Skechers Men’s Delson-Antigo Waterproof Bungee Slip-On Sneaker

Just looking at these dressy waterproof sneakers wouldn’t give you any clue that they’re a great choice for both taking out in the rain as well as busting out for dressier occasions. They come in several eye-catching colors, feature a grippy rubber sole, and rock air-cooled memory foam inside to keep your feet feeling as though they’re walking on air no matter where you decide to take them. They also have a relaxed fit so they feel as great as they look. Who said you had to wear rain boots to avoid the rain?