11 Waterproof Shoes And Boots For Men And Women 2026

I have these shoes, and at first I have to admit I was worried they’d look too much like walking boots to wear on the daily.

But after wearing them for the first time at a weekend festival without so much as trying to break them in, I realised these would be my new go-to comfortable shoes.

There was not a blister in sight, they’re extremely comfortable, and they have a Gore-Tex membrane that keeps your feet dry. I also love the colour selections.

Thank God for the Gore-Tex revival: you can now look stylish and weather appropriate at the same time.

Leading the way in this category is Salomon, who has created a pair of ‘urban chic’ trainers that blend waterproof protection and breathability. Not to mention they look really, really cool.

Surprise! I bet you thought you’d seen the last of Timberland. You haven’t! The brand is back in full swing, in its signature yellow shade.

These boots are entirely waterproof, and despite being mighty durable are also loaded with an anti-fatigue footbed for comfort and 400 grams of PrimaLoft insulation to keep your foot feeling fresh all day long.

Here, my friends, is where you realise waterproof boots really do come in all shapes and sizes. I adore the idea of heading out on a rainy day in a Western boot. Yeehaw, cowgirl.

But I adore even more that the colour of these boots is called ‘reliable brown’. So true.

All I can ask for is that my feet stay warm and dry this autumn. These puffy shoes are made just for that, as they use PufferTherm technology to keep you warm all day, while also protecting from stormy weather.

You can buy them either as an ankle or mid-calf boot, and my favourite part is that you can add on a matching leg warmer for the days when it’s too chilly to move.

Gah – this autumnal colour is getting my creativity whirring. Picture these next to an open fire, or with a warm mug of mulled wine in your hands.

Wherever you are, that grippy sole is not letting you be susceptible to any slips or slides. And you’ll look extra chic doing it.

Look how sturdy that sole is, no drop of rain is going to get you in that. Especially not considering the sole extends to a mudguard, while the oiled leather upper keeps your foot dry from the damp.

Of course, they’re comfortable too, as Birkenstock has included its Deep Blue Footbed, which is supposed to feel like you have your foot in the sand, but with extra support.

In Regatta we trust. The great British outdoor brand has recently stepped up its fashion game big time, so this pair of short wellies naturally looks as good as any Chelsea boots.

They’re easy to pull on, thanks to the pull tab, and have a sleek rounded toe, so you won’t look like a cartoon character in boots.

You don’t have to go for a knee-high option to stay dry, in fact a casual city boot like this pair from Rains will suffice to keep your tootsies safe.

Made from matte rubber, these boots are built to have a good, cushioned grip. They come in men’s and women’s sizing and a ton of colour options (how cool is this shiny blue pair?).

If wellies aren’t quite your thing, these space-looking Moon Boots are water resistant and repellant, so they’ll keep you cosy and protected as long as you don’t stand in a puddle.

I love how these look with a skirt or tucked under wide leg trousers, or even as a slipper to wear around the house.