lululemon Rain Rebel Jacket (10) // Jenni Kayne Fisherman Sweater (S) (option) // MOTHER Outsider Flood (30) // Blondo Cammie Waterproof Bootie (8.5) // Burberry scarf (option)

Casual Lug Sole Waterproof Boots

If I could only recommend one style of waterproof boot, it would be a lug-sole Chelsea boot. They’re sleek and classic, the lug sole gives you great traction on slippery surfaces, and the round toe works especially well with straight-leg jeans, which are usually my go-to on wet, messy days.

I wore my Blondo Cammie Waterproof Booties from the #NSale all over Iceland, Scotland, and London in September. With miles of walking every day in wind, rain, and mist, they never let me down. They’re comfortable, durable, and look like a stylish part of the outfit instead of a clunky weather boot. Best of all, they’re back on sale as one of the Nordstrom Black Friday Shoe Deals!

lululemon Rain Rebel jacket (10) // Rails Geneva (S) // MOTHER Dazzler (30) // Blondo Cammie Waterproof Bootie (8.5)

I’ve also got my eye on this pair from La Canadienne with their sleek waterproof suede and low-profile lug sole. They’re on sale right now, which is rare for this brand! See more practical options below:

Stylish & Trend-Driven Waterproof Boots

When I want something a little more fashion-forward, I’m loving the Dolce Vita Faint H2O Chelsea Boots this season. They have a subtle Western-inspired vibe that feels fresh, and they’re great with wide-leg and flare jeans but still work with straight-leg styles too.

I have the brown suede pair, but they also come in olive suede and black leather. Dolce Vita has a few other waterproof styles as well if you like their aesthetic, including some really good knee-high options. (Oh, and the AG Brinley Straight Leg Jeans I’m wearing here just went on sale, too!)

bubble hem bomber jacket (S) // LNA Harrison Tee (M) // AG Brinley Straight (29) (on sale!!!) // Treasure & Bond suede belt in Chocolate (M) // Dolce Vita Faint H2O Waterproof Chelsea Boot in Dark Brown Suede (8.5) // Clare V. Moyen Messenger

I also really like the Aquatalia Roza Weatherproof Sock Bootie I grabbed during the #NSale last summer, and it also just went back on sale as one of the Nordstrom Black Friday Shoe Deals! It’s finally getting some wear! The stretchy, sock-like shaft hugs the ankle in a really flattering way, and the low block heel levels up a casual look without sacrificing comfort. The suede is sealed to make it weatherproof and stain-resistant while still looking and feeling like real suede.

Barbour Hebrides Longline Waterproof Jacket (6 US) (on sale) // rag & bone sweater tank (M) // MOTHER The Weekend Fray (31) // Aquatalia Roza Weatherproof Sock Bootie (9) (on sale!)

Polished Waterproof Boots for Dressier Looks

If you want something truly polished that can still handle wet winter weather, both Blondo and Aquatalia have lots of dressier options in waterproof suede and leather. These are the boots I reach for when I want a more polished look but still need something weather-ready for rain, slush, or damp winter days.

Last year, I wore a pair similar to the Blondo Alida in black waterproof suede — an almond toe, covered block heel, and a textured rubber sole that gives you traction without looking like a full-on lug boot. It was one of my go-to styles for dressier outfits.

similar coat // old sweater // similar jeans // similar Blondo boots (8)

I’ve also had a similar Aquatalia pair for several years now, and it still gets a ton of wear in the winter — especially for date nights, church, or anytime I want to elevate my outfit while still being able to walk through slush or light rain. Their waterproof suede really does hold up beautifully, and the silhouettes are always classic and refined.

Andrew Marc coat (S) (on sale!) // Naadam boatneck sweater (S) // MOTHER jeans (29) // similar Aquatalia booties // similar bag

And believe it or not, VIVAIA boots are water-resistant. My daughter swears by these, and she wears them in all sorts of winter weather. I especially like this pair.

I hope this post gave you a few ideas for staying stylish on wet, messy days. Winter weather can be unpredictable, but with the right pair of boots, you don’t have to sacrifice your outfit in the process!