Put on your warmest socks, because you’re going on a date! Here we have some winter date night outfits that’ll melt his heart and keep you toasty.
While winter may provoke thoughts of unflattering snow suits and itchy sweaters, these tips on winter date night outfits will convince you that you can always look hot, even in the cold.
Learn how to layer textures and patterns to melt your winter woes with a cozy and cute outfit. So whether you’re planning to go hand in hand on a winter walk or dressing up for a candle-lit dinner, these winter date outfits will have you looking absolutely FAB!
Related post: 25 Incredibly Stunning First Date Outfits Guys Love
Cute winter date night outfits
Here are some super cute winter date night outfits ideas you definitely need to check out!
Tartan printed pants
Winter weather can be a real bummer so brighten up your day and even your date with these Tartan printed pants! The tartan print is a winter win while the neutrality of the beige makes it easy to pair anything with these pants. Go further and style this look with some heels or platforms and you’ll have legs for days!
A shorter skirt can absolutely make its way out in winter weather, you’ve just gotta be smart about it. (Maybe save this look for an indoor winter date… Maybe close to a fireplace..)
This leather skirt can be paired with a lighter color on top and you can play with the silhouette by adding and removing layers. You will elevate this look and attract some gazes, most importantly from your partner!
Sweaters are the holy grail of any good winter wardrobe. Much of the pain of dressing for cold weather comes from the hassle of SO. many. Layers. Who likes to wake up freezing and then work up a sweat before you’ve even left the door? That’s right, no one.
But! With a few smart investments in the sweater department, your life will be saved time and time again by a reliable fleece or wool. Sweaters open up a WORLD of fashion possibilities.
Chunky knit sweater with buttons
Classy, sweet, and stylish, this chunky knit sweater can be paired with just about anything and still stand out. I think the buttons add a fun touch and make this a casual yet flirtatious piece perfect for a first date.
Cozy, Warm, and Reliable. This oversized sweater sets the standard for what you want from your winter boo. This sweater is just a great piece to have in your winter closet for those days you don’t know quite what to wear. Shop for a trust-worthy top you can count on in your closet. You’ll be cute and comfy as you kindle the fire with your winter wonder-man.
Did someone say girl boss? It may very well be a power play to wear a turtleneck on a date but hey, own both your sophisticated and flirty side. Turtlenecks just look sharp for some reason…They create a lovely silhouette and outline the neck and shoulders beautifully. (Also a chance to give! face!) This sweater is lighter and can also be a great underlayer on colder days.
Sleek, Elegant, and oh-so-warm. A cashmere sweater will level up your winter wardrobe for sure but know most cashmere is on the pricier side. It’s an incredibly soft material and can be considered an investment since it’ll last you a lifetime.
Winter casual date night outfits
If you don’t want to look too over the top for your date, here are some more casual date night outfits that are still super cute!
Patchwork long sleeve top
This patchwork top is too cute to be real! If there’s one thing that’s important for any date, it’s that you’re comfortable. So with both comfort and versatility, this top will ensure that you can shine! It can be worn as an undershirt and won’t be too warm. The cropped cut and patchwork will turn you into a regular girl-next-door if you pair this look with jeans and sneakers.
I’m delighted to say that overalls have made a comeback. They really can be a girl’s best friend. The comfort, aesthetic and need I mention, POCKETS?! So here, I present to you, CORDUROY OVERALLS! (Corduroy is the it-girl of winter wear fabrics IMO).
It’s warm, it’s retro, and it’s such good material for chilly days. Note that this look might be more of an early winter/ late fall vibe but the mood will depend on your accessories.
Let’s Talk Tights
Tights. Pantyhose. Stockings. I’ve mentioned tights a few times now so I won’t beat around the bush here; I know the mere thought of wearing tights may make you want to scream. But please, give them a chance! I was once scared, too, but I promise that tights *the right tights:)* can be awesome.
Classic black sheer tights
A staple for your winter outings. These black sheer tights literally go with everything, so they’re definitely a great investment that can last you years to come.
A unique touch for a date, show off your style, and impress your man! Pair these babies with a little black dress (or even the leather skirt mentioned above) and let your legs SHINE!
A real lifesaver for frosty nights when you need the extra warmth! Perfect under a skirt, dress, or even a baggy pair of pants.
Plus size winter date night outfits
For my plus-size girls, here are some insanely cute and chic winter date night outfits you’ll absolutely love!
Oversized sweater dress
This oversized sweater dress is as alluring as it is cozy. It can hug your curves with a belt or be worn over jeans or tights as an oversized sweater dress.
Long skirts are perfect for winter when it’s cold but you’ve simply reached your limit with all the dark pants. This skirt is sweet and comfortable and is sure to make your guy all warm inside. This skirt is cozy while flattering your curves. Just remember: if it’s a cold one outside, wear tights!!
What do you wear to a romantic dinner in the winter?
It’s date night, and you want to look your best. But what should you wear to a romantic dinner in the winter? If you don’t want to freeze, here are some great options:
Related post: 23+ Insanely Thoughtful First Date Gifts For Him
It’s funny how a dress has the power to lift your spirits during the winter. Also, it gets you in the mood for a date! This winter dress is like a warm hug and will leave your guy wanting to wrap around you in the same fashion.
The V-neck is romantic and the fabric is sleek and shows off your figure while remaining tasteful. Pair this outfit with a longer coat to add an element of surprise when you reveal your date night look!
Preppy vest top
This preppy vest is simply adorable. Call me old-fashioned but houndstooth is maybe the best pattern in the history of the world. This vest will be the star of your outfit but the options are endless. Layer it over a dress, or pair it with some warm pants, this piece makes any look utterly chic. If you want to stay a bit warmer you can layer it over a turtleneck or a long sleeve top.
Meet your new best friends: winter accessories
Winter is the perfect time to accessorize! Here are some fun and creative ways to style your winter outfits with accessories
Mittens make the world a better place! If you’ve never held hands with mittens on, get ready for a whole new level of cuteness! These knitted mittens will make you feel like a nordic princess while your hands stay toasty!
Beanies are to winter what sunglasses are to summer. You just feel prepared when you wear ‘em. Prepared and cool. These Brixton beanies come in many colors so either pick a neutral tone or your fav pop of color.
A beret is a classic that has the unique power to totally make a statement. Winter just got sassy!
Simply adorable and guaranteed to steal the show, your guy will fall over when he picks you up for your date and catches you in your new earmuffs.
Have fun on your date!
Looking good is feeling good, right ladies? You should never have to sacrifice comfort or style, no matter the season.
And whether it’s your first date or you’re celebrating a winter anniversary, your dates during the colder months can still be fun, flirty, and fab!
Now go and enjoy your date with your boo 🙂