Not only is the Emerald City a perfect place to wrap up in the cooler months, but there are also plenty of events to get stuck into. Whether it's private dining igloos, fun-fuelled boozy brunching or hilarious comedy nights kicking off all over town, you certainly won't get bored here. Need a hand deciding? Check out our guide to the best Sydney winter events.
Last edited by Lauren Cole
From poker and mahjong games to bowling a few frames on the lawns, Rosehill Bowling Club has plenty going on this winter. And after all that friendly competition with your family or mates is over? Celebrate your wins and commiserate your losses at the bistro, which is open for lunch and dinner services. Think risotto, T-bone steak and schnitty.
Although the weather is cooler, why not brave the brrr and play a few rounds at Bondi Bowling Club? Located on Warners Avenue, this cool activity spot is ideal for those of you who fancy getting competitive on the field. If you've worked up an appetite, you can tuck into everything from mushroom arancini to Buffalo wings and sharing platters of dips here.
For some winter fun in Syndey, upgrade your boring ol' plans with Holey Moley in Darlinghurst, where you can work your way around 18 quirky holes. Get ready to take on crazy golf courses, boasting themes including The Ring and Vincent Van Gogh that are perfect for group days out or quirky dates. Thirsty? Head to the bar for bespoke concoctions, alongside hearty meat or plant-based burgers and cheesy pizzas.
@ Happy Endings Comedy Club on Every Saturday
Occupy your Saturdays this winter at Happy Endings Comedy Club in Potts Point. Not only will you be able to enjoy a two-hour show featuring six top-notch comedians from across the globe, but there's also a fabulous bar offering a plethora of affordable bevvies. Their Friday and Saturday night events are just $35 per person, promising two hours of hilarious routines.
@ Four Pillars Laboratory on Every Saturday
If you're searching for things to do in Surry Hills this winter, Four Pillars Laboratory has a whole range of unique experiences to enjoy. Our recommendation? An in-depth gin masterclass, which will teach you all you need to know about one of Australia's most popular spirits. This experience costs $85 per person, promising a delicious free drink on arrival. Not a gin person? These guys even host a cocktail masterclass as well.
@ Hiscoes Gym on Every Thursday
Is your winter in Sydney this 2025 a little drab? Then head along to Retrosweat in Surry Hills for a workout session like no other. This freestyle class is all about the 80s, and there are no wrong moves so it's suitable for all abilities and always lots of fun. Expect to tone your body, all while bopping along to tunes from David Bowie and Prince. To top it off? They offer online classes too.
@ Bopp & Tone on Every Saturday
When the weather's grey and you start to feel a chill in the air, where do you want to turn to? A lively restaurant, of course. Every Saturday, Bopp & Tone host an unmissable boozy brunch, complete with a soul soundtrack and six-course sharing meal. Prices start from $130 per person, which includes two hours of unlimited bubbles, mimosas, house wine or beer.
After winter date ideas in Sydney? Archie Brothers Cirque Electriq is always an ideal venue to spend the cooler days in. This quirky venue is keeping you entertained with indoor activities like arcade machines, dodgems, ten-pin bowling and VR adventures. There's even an American-style diner for afterwards, serving up chicken ranch pizzas, plant-based burgers and cauliflower tacos.
Is there a better way to avoid the chilly winter weather than by booking your very own private dining pod? We thought not. So check out four unmissable igloos dotted across the glorious city, which offer punters a unique way to dine or cosy up with loved ones - from Kiama Winter Festival to the gorgeous The Glass Room At Pier One.
