Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (2024)

Fashion

Date Night

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (1)

Image courtesy of H&M

Kicking off Jan as you mean to go on with date nights in the diary, but no clue what to wear for going out in the depths of winter? We’ve found all the outfits to sort you out, from the best dresses to the new trousers and tops combos to know.

LLottie Franklin

5 January 2023

My New Year’s resolution is to go on more dates, but every time I look at my wardrobe, I’m bored with all the clothes I have and can’t decide what to wear. I don’t want to spend much money(I’m still recovering from December!) but could stretch to a couple of new things to give my winter date night outfits a lift. What are my options?

Claire, Chelmsford

We’re in the depths of cuffing season, so it’s no wonder the first week of January is the peak time of dating app downloads, stirred up by that New Year fever. With festivities out the way, January’s also a time notorious for looking after yourself, so for anyone partnered-up, winter date nights are a sure-fire way to beat those January blues.

You’re also not alone if lots of new purchases aren’t on the agenda right now and, like us, you’re watching those purse strings after indulgent Decembers. But as Bianca talks about in her recent column, Januaryis a good time for re-evaluating wardrobes and slowly adding in a few key pieces for the year ahead – pieces that are perfect for winter date night outfits when you want to feel at your best and completely yourself.

According to Hinge, 75% of their global singles say going to get drinks is no longer their preferred first date activity, whereas meeting for coffee, doing something creative, seeing a show or exhibit, or simply going for a walk would be their ideal date instead. But what on earth do you wear for a first date outfit when it’s freezing and raining outside?

Whether you’re single or coupled up, we’ve got plenty of new ideas for winter date night outfits that you’ll feel comfy and confident wearing, whatever the New Year throws at you…

Scroll for winter date night outfits, from going-out winter dresses to luxe loungewear

If you are going out and dressing up for a winter date night, like it or not, you’ll be needing layers – you don’t have summer’s sun-kissed luxury of warm evenings and wearing no sleeves or jackets. But for date nights, layers feel, quite literally, stuffy. Where’s the fun and sexiness of a big jumper on a night out?

More on date night outfits:

  • I asked my male friends what I should wear on a first date, and this is what they said
  • Man-repelling outfits: everything you need to know if you’re a serial dater
  • All the first date outfits for your dating phase, beige flags forbidden

Dressy winter date night outfits

Let’s start simply with the classic little black dress. Yes, you want to wear clothes that keep you warm when it’s freezing outside, but you can still feel dressy – just look at this Reformationsculpting knitted dress, River Island’s knitted mini with long sleeves and Karen Millen’s slouchier midi that shows some cleavage, with a subtle slit up the leg.

Shop the edit of winter LBDs

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (2)

£52 £65

Viscose Blend Knit Belted Slouchy Midi Dress

Karen Millen

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (4)

£168

Cassi Knit Dress

Reformation

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (6)

£43

Knit Collared Long Sleeve Mini Dress

River Island

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (8)

black dress

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Then layer one of these coats on top of your dress for the journey to your date spot.

Shop the essential coats to layer on top of winter dresses

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (9)

£149

Wool Coat

Zara

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (11)

£90

Faux Fur Jacket

Chi Chi London

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (13)

£54.99 £119.99

Oversize faux-fur coat

Mango

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (15)

coat

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As another option, you can add a luxe blazer or fur coat to a satin slip dress like this one from Reserved. Just read our guide on how to style winter slip dress outfits for the new season. I love this Sofia blazer from All Saints, which is massively discounted in their sale at the moment and comes in both velvet and satin.

Shop the look

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (16)

£29.99 £39.99

Satin Dress

Reserved

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (18)

£114.40 £238

Sofia Satin Contrast Blazer

All Saints

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (20)

£150.40 £269

Sofia Velvet Blazer

All Saints

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (22)

£179

Double Breasted Satin Blazer

Arket

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More on winter coats:

  • The 6 best coat styles to wear with party dresses
  • 6 chic black coats every wardrobe needs for winter
  • The best winter coats to buy ASAP as they’re destined to sell out
  • The best faux fur coats to keep you snuggly and chic this winter

Trousers and tops combos

More of a trousers gal? Invest in a satin pair for the new season. The Karen Millen trousers come in a matching suit set. Alternatively, look to my edit of the best leather trousers and how to wear them for winter.

Shop satin trousers

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (25)

£19.99

Satin Trousers

H&M

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (27)

£45.99

Satin Cargo Trousers

Zara

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (29)

£39

Satin Wide Leg Cargo Trousers

River Island

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (31)

£111.20 £138

Satin Back Crepe Wide Leg Trouser

Karen Millen

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (33)

£159.20 £199

Satin Back Crepe Tie Waist Blazer

Karen Millen

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (35)

satin trouser

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You can also tuck a thin roll neck jumper into one of these statement skirts for a chic winter look. Just add tights or knee high boots.

Shop the look

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (36)

£9.99 £19.99

Mini Skirt

Reserved

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (38)

£75

Front Twist Midi Skirt

& Other Stories

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (40)

£31.95

Ribbed Slit Midi Skirt

NA-KD

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (42)

skirt

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Try a new satin top with your favourite jeans for a quick outfit revamp.

Shop the look

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (43)

£29.99

Satin Blouse

H&M

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (45)

£120

Taylor Black Shirt

Nadine Merabi

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (47)

£55.20 £69

Textured Satin Lace Hem Woven Cami

Karen Millen

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (49)

£22.99

Flowing Satin Shirt

Zara

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (51)

£29.99

Lace Top

Mango

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (53)

top

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Or for a date night look they won’t forget, invest in a black lace top. If you need a coordinating bra just look at my edit of what to wear under sheer tops.

Shop lace date night tops

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (56)

£75

Gudrana Caballo Lace Embellished Jacket

French Connection

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (58)

£60 £75

Lace V Neck Long Sleeve Bodysuit

Karen Millen

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (60)

£25.99

Embroidered T-Shirt

Mango

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (62)

£103.20 £129

Italian Lace & Satin Tailored Longline Shirt

Karen Millen

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (64)

top

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Bring out a diamante top for ultimate main character energy.

Shop new season diamante tops

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (65)

£45.99

Glittering Top

Reserved

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (67)

£47.20 £59

Liquid Sequin Hanky Woven Halter Top

Karen Millen

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (69)

£32.95

Rhinestone Detail Waterfall Front Singlet

NA-KD

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (71)

diamante

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Add some glitz with a special going out bag.

Shop going out bags

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (72)

£65

Alba Bag

Hush

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (74)

£35.99

Satin Bag

Mango

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (76)

£36.95

Twisted Rounded Handbag

NA-KD

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (78)

bag

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Low-key date night looks

For date nights where you’re going somewhere local and low-key, reach for a new statement knit, shirt or winter dress.

I love this cute and cosy matching set from Mango which couldn’t be seen as either too smart or too casual.

Shop the Mango co-ord

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (79)

£49.99

Knitted Cardigan With Metallic Details

Mango

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (81)

£29.99

Knitted Crop Top

Mango

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These knitted tops are also a subtle and stress-free option for date nights – they’re smart enough to look like you’ve made an effort but not OTT.

Shop new season knitted tops

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (83)

£20 £25

Cotton Sweetheart Long Sleeve Top

Oasis

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (85)

£17.99

Sweetheart-Neck Top

H&M

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (87)

£37

Knit Wrap Long Sleeve Jumper

River Island

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (89)

£128

Davina Asymmetric Sheer Cutout Jumper

Reiss

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (91)

£47.20 £59

Ring Detail Cut Out Knit Top

Warehouse

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (93)

top

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Cosy nights-in clothes

These are the dresses that say, “oh, you’ve been working from home in this all day but still look sexy”. Knitted dresses aren’t going anywhere for 2023 and these are my favourites on the high street right now. I’ve picked out darker shades in case you’re staying in and cooking a meal for a cosy winter date night at home.

Shop new season knitted dresses

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (94)

£22.99

Soft Ribbed Dress

Zara

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (96)

£75

Lydia Knit Bardot Maxi Dress

French Connection

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (98)

£99.99

Cashmere-Blend Bodycon Dress

H&M

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (100)

knit dress

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Planning a cosy night in (or for your winter date night to carry on all weekend), get yourself some luxe loungewear.You’ll never regret investing in some silky separates or snuggly co-ords, whether someone sees them or if they’re only for yourself.

Shop the edit of luxe loungewear

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (101)

£55.20 £69

Satin Oversize Shirt

Warehouse

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (103)

£52 £65

Satin Wide Leg Trouser

Warehouse

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (105)

£79

Black Sparkle Cardi

Never Fully Dressed

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (107)

£79

Black Sparkle Trousers

Never Fully Dressed

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (109)

£99.99

Guipire Silk Trousers

Zara

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (111)

£150

Darcie Black Pyjamas

Nadine Merabi

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (113)

pyjama

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Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In (2024)

FAQs

Winter Date Night Outfits For 2023 From Drinks Out To Cosy Nights In? ›

Dresses can be a stylish and elegant choice for winter date nights. To ensure warmth, consider long-sleeved or three-quarter sleeve options. Pair your dress with opaque tights or stylish leggings for added insulation. Opt for velvet, wool, or knit fabrics to keep cozy without compromising style.

What do you wear to a date night in cold weather? ›

Dresses can be a stylish and elegant choice for winter date nights. To ensure warmth, consider long-sleeved or three-quarter sleeve options. Pair your dress with opaque tights or stylish leggings for added insulation. Opt for velvet, wool, or knit fabrics to keep cozy without compromising style.

How do you wear a co*cktail dress in cold weather? ›

What To Wear Over a co*cktail Dress
  1. Dress Coats. While it may seem counterintuitive to wear a coat over a dress, the winter months are nothing to mess with. ...
  2. Jackets. Depending on the material, a jacket can be a nice alternative to a full coat. ...
  3. Shawls. ...
  4. Wraps. ...
  5. Shrugs.

What do you wear to a co*cktail bar in the winter? ›

Don't wear sneakers or sandals, even if you don't like wearing heels. The shoes you choose to pair with your co*cktail dress need to be sophisticated, stylish, and spot-on. Most importantly, even if you're wearing a jumpsuit or pantsuit, they should never be sneakers or sandals.

What is the fashion color for winter 2023? ›

Overall, the chromatic trend for Autumn-Winter 2023/2024 presents great comebacks and confirmations, with a palette that ranges from red to gray, yellow to brown, and pink.

Which type of dress is trending now 2023? ›

2023 Fashion Trend: Maxi Skirts

In line with the aforementioned cargo and denim trends, expect lots of low-rise, pocket-adorned silhouettes and floor-grazing jean skirts, as well as styles in various prints and unexpected materials like velvet. Long live long hemlines!

What trends are out of style in 2023? ›

Business Insider asked four stylists to share which items to get rid of from your 2023 wardrobe. Clothes with oversized logos and shield sunglasses are both fading in popularity. Neons and pastel florals are being replaced by cooler, earthy shades.

What is the best color to wear on a date night? ›

When in Doubt, Wear Red or Black. According to color psychologists, the best colors to wear on a first date are red & black. Wearing the two romantic colors, especially if you're a woman, can make you appear more attractive and more desirable to your date.

What color is best for a date night? ›

There is something sexy about a red dress that makes it the #1 choice to wear on date night. Regardless of fashion trends, a red dress is always in style. You will always find a dress in this hue at any major retailer, making it a winner every time. A black dress is also a great option.

How do I look good on a date night? ›

Basics work beautifully for date nights because they can be dressed up or down, depending on where you're headed. Take a white tank top, for example. You can pair the piece with jeans, a knit cardigan, and sneakers if you're just catching a movie, or add a maxi skirt and wedged sandals for dinner on the terrace.

What should a woman wear to a party in January? ›

You can always rely on denim to dial down a piece of partywear. Case in point below: lace and a jean jacket. Throw one - or its new sister style, the 'overshirt' - over a silky slip dress or a luxe camisole (not forgetting tights for that cosy factor) and you've got an eclectic, smart-casual look.

How do you have a party outside in the winter? ›

If you have access to heat lamps or an outdoor patio heater, you can rent these out for the party. Other ideas include outdoor fireplaces, fire pits, personal warmers, heating pads or electric blankets. It's also nice to have some type of protection from the elements, such as a pergola or awning.

What do you wear on a hot night out? ›

15 Summer Night Out Outfits
  • Printed Midi Dress. The simplest summer night out outfit is…a gorgeous printed dress! ...
  • Printed Blouse & Shorts. ...
  • Matching Shorts Set. ...
  • Cutout Mini Dress. ...
  • Casual Top & Shorts. ...
  • Tank Dress. ...
  • Sexy Black Dress. ...
  • Black Cutout Dress.
Jul 20, 2023

What do you wear to go out for drinks? ›

A pair of jeans with a cute top and flats is appropriate for daytime drinks. For nighttime drinks, a casual dress with a pair of ankle boots or sandals is a perfect outfit. If you need a jacket, stick with a blazer or a classic trench. Of course, the location matters as well.

What do you wear to a club in the winter? ›

Instead of mini skirts and hot pants, opt for leather pants, cargo pants, or parachute pants. Pair with a cropped corset, bralette, or even a statement cape for a warm rave outfit perfect for winter. Still feeling the chill? Finish with a cropped, printed puffer jacket or leather jacket for an extra layer of warmth.

What do you wear to a bar for drinks? ›

A pair of jeans and a T-shirt or button-down shirt would be appropriate for a casual bar. However, if the bar has a more upscale atmosphere, a dressier outfit such as slacks, a blazer, or a dress for women would be more fitting. If you're unsure, it's also a good idea to check the dress code beforehand.

What do you wear on a cold day out? ›

Wearing tights or pantyhose can also help prevent thigh and calf chafing.
  • Shirts. When walking in the cold, your shirt should be made of a wicking fabric rather than cotton or a cotton blend. ...
  • Insulating Layer. ...
  • Outer Layer Jacket. ...
  • Socks. ...
  • Footwear. ...
  • Head, Neck, and Ear Coverings. ...
  • Gloves. ...
  • Water Bottle.
Jan 19, 2024

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