Dressing fashionably can be a bit of a hassle in winter. But dressing fashionably for a date during winter is a whole new level of hard. Trying to find winter date outfit ideas that both look cute and won’t make you freeze to death seems almost impossible. Plus, when the weather is so cold and dreadful, it’s hard to find the motivation to wear anything other than sweats or hoodies.

But your dating life shouldn’t be put on hold just because it’s cold outside. If you’re going on a date, no matter if it’s a first date or not, it’s still important to dress nicely. We’ve compiled a list of winter date outfit ideas for him and for her, so you can dress to impress no matter the season.

The Best Winter Date Outfit Ideas For Her

1. Oversized Jumper

If you want to look cute on your date but still stay warm, this combination is the one for you. You can never go wrong with oversized jumpers in any color as they are snug and they look good. Complete the look with some jeans and knee-high boots, and you won’t have to worry about being cold while you enjoy your night.

2. Dress and Boots

Nothing is better for a winter date night than a flowy corduroy dress. Corduroy is both elegant and comfy, and if you pair it up with knee or even thigh-high boots, you’ll look fabulous without worrying about the cold. For extra warmth, you can put on skin-toned pantyhose underneath, and you’ll be ready to go.

3. Turtleneck Sweater Dress

Turtleneck dresses have become extremely popular in the last few years, and it is easy to see why. They are a perfect combination of chic and stylish on one hand and comfortable on the other. This simple but elegant garment will make you stand out easily, and with the addition of pantyhose and some ankle boots, you will be unstoppable.

4. Overalls All the Way

Overalls never go out of style, and this winter season they are everyone’s favorite choice. Our favorites are corduroy overalls in burgundy and a simple black long-sleeve underneath. To complete this trendy but subtle look, you can put on a pair of snake-skin printed high-heeled boots.

5. Long Dress

What’s great about long dresses is that you can wear them all year round, not just in summer. If you want to breathe some fresh summery air into your winter date outfit, wearing a long floral dress and Chelsea boots will do the trick. Wear a black coat over it, and you’ll be both stylish and cozy.

6. Cardigan Time

Though you may think cardigans aren’t elegant enough for dates, this winter you will learn that they very much can be. A cropped V-neck cardigan tucked into high-waisted dark jeans will make you look chic and subtly sexy. Add some hoop earrings, and your casual look will be done!

7.  Jumpsuit

Nothing will keep you warm as a velvet jumpsuit. This one is in powder pink, and the puff sleeves add a playful touch to an overall sophisticated look. If you combine the jumpsuit with silver kitten-heel boots, you will be unstoppable, and your date won’t be able to take their eyes off you the entire night.

8. Peacoats Are In Again

When it’s freezing outside but you still want to look cute, wearing a peacoat is a great option. Choose a soft and creamy color, like lavender, and wear it with white jeans and a soft gray jumper. That way, the peacoat will stand out the most, and so will you. Finally, put on a pair of white sneakers and some socks, and your look will be complete.

9.  Little Black Dress

Just because it is cold outside doesn’t mean that this classic date outfit isn’t an option. If you are going on a night out to dance your heart away, a sparkly one-shoulder little black dress is a perfect choice. Put on some pantyhose or tights and complete the look with ankle-strap high heels.

Winter Date Outfit Ideas For Him

10. Grey Cardigan

If you’re looking for a casual outfit that will make you feel confident, pairing up navy jeans with a white shirt and a grey cardigan is the way to go. You can add a touch of elegance to the look with cognac shoes, a grey coat, and some gloves.

11. Stylish and Rugged

Ripped jeans are always a great choice if you’re looking to impress someone on a first date. If you combine them with a shirt and a waistcoat, you’ll add a tad of sophistication that will make you unforgettable. Brown boots, a short coat, and a plaid scarf will make this look even more relaxed and snug.

12. Black and Cozy

A combination of black jeans and a soft black turtleneck makes for a casual and snug look. To make sure everything matches, put on a pair of black boots and a puffer coat with fur. This outfit is perfect for walking around the city or taking a stroll through the park.

13. Camel and Black

This look is the best choice for a dinner and drinks kind of date. It combines black jeans and a camel turtleneck. If you add camel boots and a black leather jacket to the mix, you’ll get a perfect evening outfit that will make you feel like a rockstar.

14. White Is Always In

White sneakers and a white shirt are always a good choice for a date. Pair them up with some jeans, a black cardigan, and a puffer jacket with a fur hood, and you’ll get the perfect outfit your date won’t be likely to forget anytime soon.

15. Dashing In Brown

Combining black skinnies with a brown sweater and a white shirt underneath will make you look relaxed but stylish. A grey coat and beige boots will make everything come together perfectly, and you’ll have the time of your life on your winter date while looking great.

Need More Winter Date Outfit Ideas?

As you have seen, there are many great winter date outfit ideas to draw inspiration from. However, if none of our picks fit your style and taste, there are hundreds and hundreds of other looks and combinations to try out. So get creative and remember to have fun on your date no matter what you choose to wear!