- Home
- Leisure & Lifestyle
- Dating
- 20 date ideas for autumn and winter
How does Rest Less make money
We make money through advertising and commission from affiliate links, which enable us to offer Rest Less as a free service to our users. The content on this page may use affiliate links, which track traffic from our website to a third party provider and enable us to receive a commission or payment from any traffic we refer.
* Affiliate links on this page have an * next to them. We place enormous importance on our editorial independence and the integrity of our content which means that we will never change how we write about something as a result of an affiliate link.
While saying goodbye to warm weather and long days can be tricky, there’s a lot to love about this time of year. Going for a crisp country walk, cooking comforting dishes, and curling up with a warming cup of cocoa are just some of autumn and winter’s unique pleasures.
But if you’re looking to go on a date – whether with your long-term partner or a new love interest – the colder weather can make deciding what to do a bit more challenging.
Whether you’re someone who prefers to stay warm and cosy, or you love going outside and getting your blood pumping, there are plenty of fun date ideas for this time of year.
Without further ado, here are 20 date ideas for autumn and winter…
1. Have an at-home spa day
Going to a spa for some pampering is a real treat – but it’s also expensive. And when it’s cold, damp, and dreary, the idea of heading out isn’t always appealing. So why not create your own couples spa day at home?
Just pick up some DIY pamper supplies, like face masks and/or bath oils, light a scented candle, put on your dressing gown and slippers, and play some relaxing music.
You could trade massages, do DIY facials, or simply run your date an indulgent bath. Putting aside time to unwind and reconnect with your special someone can have you both feeling relaxed, refreshed, and rejuvenated.
2. Play some games
Games aren’t just for kids, and when it’s cold outside, there’s something special about cosying up inside and playing an old-school game with your date or partner.
Chess is a great choice because it’s designed for two people, gets you thinking, and injects just the right amount of competitiveness into your evening.
Playing Monopoly and Scrabble are also fun ways to spend the evening – perhaps in front of the fire with a glass of wine or whiskey, and some music playing in the background. You could even invite another couple around for a game night.
For some more ideas for games to play, take a look at this list of the best board games from Expert Reviews.
3. Go ice skating
Ice skating is a classic winter date, and it’s also a really romantic and enjoyable way to spend time with your partner.
It doesn’t matter if you’ve never been before – or if you have and found that you were more than a bit unstable on your feet! Half the fun is that it pushes you out of your comfort zone, and helping each other up if you fall is what it’s all about.
If you’re in a brand new relationship, don’t worry about looking silly; being able to be vulnerable in front of each other is a helpful way to form and build relationships.
Afterwards, you can warm up and laugh about your skating experiences over some mulled wine or cider in a cosy pub.
4. ‘Travel’ around the world
If you love travelling – and feasting on foreign cuisine – then why not have themed date nights where you travel the world…without actually leaving your home? You can each pick a different country for each date, spend the evening sampling the best food and drink it has to offer.
So, if you’re going to Italy, you could start your evening with an Aperol spritz and a tomato bruschetta before tucking into a bowl of pasta, followed by some gelato or tiramisu.
Cooking the food with your date makes it even more enjoyable – and you can unwind after dinner with a film set in Italy, like Roman Holiday or Eat, Pray, Love. There are 195 countries, so this is definitely a date idea that can continue well into the New Year!
To get inspired, why not check out our food and drink section?
5. Try couples yoga
Yoga is incredibly beneficial for the mind and body, and trying a class together is a great way to stay in tune with each other and be aware of how you’re both feeling.
You can head down to your local gym or fitness studio, or join an online yoga class from the comfort of your home.
If one of you has never done yoga – or has and finds it challenging – that’s all the more reason to try a couples’ class. Bikram yoga, or hot yoga, might be especially good on a cold winter’s day. Just remember to stretch properly after!
6. Go on a staycation
While going away together probably isn’t the best idea if you’ve just started dating, if you’re in a long-term relationship, this could be a great option for an extended date. You don’t need to hop on a plane – just check out some of the wonderful places in the UK that make ideal winter holiday destinations.
You could stay in a remote cottage in the countryside if you’re looking to get away from it all, or book a cheap and cheerful Airbnb in a new city. If money’s tight, you could think about doing a house swap with friends.
Just being in a new place with your partner and taking time out for each other will make you both feel like new people.

Join Rest Less Dating
It’s free to create your profile and browse matches. If you like what you see, get a premium subscription and start contacting like-minded singles near you.
7. Visit a Christmas market
With their sparkling lights, decked out Christmas trees, and snowy Alpine-style setting, Christmas markets can be romantic places to visit – and the festive cheer should certainly put a smile on both of your faces.
Why not see if there’s a Christmas market near you to explore with your partner? Most open from November, and wrapping up warm, sipping mulled wine, and enjoying some festive treats as you wander around is a lovely way to spend an afternoon or evening. You might even pick up some unique Christmas presents while you’re at it.
8. Go to a pub quiz
Most of us like heading to a cosy pub and enjoying a good catch-up– but why not make things even more fun and find a pub quiz or trivia night to attend?
If you’ve been together for years, this is always an enjoyable evening (unless you hate trivia!), and you can pair up or even compete against each other.
But pub quizzes can also help you get to know someone you’ve just started dating; you might discover you both have encyclopaedic The Lord of the Rings knowledge. If you’d like to introduce your date to your friends, this is also an ideal group activity.
9. Tackle an escape room
If you’ve only just started seeing someone and you both like adventure, you might like an escape room experience.
Solving clues against a ticking clock is fun, an easy way to minimise any awkward silences, and can help you bond. Plus, sharing the joy of victory (or the pain of defeat!) is also a good way to assess how compatible you are.
Even if you’ve been together for decades, an escape room can still make for a unique and entertaining date. You already know you make a good team, so why not put your communication skills to the test as you solve a series of puzzles together?
Themed escape rooms (e.g. murder mystery, zombie apocalypse, etc) can be even more fun.
10. Go on a hike
If you’d prefer to go on an outdoor date, then you could enjoy some fresh air and get your blood pumping by going on a hike with your partner.
This can not only encourage you both to be more active during the chillier months, but it’s also an enjoyable way to spend quality time together – whether you’re talking all the time or walking in comfortable silence.
You can head out to the countryside to admire gorgeous views, stroll along the beach if you live near the coast, or even do an urban walk around your city or town. Just remember to wrap up warm – and perhaps take a flask of hot chocolate or coffee with you! You could even take a picnic.
Have a read of our article on 14 of the best autumn walks for more inspiration.
Join Rest Less Dating
It’s free to create your profile and browse matches. If you like what you see, get a premium subscription and start contacting like-minded singles near you.
11. Bake festive treats
Whether you’re a baking rookie or good enough to appear on The Great British Bake-Off, baking with your date or partner is a fun and relaxing way to spend time together.
Now the festive season is just around the corner, you could bake some festive treats together – and whether you’re looking to give them away as personal Christmas gifts or enjoy them yourselves is up to you.
If you’re new to baking, there are lots of festive baking kits you can buy that’ll help you feel more confident – and ensure your creations come out looking beautiful.
12. Go whisky tasting
While wine tastings and brewery tours are fun date ideas, whiskey tasting is a little more seasonal. Plus, nothing warms your insides up like a honey-hued glass of whisky!
Whether you already fancy yourself as a whisky connoisseur or don’t know bourbon from Scotch, whisky tasting is a relaxing way to spend a crisp autumn or winter afternoon.
If your partner loves whisky, this can also make a lovely surprise gift, and is a chance for you both to form lasting memories – as well as get spirited away together (pun intended).
13. Go to the theatre
After around a year and a half of closures, theatres all across the UK have been enjoying a period of revival – and what better way to support the arts than enjoying a night out at the theatre? Plus, dressing up for a show will make the evening feel even more special.
There are all kinds of shows you can see: you can watch a play, musical, concert, dance performance, or even a comedy show. One of the best things about this time of year is that there’s so much on, so check out your local theatre listings and see what takes your fancy.
For inspiration, it’s worth having a read of our article: 16 of the most popular theatre shows.
14. Drink wine and paint
Picking up a paintbrush while enjoying a few glasses of wine sounds like a rather random date idea – but so-called ‘drink and paint’ (or ‘sip and stroke’) classes are fast becoming a trend across the country.
It doesn’t matter if you’re good at painting; the point is just to have fun – and you might find your artistic skills improve after a glass or two of wine!
You don’t have to go to a class to enjoy this activity. Instead, you can buy some painting supplies and decide what you fancy painting, then open a bottle of your favourite wine and have a laugh with your partner as you both attempt to channel your inner Picasso.

Join Rest Less Dating
It’s free to create your profile and browse matches. If you like what you see, get a premium subscription and start contacting like-minded singles near you.
15. Cook together
Cooking together can be a romantic and enjoyable experience, especially if you’re playing music and sipping a drink at the same time.
At this time of year, there are so many tasty comfort food classics that are perfect to make together – and knowing you’ll be sitting down to enjoy the feast you’ve created makes it even more enjoyable.
If you’re not confident in the kitchen, why not try joining an online cooking class together? To make it more intimate, you can always choose a private class.
Have a read of our article on the UK’s best cooking classes to get inspired.
16. Read together
Even if you’re both bookworms, reading together might sound a little odd – but being immersed in the same story at the same time allows you to have a unique, shared experience…and it’s also a lovely way to spend some relaxing, quiet time together.
You could form your own mini book club where you choose a book you’ll both like, read it at the same pace, and then choose an evening to discuss your thoughts over some drinks and nibbles. Or, you could even take turns reading chapters aloud to each other.
For reading inspiration, check out our books and literature section.
17. Go bowling
Bowling is one of those activities that never really sounds that fun, but once you’re there and knocking down pins, it’s a great laugh. Plus, there’s something classic and old-fashioned about a bowling date.
You can go bowling as a couple, or you could invite some friends along and turn it into a group activity. Bowling is also a good idea for a first date, as if your date is shy, you can focus more on the bowling.
18. Plan your next holiday
If you and your date love to travel, why not spend an evening planning your dream holiday abroad?
Even if you can’t go away right now, you can still chase away the winter blues by spending an evening thinking about your next trip – and sometimes the planning and anticipation are almost as much fun as the holiday itself.
Rather than just discussing your holiday, really do your research. Look into accommodation options, check out some of the best sites and attractions, and bookmark all the restaurants you’d like to try. That way, not only will you enjoy the evening, but making your travel dreams a reality will also be much easier when it’s time to book your break.
For destination ideas, check out our travel section.
Join Rest Less Dating
It’s free to create your profile and browse matches. If you like what you see, get a premium subscription and start contacting like-minded singles near you.
19. Have a themed film night
These days, you don’t have to head to the cinema to catch a new film – so why not stay cosy at home and have a themed film night with your date or partner?
You could stock up on popcorn to make it feel like a ‘real’ movie night, turn the lights down low, curl up on the sofa, and lose yourself in a film. Or, have a movie marathon where you watch several films back-to-back.
You could theme your film nights, too. For example, why not pick a more serious film one night, then choose a so-bad-it’s-good horror film the next? For some nostalgia, try rewatching your favourite childhood films. Or, to get into the festive spirit, you could watch some Christmas classics.
To get some ideas for your next movie date, check out our article: 20 movies everyone should see.
20. Go ‘mini camping’
While it might be too cold for most of us to pitch a tent and sleep in it, that doesn’t mean you can’t experience the magic of camping. If you’re lucky enough to have a garden, why not hang a few lights up or bring out a couple of lanterns, grab a few cosy blankets, fill a thermos with hot chocolate and spend an evening outside, talking, stargazing, and even roasting marshmallows?
If you don’t have a garden, you can still enjoy this experience: just wrap up warm and walk to your local park, bring your thermos and a blanket, find a bench, and cuddle up.
Stargazing is at its best at this time of year, so why not download a stargazing app and see how many constellations you can spot? SkyView and NightSky are both free and will help your evening be that bit more special.
Final thoughts...
There’s much to love about this time of year – and while you might have to bundle up when you go outside, that doesn’t mean you can’t have a wonderful evening out.
But as this article hopefully shows, you don’t need to leave the house to enjoy a special date with your significant other, and you certainly don’t have to spend much money.
Whether you’ve been with your partner for decades or are planning your first date, autumn and winter dates can be fun, magical, inspiring, and seriously romantic. If you’d like to get back into dating – or perhaps start for the first time – you might like to join our own Rest Less dating platform.
Do you have any of your own ideas for a great autumn and winter date, or are you inspired by any of our suggestions? We’d be interested to hear about your dating experiences in the comments below.
Selene Nelson is an author, freelance journalist, and lifestyle writer for Rest Less. After graduating from the University of Sussex with a degree in English Literature, Selene began contributing to many major newspapers and websites, and has written for the BBC, The Sunday Times, The Independent, Town & Country, and HuffPost. Her specialist subjects include food, travel, and health, though she enjoys writing about a wide range of topics (e.g. her two books are about veganism and psychopathy, respectively!). She enjoys cooking (particularly pasta and Asian noodle soups), reading, travelling, hiking, attempting to keep fit, and watching animal videos on YouTube.
* Links with an * by them are affiliate links which help Rest Less stay free to use as they can result in a payment or benefit to us. You can read more on how we make money here.
Join the discussion
Read our full commenting terms and guidelines