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18 Date Ideas To Try In Sydney This Winter

By Jessica Best
2nd Aug 2017

Raclette Sydney | Urban List Sydney

We get it Sydney fam, the drop in mercury sees “Netflix and chill” soar to the top of your dating repertoire more than you’d like to admit (we get it). So consider this your failsafe winter dating guide to surviving a Sydney winter, because you know, we’re looking out for you.

Strap yourselves in because winter calls for mulled wine locations a plenty, raclette dinners, cabaret, stargazing (obvs), cosy theatres and a whole lot of marshmallow roastin’. Trust us, bae (or future bae) is going to loooove you (or at least these epic date ideas).

Here are 18 winter date ideas to keep you warm in Sydney!

Visit White Rabbit Art Gallery

Step up your culture game and take your S/O to White Rabbit Gallery in the very convenient locale of Chippendale. You’ll find one of the largest collections of contemporary Chinese work and installations here (read: you will NOT get bored). It’s also super close to that foodie mecca known as Spice Alley, so your post-art-musing feed is totally #sorted.

Load Up On Winter Beverages

If going out for a drink is on the cards (and let’s be honest—when is it not?), you’ll want to work up some brownie points by being across the greatest winter drinks in Sydney. We’re talking honey mead style, mulled wine and cider, hot toddies—the works and you can find them all here.

Carb Load At Chester White Cured Diner

Because it’s winter and carb loading to your heart’s content down an unassuming lane in Darlinghurst is, quite simply, #wintergoals. Chester White is bringing back the cottage vibes and on the down low (not really), it’s by the same epic team that brought us Buffalo Dining Club (collective gasp) so you know it’s going to be great. And yes, you should definitely jump on board the deconstructed carbonara. Do you even have to ask?

Hit Up Some Good Ol’ Fashioned Cabaret

Look—if it’s hidden, secret, underground, camouflaged or just downright hard to spot, it’s a winner in our eyes. Plus, a little nostalgia for the 50s, 60s and 70s goes a long way. Sydney, we bring your cold little hearts The Glittering Mile, an immersive cabaret at club Nevada in everyone’s once-upon-a-time stomping ground, Kings Cross. And yep, it’s as dark, mysterious and exciting as it sounds.

Stargaze At The Sydney Observatory

An oldie but a goodie, winter is prime stargazing time because of a whole lot of scientific reasons your S/O won’t really care about (but we promise they’ll be all over the star-studded sky… and maybe you too).

Old Fitzroy Theatre

For cheap beer, food and theatre, you’ll want to mosey on down to the Old Fitzroy. Cue a cosy theatre, and several other hella chilled spaces, safe to say ye ol’ Fitz is a cute date night location every bae deserves to have.

Games Night @ Your Local

If you’re a kidult at heart, then these Sydney pubs and bars should be the go to for you and your S/O during the colder months of the year. No doubt you’ll be able to work up a sweat and keep yourself warm at these locales, with everything from ping-pong, shuffleboard, darts, pool, basketball and naturally… alcoholic beverages.

Go Roller Blading

Cruise on into Maximum Skating and show your S/O how it’s done. Let’s be straight up, no one is saying you have to be good at it. But hey, any opportunity to watch bae stack it and cry (maybe not cry), let’s just say you’ll both look pretty damn retro and cute AF meaning it’ll be all over your ‘gram.

Go Ice Skating (Because Winter)

Naturally, when you’ve conquered the wheels on heels, you can both upgrade you to something more dare-devilish. Indeed, we’re talking about ice-skating. It goes without saying that the outdoor skating rink at Cathedral Square is romantic rink number 1 (guys, fairy lights aaaaand music, duh).

Hit A Hole In One @ Holey Moley Newtown

If you’re going to hibernate this winter, hibernate in complete and utter AstroTurf style. Ditch the freezing Sydney air and warm yourselves up at the venue formerly known as Newtown Social Club, and recently revamped as Holey Moley, yes that mini-golf cocktail bar where you can eat, drink and putt putt all night long.

Watch Comedy @ Coogee Bay Hotel

Needless to say, we all need a few laughs when the mercury drops so schedule in date night for Mondays at 8:30pm, then come ready to wipe those non-stop tears away.

Bake Your Own Bread—Yes, We’re Serious

There’s only one sure way to strengthen your loving bond this winter and that’s with a bread-making class. Provided you're a fan of fluffy, doughy goodness, you’re going to love what’s in store. You’ll get a signature DUST Village loaf to take home, a group dinner with stone milled pizza and 1kg of freshly milled stone ground flour so you can recreate the magic at your place. If bae’s not impressed… well, we certainly are.

Roast Some Marshmallows @ Australian Hotel And Brewery

We can confirm that roasting some marshmallows in a ginormous fire pit brinks on one of the best kid (and adult) activities of all time. Plus, it’ll give you a chance to get nice and snug while bae feeds you some fluffy marshmallows. We won’t judge.

Eat All The Raclette

Warm up your souls and treat yourselves to Sydney’s best raclette otherwise known as the ultimate winter indulgence. And where to find the best around these parts? We’ve done the hard work for you—you’ll find the best places to dine on melted cheese right here.

Celebrate Christmas In July

Yep, Christmas in July, it’s a thing (and we’re totally okay with that). And the ultimate way to spend this early Xmas is by taking a day trip out to the Blue Mountains where you’ll find one massive line-up of epic dinners, markets, tree painting, exhibitions and decorated winter gardens!

Head To Winterlight In Parramatta

Consider Winterlight the Wonka Factory equivalent for winter activities (and we seriously mean it). Keep your S/O fully entertained and fed with live DJs, ice shows, an alpine food village, stilt performers, life-size toybox jesters and all of the mulled alcoholic beverages.

Binge Watch The Scandinavian Film Festival

Give your standard Netflix and Chill repertoire the flick and head on over to the Scandinavian Film Festival. This goldie is showcased across Sydney in Leichhardt and Paddington (which should tell you they’re also in prime location for loading up on a pre-dinner feed) and a heads up—some of these films include a vodka cocktail on arrival.

On a budget? Here are some more date ideas for max romance (and minimum cash dollars). 

Image credit: The Urban List Auckland

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