Maybe it’s your first date. Or a much-needed night away with your partner. The plan is “date night,” or something equivalent.
If you’re like me, the feeling of anticipation is mixed with dread, as the idea of having to wear something other than your coziest sweatpants makes you want to stay home.
So I’ve come up with some outfit ideas for your next outing that are the perfect combination of cozy and chic
1. Faux fur
A big faux fur coat is one of those pieces that just screams luxury. It’s a total showstopper, and I’m obsessed with how it’s styled here.
Pairing it with silver pants? So fun! It’s such a cool girl look that is guaranteed to get your date’s attention.
2. Wear a blazer
A white blazer is such a classic wardrobe staple that can take any look to the next level. It instantly makes a simple outfit feel more elegant and formal.
I love how the little black heels and pantyhose finish off this entire ensemble.
3. Matching set
A matching set? Say no more. I am so here for going with one color from head to toe. This look is so chic and classy, and you know it’s insanely warm and comfy too!
It’s the perfect formula for a winter coffee date.
4. Oversized coat
If you’re like me, then you are all about the oversized trend that’s taking over right now. There’s something so effortlessly cool about it.
The best part is that it’s perfect for winter—staying warm and comfortable while looking stylish is always a win in my book!
5. A touch of sparkle
Want to add a bit of sparkle to the evening? Yes, we can! A sparkly mini dress is the ultimate luxury winter date night look.
Just style it with some pantyhose and a pair of cute pumps, and you’re totally ready to hit the town.
6. Little black dress
You can never go wrong with a great LBD. I mean, is there anything more classy and elegant? I love that she added pantyhose for another layer of warmth.
Plus, the slicked-back bun is just gorgeous and really polishes off the whole look.
7. All black
An all-black outfit is always so chic and elegant, not to mention it’s the most slimming color out there. It’s another one of those tried-and-true combinations that’s good for any season.
I really like the patterned pantyhose here instead of a plain pair for a little extra flair.
8. Add some feathers
There’s something about adding a little bit of feather detail that just elevates an entire outfit. It feels so classy!
The long sleeves on this top will keep you warm, but I’d definitely suggest adding some pantyhose for maximum coziness. The dazzle on the heels and bag is such a fun touch, too.
9. Thick-heeled heels
Let’s be real, there is nothing worse than having to take your heels off because your feet hurt. Trust me, you don’t want to make this mistake on a date!
A thick heel is a game-changer for walking comfortably, so you can focus on having a good time.
10. A pair of jeans
It’s always a good idea to know what you’ll be doing on your winter date so you can dress for the occasion. These mom jeans are absolutely perfect for a trip to the ice rink.
If you’re heading out for a fancy dinner, though, I would probably go with something a bit more formal.
11. Add a leather jacket
If you want to add a little “punk rock” vibe and some extra warmth, just throw on a leather jacket. With the 90s theme trending right now, this is such a cool look.
This little purse is adorable too! I think this outfit would be ideal for a brunch date this winter.
12. Stocking socks and flats
These stocking socks are having such a moment right now. They look way more elegant than regular knee-high socks, plus they keep you warm and pair so well with flats.
These shoes are also super trendy and give off a mix of office-formal and stylish vibes.
13. Show off some skin and curves
This dress is absolutely gorgeous. The open back is so classy while adding a touch of something sexy.
The slicked-back bun and chunky gold earrings are the finishing touches that really complete this look. I am obsessed.
14. Keep it simple
This whole outfit is giving me major “Serena van der Woodsen” vibes. The jumper is my favorite part; those flared sleeves just elevate the whole thing.
I also love that she chose pantyhose with a pattern to make them a little more interesting. Her slicked-back hair is so pretty, too.
15. Knee-high boots
Knee-high boots are a foolproof way to keep your legs warm and still look so fashionable. I mean, how cute are these leather boots? They complement this outfit perfectly and pull the whole look together.
16. Flowy skirt and stilettos
This outfit has such a cool retro feel to it. That brown velvet jacket paired with these heels and a classic updo is a combination I am constantly reaching for. It’s simple, elegant, and timeless.
17. Little booties
I seriously love this look for a winter date. The oversized fuzzy coat and matching bag are such an adorable detail.
Plus, you know these boots will keep your feet nice and toasty, which is a must-have for cold weather.
18. Low rise is back
I’m still not sure how I feel about this trend coming back, but if you can rock it, go for it! I do love that this set is made from lace, which lets you show off a little more skin.
And how cute are those oversized earrings?
19. Maxi dress
If you’re not really feeling jeans or pants, a maxi dress is always a great idea. You can find some that are made from wool to keep you extra warm on your winter date.
Trust me, it’s so much cozier than a mini dress.
20. Add a little lace
Lace is just so elegant and feminine. This black velvet dress with the lace detail is seriously perfect for a more formal winter date.
The dainty necklace and bracelet are the perfect accessories to complete the vibe.
21. Super comfy
This is totally a brunch-with-your-soulmate kind of outfit. It’s super comfy but still so stylish.
I love how she used different shades of brown and how well they all work together. And again, you just can’t go wrong with an oversized jacket.
22. Socks and heels
Yes, you read that right! The socks and heels trend is still going strong, and honestly, it’s a genius way to wear heels on a winter date without your feet getting cold.
I love that this grey outfit is paired with pops of red in her hair, bag, and shoes. It adds so much personality.
23. Add some layers
When in doubt, add layers! This cream jumper and black shawl are a perfect match. What I love most is how the detail on her shoes coordinates with the detail on her bag.
It’s those little touches that really pull an outfit together.
24. Leopard print dress
Here is another amazing statement piece. Patterns and bright colors are having a major moment right now.
Once again, the faux fur coat totally completes this look, with the amazing bonus of being super warm. It’s a win-win.
25. Add a pair of sunnies
A pair of sunglasses is always a cute addition to any look. Just imagine finishing off your winter lunch date outfit with these. So gorgeous!