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Lots of layers, interesting shoe choices, and thrifted jackets make for a unique look, even when the rain might have you questioning your fashion choices. A camo-printed navy jacket with a hood and and cinched waist is both functional and stylish. Pair it with black leggings, sneakers (or rainboots!) to make a sporty ensemble for those dreary days. Wear a white dress with black boots, a black bag for a perfect rainy day look.

For a more casual hipster outfit, it’s all about the layers. Look classy by wearing this elegant cream and black coat, light blue jeans, and brown rain boots. How to dress up in the rainy season include gloves, cute scarves, an umbrella matching with your outfit, and a hat. The ensemble of accessories looks exceptionally good together while also offering you warmth during the rainy season. Fitted jeans that are hemmed at the ankle with short booties are some of our favorite options for a rainy day, particularly those light drizzly days.
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Of course, maybe you prefer your jacket do all the talking. Stick with a simple shirt and jeans underneath and pair it with a bright colored jacket in yellow. A maxi dress is basically a summer essential, and when it starts raining outside it means your legs will get less wet too. Pair this 'fit with a bright umbrella to add some color.
For a lightweight alternative to traditional knee-high rain boots, reach for a short duck boot. Add a bright scarf to the look and you’re totally set for rainy winter days. Just because it’s raining doesn’t mean you have to trade in your most stylish boots for simple black ones. A pair of white ankle boots dresses up a simple outfit of jeans and a white shirt. Umbrellas work perfectly as more than just a fashion accessory in rainy weather.
Madewell The Perfect Vintage Crop Jeans
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A trendy umbrella and matching Wellington boots or sneakers complete the look and bring you safely and dry from A to B even in the worst weather. You can also keep the whole look sporty, wearing a gray hoodie underneath a black, leather jacket and sports sneakers. Of course, a rainy day outfit doesn’t have to be completely black. Pair a brown turtleneck with a lighter brown jacket and a pair of blue, denim jeans to keep things light. A smart casual rainy day outfit doesn’t have to mean a super sophisticated jacket either. A black leather jacket with dress pants and loafers can also exemplify the look.
The trench coat is a real all-rounder
When it's too hot and sticky to even consider pants, a flowy dress or skirt is the right option. Stay as cool as possible with a sleeveless or short-sleeved dress made of lighter fabrics that doesn't fall too far below the knee. Throw a lightweight rain coat on over it and you'll be ready to go. A long wool jacket is the perfect starting place, especially because you can play around with a variety of colors like dark green. You may be thinking of a hipster outfit as being more for summer, with festival season showing off the best of them, but a rainy day can include this style as well.

Wear a black and white striped dress with a white trench coat, red bag, and your choice of cute rain boots. So, it would be completely unreasonable to go with footwear that does not have waterproofing capabilities. Therefore, it is right to keep your suede shoes or sneakers aside if you want to step out in rainy weather.
Shorts are an absolute must-have for summer and are another great option for looking good in rainy weather. For a sporty and casual look, combine them with a cool statement t-shirt or a crop top. Chunky, waterproof sneakers are the perfect choice to complete the look. Looking for a rainy summer day outfit with shorts that is also suitable for the office? Shorts made of denim or linen with an airy shirt blouse in light colors look elegant and will give you a serious, adult look. Put on another blazer or a chic summer jacket and voilà!
You can go straight from the cold, rainy outdoors to chilling in the couch. You can also wear a pair of leather pants if you want to keep the comfort but still look sophisticated. Admit it, you’ve been dying to throw on your favorite trench coat. A swingy midi with a cream bucket hat and Tevas makes a cute yet practical rainy day outfit. A thin knit sweater with bold stripes adds a pop of color to some army-green high-waisted shorts. Opt for knee-high rain boots and a raincoat if it's really pouring outside.
If you need jeans, opt for cropped ones for the same reason – not to have them wet. Add sneakers and a tee, and a vest or a blazer if necessary, and you are ready to go. On a working day wear a gray shirt with a blue blazer and blue and polka-dotted pants. You may do better with some cute ankle rain boots over flats though! For more ideas, here’s our complete collection of Outfit Ideas on What to Wear to Work On Rainy Days.
Rainy days can be tricky but rainy and humid days are trickier. A thin scarf to tie around your hair can keep flyaways at bay and protect against frizz. Next up, shop thecoolest gingham dresses to wear when it’s not raining. Bring some sunshine to any dreary, steamy day with a super-lightweight, slightly translucent slicker all your friends will want to steal. Maggie Seaver is the digital health and wellness editor at Real Simple, with seven years of experience writing lifestyle and wellness content. She spends her days writing and editing stories about sleep, mental health, fitness, preventive health, nutrition, personal development, relationships, healthy habits, and beyond.
Take a scroll through our favorite rainy-day inspo, and you'll be waiting eagerly for the next storm. A solid-colored sweater with loose-fit jeans looks effortless with Birkenstocks and a bucket hat. Go bold by wearing a bright printed outfit and printed shoes in spring. Consider adding a scarf to your look to protect your hair.

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