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THE INSIDER: Winter of Wonder

Sydney’s Winter of Wonder: Fashion, Film & Light Await

Australian Fashion Week (12–16 May 2025)

Where Fashion Meets Culture

As an Official Hotel Partner of AFC Australian Fashion Week, Ovolo Woolloomooloo is at the heart of the fashion frenzy. We’re hosting VIPs and providing event spaces for critical casting, hair & makeup sessions, and styling suites in collaboration with Australian Fashion Council, Designers Karla Špetić and Liandra, and female community Pretty Privilege. 

In partnership with Pretty Privilege, we’re also co-hosting a “Hot Girl Walk” in collaboration with Peppr, and a styling suite in our Rockstar Suite with Sontse, The Iconic, and Teremana, welcoming over 70 key influencers.

Heading to Ovolo Woolloomooloo? Take advantage of our exclusive Runway Sips, a bespoke Cocktail menu with inspiration from AFC Australian Fashion Week and collaboration with Liandra and Karla Špetić available May 12 – 17.

Vivid Sydney (23 May – 14 June 2025)

Light Up Your Nights as Vivid Sydney returns, transforming the city into a dreamscape of light, music, and ideas. Explore installations across five zones, including Circular Quay and Barangaroo, all within easy reach of Ovolo Woolloomooloo. Don’t miss the iconic Vivid Light Walk, featuring new illuminated landmarks and interactive displays.


SPECIAL EVENT: Friday 6 June | 5PM | $3,000 for up to 6 guests

With strictly limited spots on your private cruise, prepare to indulge in an evening of pure splendour. Begin your night with curated canapés and bubbles at Bar Woolloomooloo, before stepping aboard a private luxury cruiser with our partner TooUp.
Drift into the magic of VIVID Sydney sipping on selected drinks with a chef-designed 3-course dining experience as the city’s iconic lights dance across the harbour. It’s intimate. It’s exclusive. It’s the most dazzling way to do VIVID Enquire through events.sydney@ovolohotels.com if you don’t want to miss out.

Sydney Film Festival (4–15 June 2025)

As an Official Associate Partner, Ovolo Woolloomooloo invites you to immerse yourself in the Sydney Film Festival’s cinematic journey. Enjoy screenings at the historic State Theatre and other venues nearby. Festival-goers receive exclusive discounts on stays, special cocktails, and 20% off food and drink at Bar Woolloomooloo.

REMIX Summit Sydney (12–13 June 2025)

Innovate at REMIX where culture meets technology. Join global pioneers exploring the future of creativity, culture, and the creative economy. Held at the Australian National Maritime Museum, it’s a gathering of over 50 speakers from diverse industries.

Beyond the Events: Explore Sydney

Adventure & Adrenaline:
Experience sunrise kayaking with Sydney by Kayak, our official partner, or explore the decommissioned naval ship next to Ovolo Woolloomooloo.

A Night of Laughter
Get ready to laugh until it hurts at the Sydney Comedy Festival (on until 19 May), where comedy heavyweights and cult favourites take over the city’s stages. Perfect for those who like their humour sharp, offbeat and occasionally outrageous just like us. Our top picks? Nick White, Anisa Nandula, Nicola Lombardi, Jess Fuchs or if you can’t choose, then their End of Festival Gala showcasing some of the best talent from the festival. Read more.

Iconic Experiences
Step into magical worlds with Sydney’s most iconic immersive events with Candlelight Concerts and Stranger Things Experience being our upcoming favourites.

Candlelight Concerts: Experience your favourite music from Fleetwood Mac to Vivaldi in stunning heritage spaces lit entirely by candlelight. Think string quartets under stained glass windows and classical twists on modern icons. Upcoming: Taylor Swift tribute, Hans Zimmer, Queen, and more.

Stranger Things: The Experience (Opening May 17): Enter the Upside Down at Luna Park in this nostalgic, 80s-fuelled world of interactive thrills, secret experiments, and supernatural suspense. It is a great experience for

Wellness & Exercise:
Balance your adventures with wellness experiences like in-room massages from The Royal Masseur, assisted stretching at StretchLab, or yoga and pilates at One Hot Yoga & Pilates in Potts Point.

Where to Stay: Ovolo Woolloomooloo

Nestled on the iconic Finger Wharf, Ovolo Woolloomooloo offers luxurious rooms, from spacious Superoos to split-level Deluxaroo Lofts and Rockstar Suites with harbour views. Enjoy all-day bites at Bar Woolloomooloo or dine at nearby favourites like China Doll and OTTO.

Book direct with us and experience a stay like no other. Ovolo Woolloomooloo isn’t just where you stay; it’s where your Sydney story begins.

Book Now and make the most of Sydney’s winter wonders.