The Best Weather-Resistant Shoes for Guys That Actually Look Good
Style Roundup: 10 Men’s Weather-Resistant Shoes
Step out in the elements in style
Chuck Taylor All Star Winter Water-Repellent High Top

By Megan Collins | Last Updated: Oct 18 2019

It’s that time of year when the day’s weather report could include extreme cold and extreme heat, rain, sleet, and maybe an earthquake tremor or two. Meaning? It’s time to stock up on weather-resistant shoes, guys.

It’s time to say so long to suede chukkas (at least for a little while) and slip into some stylish water-resistant or waterproof alternatives. Thankfully, there are plenty of options for men that aren’t bright yellow galoshes, including dress shoes, boots, and even rainy day-ready sneakers.

Check out the most stylish weather-resistant shoes for men:

1. L.L. Bean, $129

ll bean 6" bean boot

SG Says: As if we could kick this list off with anything but the OG inclement weather ‘fit.

As Esquire recently put described L.L. Bean’s iconic waterproof 6″ Bean boot, “The reason why Bean boots have stood the test of time is twofold: quality and versatility. Wear them with jeans, corduroys, chinos, or even a suit if you’re feeling the Northeastern vibes.”

2. Hunter, $189

hunter black waterproof chelsea boot

SG Says: With a waterproof upper and quick-dry woven nylon lining, these low Hunter boots are a surprisingly stylish pair of weather-resistant shoes from the brand best known for outfitting glamorous celebs trudging through mud at Glastonbury.

You might still want to swap them out when you get to the office, since your feet will get hot if you wear them all day.

3. Vans, $105

Sk8-Hi MTE 2.0 DX Water Resistant High Top Sneaker

SG Says: The Vans MTE line was specifically designed to be worn in rain and snow, so don’t be afraid to bust them out when faced with a particularly inclement weather report.

4. Tretorn “Gill” booties, $120

tretorn gill boots

SG Says: Lace-up rain boots. What more could you ask for? Easy to get on and off, and looks like a sturdy sneaker-slash-desert boot. No notes!

5. Timberland, $160

timberland kendrick waterproof boot

SG Says: Leather and rain aren’t usually mutually compatible, but that’s not the case with these sharp-styled lace-up chukkas made of smooth weather-ready leather.

6. Converse, $80

Chuck Taylor All Star Winter Water-Repellent High Top

SG Says: One of our favorite staple sneakers with a twist. It’s the classic high top Chuck Taylor we all know and love – in water-repellent leather.

These all-season MVPs will look just a good from spring showers to winter blizzards.

7. Muck Boots, $116

muck waterproof foreman boots

SG Says: The rugged and warm-toned oiled leather of Muck’s “Foreman” lace-up boot makes this pair stylish enough to keep on all day. Like all of the brand’s boots, it’s made of 100% waterproof materials for taking on even the nastiest weather.

8. Johnston & Murphy, $169

johnston murphy prentiss waterproof sneaker

Wear it well: A waterproof sneaker! Who knew? The stretchy inner sock brings runner-tech comfort, while an external lacing cage offers a snug fit.

9. Cole Haan, $200

cole haan zero grand waterproof chelsea boots

SG Says: Cowhide leather with a smooth leather upper, rubber sole and welt stitching, these Zerogrand Chelsea boots will turn a bad weather day around as soon as you pull them on.

10. Sorel, $190

Sorel Atlis Axe Waterproof Canvas-Trimmed Nubuck Boots

SG Says: Sorel designed the lugged rubber soles of these boots with what they call “pattern disruptions” – extra ridged grooves specifically arranged for the most traction on slippery surfaces.

They’re made from waterproof nubuck that’s paneled with tactile canvas…which we’re pretty sure makes you a Navy SEAL when you wear ’em? Even better? The four-layered EVA midsole literally elevates you from wet ground to keep your feet dry in even the worst fall and winter conditions.