I love almost everything about winter, from the brisk morning walks with a hot matcha in hand to choosing which cold-weather accessories I’ll be investing in. But, there’s one part of the season that I’ll never be a fan of—rainy days. Between the bulky rain macs and frumpy welly boots, I end up feeling as miserable as the weather looks. And unfortunately for me, the showers have already started here in the UK.

However, for winter 2025, I’m determined to look elegant and polished even when it's pouring outside. I mean, let’s be honest with ourselves, there’s a high chance that we’ll have more rainy days than not over the next few months, so it’s crucial to look, and more importantly, feel good even when the downpour starts. I therefore decided to take a browse at my favourite style influencers on Instagram for some wet-weather outfit inspiration. And I was not disappointed.

From savvy layering techniques that keep you equal parts warm, dry and stylish to intentional accessories that perfectly blend form and function, below, I’ve rounded up seven elegant rainy day outfits to try out this winter. Keep scrolling to see and shop the looks.

9 Elegant Rainy Day Outfits to See You Through Winter 2025

1. Technical Jacket + Barrel Trousers + Trainers

Style Notes: 'Technical chic' is having a moment this season, and there’s no better time to adopt this utility-led style into your outfit than when it’s raining outside. Add a pair of barrel-trousers to elevate this classic outerwear style, and then keep accessories simple and practical.

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2. Car Coat + Cropped Trousers + Boots

Style Notes: Stay prepared for unpredictable weather with a waterproof car coat. It’s easy to wear and will look just as chic on those days when it’s not rainy as it does when it is. Pair it with cropped trousers that will keep hemline off the wet floor and patent boots for some interest.

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3. Trench Coat + Midi Skirt + Chunky Loafers

Style Notes: It doesn’t get more elegant than a trench coat, in my opinion, and this classic outerwear style was made with rain in mind. Try wearing it with a bold red knit, neutral midi skirt, and chunky loafers to keep the trench from touching the ground.

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4. Maxi Coat + Jeans + Cap

Style Notes: You might initially feel sceptical about wearing your maxi coat out when it’s raining, but with the right styling choices, you can make it work. Add some chunky trainers to stop the coat from skimming the wet floor, and add a cap to shield you from lighter rainfall.

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5. Wool Coat + Shorts + Kitten-Heel Boots

Style Notes: You don't have to shy away from shorts just because it's raining. A wool coat and jumper will keep you toasty on top. Then, just add some tights to beat the chill and a pair of kitten-heel boots to keep your feet warm and dry.

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6. Wool Blazer + Leggings + Riding Boots

Style Notes: When it’s dreary outside, there’s nothing I want to be more than comfortable, so a sweatsuit-and-leggings combo will always get a yes from me. To dress (and warm) it up, add a boxy wool blazer and sleek riding boots.

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7. Wax Jacket + Chelsea Boots + Knitted Hood

Style Notes: A wax jacket is as good as waterproof, and is luckily very on-trend at the moment as well. Pair yours with some tonal accessories and then add a bright knitted hood to protect your hair from the drizzle as well as add some interest to your look.

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While autumn comes with all the joys of open fires, cosy loungewear and hearty meals, it also brings the prospect of more rain. And we Brits know that the unpredictable autumn weather calls for us to factor in everything from an umbrella and a coat to sunglasses in our daily outfit. What this turn in weather also means, though, is that there's now a reason to invest in new rain boots. They are a wet-weather essential, after all.

Camille Charrière wearing Chanel rain boots.

While you can of course dust off your old wellies that are most likely sitting at the back of your cupboard, I'm here to tell you that there are some incredibly stylish boot styles out there that are rain ready. And they're not just typical green wellington boots. I'm talking Chanel logo pairs, Gucci heeled (yes, really) iterations and Bottega Veneta stompers, as well as some fantastic high-street styles.

Claudia Berresford proves that cold-weather footwear doesn't need to be boring.

In fact, I've narrowed it down to five boot styles that I firmly believe will hold up against even the drizzliest of days. They're not all certified waterproof, but they'll definitely help protect you from the elements. Up first, there's the more traditional rubber pair (long or short), followed by chunky, thick tread styles that elevate you off the ground with their cool track soles, reducing your chance of getting getting soggy toes. Next, it's tall flat stomper boots, which I like to think of as the practical version of the trending heeled knee-high boot. And finally, snow boots. A hero item for winter, these boots have been specifically made to keep you dry and cosy. 

No matter your style preference or the weather forecast, there's a rain-proof boot for you. Scroll down to discover the best.

1. Short Rubber Boots

2. Long Wellington Boots

3. Thick Tread Boots

4. Tall Flat Boots

5. Snow Boots

Next Up: The 7 Boot Trends Everyone Is Eyeing Up for Autumn