This post comes at the request of my sister-in-law who recently asked about what to wear to a wedding in the pouring rain. That spurred a slightly larger concept of what to wear to any kind of event when the weather is cold and rainy, but you need to look put together. It seems to always be a struggle to find a balance between wearing your weather-appropriate rain boots and puffer jacket, and inevitably ruining your cute new suede pumps. So, I broke down a few different outfit ideas, depending on the type of event.
Winter Wedding – Cocktail
One of the best things you can invest in for your winter wardrobe is a pair of solid black heeled booties. They go with everything and are the perfect shoe to pair with any outfit that requires the addition of tights. If it’s cold or rainy, this ensemble will keep you warm with long sleeves, a heavier fabric, and covered legs and toes.
Winter Wedding – Formal
Formal affairs are one of the hardest to dress for when the weather is less than ideal. Assuming any formal winter event will be held indoors, make your date drop you at the door and don’t hesitate to wear your chicest shoes. Select your gown with the season in mind, but the important aspect here is to add a statement coat. First impressions are everything, so it’s always best to have at least one beautiful, formal coat in your closet. Don’t ruin your elegant look by topping it with a yellow raincoat.
It’s likely that most holiday parties you attend on an annual basis are either work or family focused, so it’s typically best to keep your look somewhat conservative. These shoes are more covered up and winter-appropriate than a strappy sandal, but don’t sacrifice any of the fun. Finish your look with a classic trench coat – a staple that can easily transition from daytime casual to cocktail hour.
New Year’s Eve
New Year’s Eve is your time to have a little more zing in your outfit. I’m somewhat of a conservative dresser regardless, but this holiday is typically the time when everyone expects you to wear your skimpiest dress, despite the temperatures dipping below freezing. Enter: the jumpsuit. Honestly so much chicer than a dress and you get to wear pants. Break out your best leather jacket and your party shoes and call it a night.
I have linked some other options below, but if you’d like some personalized suggestions, please let me know!