As the cold and wet fall days give way to the approaching winter, many of us may find ourselves struggling to muster enthusiasm for the gray skies and drizzly weather that come with them. For some, the dampness can be a major mood-killer, making it difficult to venture out or even get motivated to tackle daily tasks. And yet, for others, the rain-coated days can be more of an annoyance than anything else.
But then there’s the question: what’s the best attire for braving the elements on one of these gloomy days? While some might opt for their most lackluster outfits – ones that can withstand a good soaking or mud-covered romp – others may find themselves seeking out something more stylish and practical to wear.
Styling Tips
Ditch dull galoshes and elevate your rainy-day style with adorable rain boots that seamlessly complement any outfit. With so many options available, treat yourself to a pair that makes you feel confident and put-together. For an added bonus, consider knee-high boots that not only keep you dry but also pair perfectly with skinny jeans. To combat the humidity that often accompanies rain, add a lightweight scarf to your look.
This simple trick will tame flyaways and prevent frizz from ruining your hairstyle. A thin scarf tied around your hair is a game-changer on rainy days. When it comes to dressing for unpredictable weather, layering is key. There’s nothing more frustrating than being caught off guard by an unexpected change in the forecast – whether it’s a sudden downpour or an unexpected burst of sunshine. By layering your outfit, you’ll be prepared for any scenario that arises.
This approach also ensures you can easily shed outer layers if the weather warms up or add them back on if it takes a turn for the worse. Finally, keep a trusty umbrella stashed in your purse or car. You won’t regret this decision!
What to Wear on a Rainy Days
↓ 30 – Sock Boots and Leather Jacket
To kick things off, we’re excited to share a stylish outfit idea that’s perfect for any weather. At its core, it’s a comfortable and trendy ensemble featuring a cozy hoodie, edgy jacket, and Givenchy rubber sock boots. The best part? This look is effortless to recreate and budget-friendly, regardless of whether you opt for the Givenchy boots or choose an alternative. Simply add an umbrella and you’re ready to take on the day!
↓ 29 – Colorful Scarf and Bright Pink Rain Boots
Rainy days can be a real mood killer, but what if we told you there’s a simple way to turn that frown upside down? The answer lies in the power of color. Research has shown that the clothes we wear can significantly impact our emotional state, and who wouldn’t want to feel more uplifted on a gloomy day? So why not treat yourself to a splash of brightness with vibrant rain boots, statement earrings, or a colorful scarf? Let your inner child shine through and indulge in a little self-care.
After all, when we look good, we feel good – and that’s especially true on a rainy day!
↓ 28 – Cute Party Look
Don’t let a drizzly day dampen your party spirits! Instead, get creative with your outfit by layering up for a chic and practical look. Start by pairing a tee (like this eye-catching ‘First Of All, No’ shirt) with a short leather skirt, then add a raincoat or light jacket on top to keep you dry and warm. For footwear, knee-high boots are the perfect choice – not only will they keep your feet dry, but they’ll also add a stylish touch to your ensemble.
And if you’re still concerned about staying warm, throw some tights into the mix for an extra layer of comfort. With this look, you’ll be party-ready in no time!
↓ 27 – Classy Trenchcoat and Chunky Boots
There’s an undeniable allure to pairing a warm brown trenchcoat over a sleek black outfit. The harmonious blend of earthy tones evokes the effortless chic of Parisian style, stripped down to its essence. This understated yet sophisticated ensemble is perfect for a crisp fall day, when the drizzle creates a cozy atmosphere. To recreate this look, simply layer a black crewneck sweater under a long, brown trenchcoat and pair it with faux leather leggings.
The result is a polished, put-together appearance that will have onlookers assuming you’re a fashion connoisseur.
↓ 26 – Runway Ready
Ready to make a statement? Elevate your style by combining a bold short dress with synthetic tights, which will add a touch of sophistication. The pièce de résistance is a stunning burgundy leather coat that exudes confidence. To ground the look, opt for black ankle boots and a shoulder bag that adds a pop of practicality. Finally, seal the deal with a swipe of vibrant red lipstick that’s sure to turn heads.
↓ 25 – Long Coat
For a stylish and intimidating ensemble, consider pairing a long coat with a black shirt and trousers, complemented by black long boots and a black bag. If you’re looking for inspiration, here are some additional long coat styles worth trying:
↓ 24 – Sunshine Yellow
For a chic and stylish look, consider pairing a striped shirt with distressed denim jeans and rugged long leather boots. To add a pop of brightness and elevate the overall aesthetic, throw on a vibrant yellow leather trench coat. This unexpected combination is sure to turn heads and make you stand out from the crowd.
↓ 23 – Gorgeous Florals
Add a dash of sunshine to your winter wardrobe by pairing a neutral-hued shirt with black tights, long boots, and a statement-making floral jacket. The contrast between the soft, calming colors and the bold, bright blooms will instantly lift your mood on even the most gloomy winter days.
↓ 22 – Patterns and Denim
When the rain starts pouring down on a humid summer day, it’s easy to feel stuck in a style rut. But fear not! A patterned dress without tights is a great way to stay cool and fresh. To take your look to the next level, swap out a dull black umbrella for a transparent one that will pair perfectly with any outfit. Plus, making your umbrella a part of your ensemble can elevate your overall style game. If there’s still a bit of chill in the air, add a denim jacket to complete the look.
Finally, opt for chunky ankle boots to keep your feet dry and stylishly covered.
↓ 21 – Scalloped Skirt Suit
Are you feeling bold? Why not take the plunge and pair a flowy white dress with a scalloped skirt set, accented by a sweet Mary Jane-inspired shoe and topped off with a stylish shoulder bag. And to add an extra pop of personality, why not throw in a vibrant blue umbrella to brighten up your overall look?
↓ 20 – Casual and Simple with Cropped Pants
Incorporating laid-back style, this outfit pairs a classic denim jacket with a striped knit top, tucked into high-waisted army green pants. The relaxed vibe is further emphasized by the addition of comfortable ballet flats.
↓ 19 – Photoshoot like a Gossip Girl
Get ready to channel your inner Manhattanite by embracing the iconic style of Gossip Girl’s leading ladies! A patterned skirt, paired with a sleeveless crop top and statement high heels (perfect for photo shoots or making a dramatic entrance), is a timeless combination that never goes out of style. Just remember, in the world of Upper East Siders, rainy days are no excuse to skip the stilettos!
↓ 18 – Humid, Rainy Day Outfit
The essence of effortless chic lies in embracing retro styles that never go out of fashion. A flowy dress, just above ankle length to avoid any wardrobe malfunctions, will keep you feeling carefree and cool. The unpolished charm of buckled slide-on sandals adds a relaxed vibe to your overall look. What’s more, they’re perfect for post-rainfall strolls when the world is fresh and rejuvenated.
To complete this whimsical ensemble, add a stylish umbrella that ties everything together in perfect harmony.
↓ 17 – Casual-Chic Street Style
For a stylish yet relaxed look, pair a faded shirt with distressed denim jeans. On a grey or rainy day, complete the outfit with nude-colored sandals that add a touch of elegance. Carry a chic bag to tie everything together.
↓ 16 – Black and White with Long Boots
Elevate your style by combining the elegance of a white dress with the edginess of black boots. Add a touch of sophistication with a black handbag to create a chic and polished look that’s perfect for a rainy day.
↓ 15 – Styling Red on a Rainy Day
For a striking ensemble, team a sleek black shirt with black leather pants that exude confidence. Add a touch of rebellious flair with a skin leather jacket that adds depth to the overall look. To really make it pop, incorporate bold red sneakers that bring a burst of energy and personality to the outfit. Finally, complete the look with a stylish handbag that provides a sophisticated contrast to the edgy, avant-garde vibe of the rest of the ensemble.
↓ 14 – Rainy Day in Striped Shirt
Create a stylish ensemble by pairing a classic black and white striped dress with a crisp white trench coat. Add a pop of color with a bold red handbag and elevate the overall look with a pair of adorable rain boots in a neutral or bright hue.
↓ 13 – Layering Up on Rainy Days
Elevate your style by layering a striped shirt under a cozy knitted sweater, which can then be topped off with a practical yet fashionable windbreaker jacket. Pair this ensemble with a pair of classic simple jeans for a chic foundation, and complete the look with a versatile handbag that effortlessly transitions from day to night.
↓ 12 – Celebrity Style All Black Outfit
Elevate your wardrobe with a striking monochromatic ensemble by pairing a sleek black shirt with a fitted black leather coat, complemented by a short skirt and leggings that flow seamlessly together. Complete the look with a pair of high-contrast black leather ankle boots and top it off with a stylish black handbag. For those who adore all-black attire, be sure to check out our curated selection of 25 Celebrities All Black Outfits Styles for Fall to draw inspiration from.
↓ 11 – Fashionably Baggy
Pair a cream-colored crop top with cream-hued trousers for a chic foundation. Add a statement piece to the outfit with an elongated trench coat, and finish it off with a pair of brown boots that bring balance to the overall ensemble. The result is a fashion-forward look that exudes effortless sophistication.
↓ 10 – Oversized Green Jacket
Create a chic outfit by pairing a crisp white or light-colored turtleneck sweater with black high-waisted jeggings. Add a modern touch with a sleek zip-up hoodie in a neutral shade, such as gray or beige. To complete the look, slip on a pair of black ankle boots that hit just above the heel. This versatile combination is perfect for a casual yet stylish ensemble that’s suitable for everyday wear.
↓ 9 – Street Style Patterns
To create a stylish outfit, pair the leopard print pants with a blue shirt that complements their unique pattern. For footwear, opt for cherry-colored flats instead of heels to avoid overwhelming the overall look. Finally, add an envelope-shaped handbag in a neutral color to tie everything together seamlessly. Despite the different patterns involved, this combination works surprisingly well.
↓ 8 – Oversized Outfit for a Casual Look
Combine the comfort and style of oversized clothing by pairing an oversized white sweater with a flowy tunic, creating a visually appealing contrast. This look can be further elevated by adding over-the-knee boots that add height and sophistication. For more inspiration on how to wear oversized clothes, explore the following ideas.
↓ 7 – Classy Coat for Rainy Winter Days
Elevate your style without sacrificing practicality with a timeless combination. Pair an elegant cream and black coat with comfortable light blue jeans and rugged brown rain boots. The result is a chic ensemble that exudes sophistication and effortless cool.
↓ 6 – Coffee Date Look
When heading out for a coffee date with friends, this adorable outfit is sure to save the day. Simply pair a polka dot button-down shirt with your favorite jeans, then add a pop of color with bright pink wellies. A beige purse and blue umbrella provide a stylish finishing touch, tying the whole look together perfectly.
↓ 5 – Work Attire
When the rain pours down outside, you don’t have to let it dampen your workwear style. A gray shirt paired with a blue blazer and polka-dotted pants can make for a stylish and practical outfit. To add some extra comfort and protection from those wet sidewalks, consider swapping out your flats for ankle-high rain boots. For more inspiration on what to wear to work on rainy days, be sure to check out our comprehensive collection of outfit ideas.
↓ 4 – Baggy Bright Yellow Coat
Elevate your outfit by pairing the yellow piece with a sleek black shirt, matching bag, and statement-making high heel long boots. To add an extra touch of whimsy, consider carrying a fun and playful umbrella, such as a bold cheetah-print design that adds a pop of personality to your overall look.
↓ 3 – Last-Minute College Girl Look
When faced with a rushed morning and uncertain weather conditions – scattered showers on the forecast – it’s tempting to opt for comfort over style. However, with a little creativity, you can still put together a chic outfit that requires minimal effort. Consider layering a pastel-hued top under a navy blue jumper dress for a sweet and effortless look. To complete the ensemble, add a pair of tights and some adorable rain boots. Voila!
A girly yet practical style that’s ready in no time – just one, two, three… done!
↓ 2 – Bright Prints for April Showers
As the seasons transition into spring, one way to make a statement is by incorporating bold, eye-catching pieces into your wardrobe. Consider pairing a vibrant, printed dress or top with matching shoes that feature a similar design element. This chic and playful approach can instantly elevate your look and leave a lasting impression.
↓ 1 – Opt For Sneakers for a Rainy Day in Fall
Looking to mix up your footwear game? If you’re tired of the same old tall boot routine, consider pairing sneakers with a skirt. Not only will this unexpected combination add some excitement to your wardrobe, but it’s also a great way to transition from cold weather to warmer days when the temperature starts to rise.
Frequently Asked Questions
When venturing out into the rain, many of us find ourselves wondering what to wear to stay stylish and dry. To help you navigate this common conundrum, we’ve compiled a list of frequently asked questions, covering not only what to wear but also what to avoid when it comes to dressing for a rainy day.
Q. What should you not wear on a rainy day?
When the rain starts pouring down, it’s essential to prioritize practicality over style. While there’s no one-size-fits-all rulebook for rainy days, there are some general guidelines that can help you avoid any unpleasant wardrobe mishaps. Here are the top five things to leave behind on a wet day: First and foremost, opt out of heels – not only will they get ruined, but your feet will end up soaked as well. It’s a double whammy.
Suede or velvet garments should also be avoided, as they’ll likely suffer irreparable damage if exposed to water. As for white outfits, while it’s okay to go all-white on occasion, it’s generally not the best idea. The reasons are twofold: first, white fabrics are more prone to staining, and secondly, wet whites can become see-through, which might not be the most flattering look.
Lastly, leave open purses or bags at home – they’re a nuisance to deal with in the rain, and a small amount of water can cause irreparable damage to your belongings. Always carry a closable bag when facing inclement weather. On a related note, it’s crucial to use waterproof mascara on rainy days – there’s no room for error here!
Q. Are jeans okay for rainy days?
When it comes to dressing for rainy weather, the key is to prioritize comfort and practicality. For light rain, a pair of jeans can still be a great option. However, if you’re expecting heavier rain, consider swapping out your denim for slim-fitting, lightweight, and quick-drying pants that will keep you dry and comfortable. Dark colors are also a good choice as they won’t show dirt or stains as easily.
