Here’s a hot take during some not-so-hot times: Winter date nights can be romantic, I promise. Indoor bars and candlelit restaurants feel charming and inviting, all while giving you the perfect excuse to cozy up to the person you're seeing (it's dark! And the music is loud! Lean in!). And now that I think about it, braving the cold for a mid-morning coffee date should honestly be re-framed as romantic in 2023. If you don’t want to leave the house, I hear you loud and clear.
Even staying in and making a home-cooked meal is worthy of getting dressed up for at this point, so go ahead and make even the most casual weeknight meal feel a little special this season. Odds are, you haven’t had a chance to really pull out all of the sartorial stops in a while, and what better way to celebrate a good date night than with a really great outfit?
For everyone who is celebrating their anniversaries and date nights alike at home, virtually, or on the road this season, we crafted 20 outfits that both suit a bunch of different occasions and that will keep you feeling toasty and warm all night—or day—long. Ahead, check out a bunch of cold-weather outfits that are ready for every chick-flick-approved date idea as well as a selection of all the key products to make them work for you. Use these slides solely as inspiration or pick up a few products to add some much-needed newness to your closet this season.
Printed Pants + White Tee
Amp up your regular day-to-day denim looks by opting for a pair that’s covered in a little color. A white tee keeps the brightness down below feeling cool rather than over-the-top.
Slip Dress + A Sheer Top
Make your summer slip dress feel winter weather-ready by layering it over a long-sleeve top. If you want to show a little skin, choose a layering piece that’s on the sheerer side.
A Matching Set
There is no easier date night-ready outfit than a coordinating set, I promise. But despite how easy it is to put together, the end result is always a winner.
Blue Jeans + A White Bodysuit
When the basics are this good, why do something different? Wide or flared jeans and a tight white T-shirt (or a bodysuit) is always a good idea when heading out on a casual date.
A Skirt Suit
You’re not in the office, so why would you wear your basic work suit on a date? A matchy-matchy skirt suit looks polished but feels a little more fun.
All Black Basics + A Bright Blazer
Instantly add some flair to your next monochromatic look by layering on a fun colored blazer. It'll be a welcome break from your usual black-on-black-on-black looks that you've been living in this season so far.
A Blazer Dress + Lacy Tights
If you want to channel a member of the Gossip GIrl cast on date night (but without any of the drama, of course), opt for a micro mini dress and a pair of lacy black tights. The look is half sweet half sexy in the best way.
A Denim Boiler Suit + Chunky Heels
Dress up a casual coverall with a pair of chunky heels for your next date night look. It feels both elevated and comfortable, and you won’t have to worry about keeping everything tucked in or perfectly coiffed.&nb