13 Rain-friendly Styles to Wear on a Cold, Rainy Day

Hunter Boots

The Hunter boot is a classic rubber rain boot that is excellent for wet conditions. If you’re looking for something to keep your feet dry, this is a great option. The original wellington style comes in a variety of colors, so you can choose one that will coordinate with your outfits. We also love the more modern half-wellington styles that are lighter and cuter for everyday use.

Considerations: These types of boots are usually made without any thermal insulation or cushioning, so if you plan to wear them in very cold temperatures, be sure to wear thick socks (or consider buying an insulated version). Also note that these boots tend to run large and may require some break-in time before they’re comfortable to wear all day long.

A rain hat or umbrella

If you’re not wearing a raincoat, the hat or umbrella is your best defense against getting drenched. Plus it adds a touch of flair to any rainy-day outfit. The obvious choice is an umbrella. Keep it open and it will shelter you from the rain like a shield; close it up and it acts as an impromptu walking stick, perfect for fending off those annoying dogs whose owners won’t leash them in bad weather.

But umbrellas have their drawbacks: they can be cumbersome, especially during crowded commutes, and they may not fit in your purse or briefcase when folded up (although new versions are slimming down).

Alternatively, a wide-brimmed hat can provide protection from the elements without being bulky or difficult to carry around. The brim prevents water from dripping into your eyes and deflects wind gusts that might otherwise blow raindrops into your face.

A trench coat or poncho

To start, a trench coat is more formal than a poncho. A poncho is going to look out of place in an office setting. But a trench can be worn over business attire or a suit to keep you dry on the way to work. Ponchos are also more comfortable than trench coats. They’re roomy and allow for layers underneath if needed. If you want to stay completely dry though, raincoats are probably your best bet because they have waterproof materials that extend down the sleeves and pockets as well as hoods with brims to help keep rain off your face.

Raincoats and trench coats tend to be more expensive too, so if you’re looking for something affordable, this might not be it—but if you want something versatile that has several other uses besides being an outer layer, then a poncho is your best bet.

Long-sleeve Tee + Blazer

If you’re ever in need of a way to dress up a casual outfit like jeans, a long-sleeve tee and sneakers, consider throwing on a blazer. It will immediately add sophistication to any ensemble.

In order to keep the look from feeling too strict or collegiate, go for a longer silhouette that will skim your thighs. This will elongate your frame and lend an elegant vibe to even the most relaxed pieces.

A pointed collar is also great for adding interest to an otherwise plain tee. Whether you wear it with jeans, skirts or dresses, this type of collared shirt can easily be styled up or down depending on the occasion and how much time you have to get ready in the morning (or evening).

And if your office allows it, try belting your blazer at the waist for another chic twist on this classic menswear staple.

Waterproof, windproof gloves

There is nothing more annoying than putting on a pair of gloves and having them instantly soaked by the rain. There are only a few choices in that situation—one, you can take off the gloves and deal with freezing hands, two, you can leave them on and have your hands uncomfortably wet or three, you can keep switching your freezing wet gloves with dry ones. “If only I found a pair of water-resistant gloves! This would never be an issue again!”

To alleviate this problem, here’s what to look for when you’re buying waterproof gloves:

  • Waterproof and windproof: Gloves labeled as both waterproof and windproof are a good bet for keeping your hands insulated. If it says it’s just water-resistant, that means it’ll help for a little bit (think about how long leather or wool stays dry before getting soaked).
  • Lined vs. unlined: Waterproof lining such as Gore-Tex will keep everything from getting soaked through to your skin. However if you’re just trying to avoid being caught in the rain with no umbrella then unlined gloves tend to dry faster than lined ones.

Wool Sweater + Jeans

Nothing is better than a wool sweater on a rainy day. No, really—it works. It’s warm and cozy, water resistant, and can be dressed up with fancy jewelry or paired with some casual jeans and work boots for an everyday look.

Wool is known to be a super strong material that resists water. The fibers expand when they get wet, so the more rain that falls on your sweater, the stronger the fibers become. And unlike cashmere or other delicate fabrics that are prone to shrinking in wet conditions, wool maintains its shape once it’s fully dry again.

So yes: Wool not only keeps you warm, but it’ll keep you dry all day long as well! It’s a win-win for chilly fall days when you want to look your most stylish as you stroll around town.

Cropped Pants + Flats

Cropped pants and flats may seem like the most obvious answer to a day of wet sidewalks, but that doesn’t mean they can’t be chic. A pair of cropped pants with a bold print or in an eye-catching color is both cute and practical. Your feet will stay dry (less likely to get muddy) and it’s easy to clean your shoes if they do get dirty. This look is perfect for rainy days, travel, running errands, the office or school.

Rain booties with a legging sock

If you’re not a rain boot kind of gal, try legging socks instead. Legging socks have been spotted on some of the world’s most popular fashion bloggers, and for good reason: they are waterproof and windproof, protecting the legs from getting wet or cold while still looking stylish. Plus they can be dressed up or down depending on your mood. Pair them with a long dress for an elegant look on rainy days, or put them under shorts when the sun comes out. You’ll be glad you did!

Waterproof Boots + Skinny Jeans

  • Waterproof boots + skinny jeans

It’s a classic, but this look for cool weather will never go out of style. It creates a balanced silhouette that’ll keep you warm from the thigh all the way down to your toes. Keep things casual with sneakers or dressier with heels.

Skirt + Tights + Vest or Blazer

You can always get away with wearing leggings or tights under a skirt of any length, so you’ll be ready to hit the town without worrying that your legs are cold and wet. If it’s really chilly, you can throw on a vest or blazer over top. And if it’s really rainy, add a hat to keep raindrops out of your hair and eyes, an umbrella to keep the rain off completely, and waterproof boots so that your feet stay dry no matter what.

What to wear on a rainy day to school

  • A raincoat and hat is the most obvious choice, but it can look a bit like you just don’t want to get your clothes wet. I love the idea of a retro-styled plaid with a matching printed umbrella and rain boots for a vintage look.
  • If you’re going for something more subtle, try wearing an umbrella under your coat (tuck it into the lining) for extra protection without sacrificing style.
  • A long sleeved tee and blazer layered over jeans creates a clean and classic look that will keep you dry no matter how hard it rains outside!
  • Rainy days are great excuses to wear waterproof gloves in fun colors like pink or purple with any outfit—they’ll match everything else while keeping your hands nice and dry! But even if they don’t work well on wet pavement, they’ll keep them warm when it’s cold outside!
  • Try wearing cropped pants instead of full length ones if you’re worried about getting mud splashed up on them—it’ll be easy to wipe off before heading into class too!.

What to wear on a rainy day to work

Dressing for the rain can be tricky: You’ll want to make sure you have enough clothing layers to keep you warm but also not so many that you end up sweating into a wet mess. And, if you know it’s going to rain, don’t wash your hair that morning; let it dry a little before braving the weather. If you really need a shower, shampooing the night before will provide some protection against outside moisture seeping in and making your hair frizzy.

If possible, try to work out of home or leave your laptop at home on rainy days (but don’t skate on your responsibilities!) so that you can use those hours of travel or waiting in line for coffee in a nice cafe instead. Or, just wear waterproof clothing with an oversized trench coat and carry an umbrella; sometimes life just has to go on no matter what season it is!

  • Have Fun in the Rain!

As long as it’s not pouring down sideways with lightning strikes happening every few minutes (and even then—it depends), walking in the rain can be quite liberating! If you’re feeling adventurous and want to embrace this opportunity for a new kind of fun:

  • Wear bright colors — The approaching rain clouds give everything a dark look so having some color around is always appreciated as an extra splash of cheerfulness when needed most.

What to wear on a rainy day date

  • Stick to the waterproof items in your closet.
  • Choose a pair of jeans over a skirt for obvious reasons (the rain).
  • Forgo leather shoes. Consider rubber boots instead or if you’re looking for something more pulled together, try a pair of waterproof booties with low heels.

What to wear on a rainy day in summer

A rainy day in the summer is the perfect excuse to wear a t-shirt, shorts and a raincoat. A raincoat is a happy medium between looking like you’re wearing just a t-shirt and shorts (which may be too short for some) or wearing rain boots, which can make it look like you went overboard with your outfit. And if you’re having trouble finding the right balance between staying warm and looking cute on Halloween, try incorporating pieces from our style guide.

What to wear on a rainy day in London

  • Shoes: Unless you’re okay with walking around in wet shoes (or you’re able to change into a dry pair every time you go out), make sure your footwear is waterproof.
  • Jacket or coat: As important as a waterproof outer layer is, it’s at least equally essential that it be one that keeps the rain out but still allows your body to breathe. You don’t want to get damp from within as well as from without.
  • Umbrella: Carrying an umbrella seems like a no-brainer, but it’s not easy to find a good one that will keep the rain off of you and resist the wind. Consider investing in something sturdier than the cheap variety available at many stores and gas stations.
  • Keep yourself prepared on rainy days by wearing items like hats, scarves and gloves; they’ll keep your extremities warm and dry even if they do get exposed to water. Also, don’t forget layers—you can always peel some off if you get too warm!
  • Wear pants, not shorts! Shorts will leave your legs vulnerable and wet, so they won’t be doing much in terms of keeping you comfortable if it rains while walking outdoors or taking public transportation during rush hour traffic when there are crowds everywhere trying not fight each other over seats on buses/trains/etc., which might happen especially around school time because kids need rides too so sometimes parents have their hands full also trying not only just making sure their kids get where they need them safely (which involves driving/walking).

What to wear on a rainy day in Florida

If you’re in Florida and want to know what to wear during rainy season, the most important thing you need is a good raincoat. A trench coat makes an excellent choice because it looks classy and sophisticated, but there are many other options that can do the trick too. Since you probably won’t be able to use your umbrella when it’s windy outside, make sure your outerwear can keep you dry without one.

The next thing to consider when picking out your outfit for a rainy day in Florida is that since it’ll probably be pretty muggy out, you should try not to wear too many layers of clothing so as not to get overheated or uncomfortable. You may want some kind of outerwear overtop (especially if there’s any chance of rain). If possible, opt for something waterproof like a poncho or hoodie-style jacket with a drawstring closure at the neckline–this way water won’t soak through into whatever clothes are underneath them! The key here is finding an item that isn’t going to add bulk while still protecting against both wind and raindrops getting caught on top of each other; they tend not only look better but also feel better too!

What to wear on a hot but rainy day

Do you know what to wear on a hot but rainy day?

Don’t let the rain ruin your summer style. We’ve got you covered with these 13 rain-friendly styles you can wear on a cold, rainy day! Wear shorts or a skirt, instead of pants. A light cardigan or sweater is perfect for keeping warm and dry. Make sure your shoes are waterproof. And if it rains in the summer, try wearing a bikini!

These outfits are all perfect for a rainy day.

  • Outfit 1. We’ll start with something basic, but flattering and comfortable no matter the weather. A form-fitting top, a long cardigan, leggings and boots is an outfit that works as well in the rain as anywhere else.
  • Outfit 2. This tunic dress is light enough to layer with a cardigan and tights for extra coverage if you need it (although its 3/4 sleeve length makes it less likely to get wet). The leather jacket adds bulk and keeps you warm in case you get rained on—but looks just as sleek when the weather clears up. Some pointy-toed flats keep your feet dry while still looking polished.
  • Outfit 3: Leather boots are a great choice for extra protection from puddles or wet streets—and they look great with these skinny jeans that can be rolled up at the bottom if it’s not too wet out. A chambray shirt will protect your arms without making you overheat in warmer weather, and can be layered under a coat or sweater or worn by itself when it dries off outside (or stays dry inside).

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