The Best Winter Date Outfits 2022

Autumn leaves are appearing, so you know what that means…it’s time to get yourself a winter date. 

If you want someone to take you to the Christmas markets, have pub lunches with, and cuddle under something cosy when Elf is on…it may be a good idea to get your dating game on pronto! 

But what are you meant to wear in these arctic climates?

Preparation is key, so we’ve put together an easy-to-follow guide, so you know exactly what you need to wear on every type of date. 

Keep reading to discover the date outfits you’ll need this winter. 

If you’re someone who gets excited about PSL season, a coffee date is always a good idea. Nice and relaxed, it will give you a chance to chat with your date over your favourite hot drink. 

For this one, you don’t want to dress up too much. A jeans and t-shirt combo is a classic that never goes out of style, and - most importantly - can go with every coat and jacket. 

While you probably don’t need a faux fur, floor-length coat for this type of date, a simple bomber or quilted shacket can give even the simplest outfit a boost. Pair with a chunky trainer and simple accessories for effortless style. 

 

We’re loving this Faux Suede Aviator Jacket from AX Paris. Perfect for taking your outfit up a notch without worrying about looking too ‘extra’ - this will be a staple in your winter look book. 

 

If an activity-based date has been planned, it’s recommended you come prepared. 

For something like ice skating, you need to make sure you can move around and keep warm while staying on trend. 

Jumper dresses are the definition of a cute winter outfit. Pair with tights and chunky boots for a simple but effective look.

For a winter staple that can be worn on date night and beyond, the Cowl Neck Jumper Dress from Only keeps you looking cute and feeling warm – with a statement neck like this, you can leave the scarf at home and let the outfit do the talking.

 

Walking around a field is actually more romantic than you may think. You can relax in nature while taking your date to your favourite spot with a nice view - and maybe even a cafe or two afterwards. 

Practicality is the first tip we’re going to give you for this scenario. 

If you’re not the one organising the date, make sure to ask where you’ll be heading off to. If you need walking boots, you’ll need some warning. 

After this, it’s all about comfort. You can dress up your look with a showstopper coat but think about leggings and even thermals for underneath. Take your gloves and scarf just in case, and most of all - have fun! 

Waistcoats and gilets are a great winter wardrobe addition for walks in the crisp air. When the autumn sun is still making an appearance, a big puffer coat may not be what you need. With the Vera Moda Waistcoat, you can have the best of both worlds. 

 

Drinks 

This is one you can really play around with. 

When having cocktails at your favourite bar is on the cards, it’s glam time. 

Something mini, figure-hugging, and a bit extra is a perfect look for a drinks date. Having fun with your outfit and expressing your personality through what you wear is a great way to give a strong first impression. 

Vesper 247 knows how to make a dress. Their range of colours, fits, and prints means you’re guaranteed to find something stunning for a first date.

Why not try out their newest Adele Midaxi dress? 

A fun colour combination with a sexy cut that’s guaranteed to make your date swoon. 

 

If your date night wardrobe is looking a bit sparse, She Selected has everything you need to give you the confidence to bag a second date in time for December. 

 

Shop our Date Night edit today for a look for every occasion, or keep an eye on our New In section for the latest and greatest to keep you on trend this winter.