From Cosy Hotel Stays To New Exhibitions: How To Master a Sydney Winter Escape

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When it comes to buzzy capital cities, Australia has no shortage of options — but Sydney really does have it all. From cutting-edge underground bars and classic pub fare to historic sights and iconic performances, Sydney is a rich tapestry of creativity, culture, and natural splendour. It's hard to go wrong here, but a little insider intel can help you get it just right.

If you're planning a weekend in the Harbour City, Marriott Bonvoy is offering 10% off your stay across six hotels—all you need to do is sign up to become a member (for free). It's also the perfect excuse to extend your stay.

To play the role of your well-informed mate on the ground, we've curated a short list of reasons why Sydney is always worth checking into.

Descend Into Sydney's Awesome Subterranean Bars

When it comes to vibey watering holes, Sydney's list just keeps growing. But when the lights dim and the city starts to wind down, the real magic begins underground. Scattered across the CBD and its surrounding boroughs, these hidden gems require a little insider knowledge — knowing which alley to turn down and which door to knock on. From Mucho Group's Herbs Taverne and Swillhouse's swanky new Caterpillar Club, to The Gidley and Double Deuce Lounge, Sydney's subterranean bar scene is constantly evolving. Check out our full guide here.

Check Into a Cosy Hotel

Choosing the right hotel can make or break your Sydney stay. While there are plenty of options, it's the city centre's stunning skyline, harbour backdrop, and expansive parklands that set it apart—so you'll want a base that captures all that charm. Marriott Bonvoy's collection of premium hotels promises a memorable stay, plus, with 10% off it's the perfect time to plan a quick trip or extended getaway.

From luxury stays like The W Sydney, Pier One Sydney Harbour and the Sheraton Grand Sydney Hyde Park to stylish, family-friendly options like the Sydney Harbour Marriott Hotel Circular Quay and Four Points By Sheraton Sydney in Central Park, you're spoilt for choice.

Watch a Performance at The Sydney Opera House

Sure, visiting the Opera House for a quick picture is a Sydney bucket list moment for locals and travellers alike — but catching a show inside? That's when the magic really takes place. Beyond the grandeur of the Concert Hall, this cultural icon also houses intimate spaces that host everything from indie gigs and theatre to symphonies and ballet. Visit in the coming months and you can expect atmospheric sets by the likes of early-thousands throwback Bachelor Girl, Lime Cordiale with the Sydney Symphony Orchestra, and The Australian Ballet — plus a post-show drink with a view that's hard to top.

If you're looking to stay within walking distance of the Sydney Opera House, check into the Sydney Harbour Marriott Hotel Circular Quay for a stylish slice of convenience.

Devour an Award-Winning Steak at Bistecca

When it comes to must-try meals, few live up to the hype — but Bistecca delivers. Tucked down a CBD laneway, this moody, Tuscan-inspired spot has earned international acclaim, and a place on our list of Sydney's best steaks, for its signature bistecca alla Fiorentina, a thick-cut T-bone, prepared over ironbark and charcoal. You'll surrender your phone at the door, leaving you to focus solely on your steak, vino, and conversation. Equal parts speakeasy and Italian fine dining steakhouse, it's a must for meat lovers and experiential diners.

Catch a Film at Sydney's Revamped IMAX Theatre

After a seven-year hiatus, Sydney's IMAX theatre has roared back to life — and it's bigger and bolder than ever. Now home to the world's third-largest screen (a jaw-dropping 693 square metres), the high-tech space is tucked beneath the W Sydney and reserved for only the biggest blockbusters. Whether you're seeing Superman, F1 The Movie, or Fantastic Four, expect next-level visuals via a 4K laser projection, crystal-clear surround sound, and custom-designed lenses that'll make every explosion, car chase and close-up feel massive. Tickets are limited, so get in quick. Oh, and be sure to grab a pre-blockbuster cocktail at the W Sydney's rooftop bar, 29/30.

Hook Into a Sunday Roast at The Lord Dudley

When it comes to winter pub fare, few places are as beloved as The Lord Dudley in Woollahra. Established in 1895, this old-school charmer channels the ambience of a British country manor, with its open fireplaces, dark wooden interiors, and traditional English ales. The main event? It's legendary Sunday roast — chicken or pork — served with crispy roast potatoes, steamed greens, rich gravy, and a golden Yorkshire pudding. Just be warned: if it's cold outside, or there's a good game on, you might be fighting for a patch of carpet, let alone a table.

Wander The Halls Of Sydney's Art Institutions

Art galleries say a lot about a city — and if Sydney's gallery walls could talk, they'd speak of multiculturalism, a complex past and an enduring thirst for artistic ingenuity. The city is home to a broad stroke of galleries, and wandering through them on a chilly winter's day is the perfect antidote to a deep chill. From intimate spaces like China Heights, Roslyn Oxley9 Gallery, and White Rabbit Gallery to internationally revered institutions like the Art Gallery of NSW and the Museum of Contemporary Art Australia, there's something to suit every creative appetite. Hot tip: The Art Gallery of NSW stays open late every Wednesday for Art After Hours, an enticing lineup of talks, art, and music, while White Rabbit Gallery is just a stone's throw from Four Points By Sheraton Central Park.

Rug Up And Cheer On Your Team At Accor Stadium

Another true Sydney bucket list moment? Watching your ride-or-die team go head-to-head at one of the country's largest and loudest stadiums. Whether you're into rugby league, rugby union, AFL, soccer or cricket, Accor Stadium creates an electrifying atmosphere—especially when 83,000 fellow fans surround you. This winter, the stadium will host a string of rugby league finals, plus the third and final State of Origin showdown.

It's an easy trip by public transport, but if you're feeling fancy, split a limo with a few mates—it can cost about the same as a cab. Or better yet, check into the Moxy Sydney Airport Hotel and stay in style just a short drive from the action.

Book your Sydney escape before September 30 to access 10% off your stay and dining with Marriott Bonvoy. All you have to do is sign up as a member—and it's completely free. Book 10% off your stay and rediscover Sydney.

T&C's apply and vary by participating hotels including blackout dates, cancellation restrictions and more. Offer may not apply in properties not participating in the award and redemption of Marriott Bonvoy.

By Elise Cullen