THE INSIDER: Sydney Starts to Shine
Sydney is coming alive with a season of spectacular events, immersive experiences, and offbeat adventures—so why not do it in style? Whether you’re here for the dazzling lights of VIVID, the silver-screen magic of Sydney Film Festival, or a secret escape into the city’s hidden wonders, Ovolo Woolloomooloo is your ultimate launchpad.
Nestled on the iconic Finger Wharf, we’re serving up luxe vibes, waterfront views, and effortless access to Sydney’s most exciting happenings. This is just our newsletter, Imagine The Rest.
THE COMING MONTHS
VIVID Sydney (23rd May – 14th June)
Sydney’s most iconic festival of light, music, and ideas returns, transforming the city into a kaleidoscope of colour. From May 24 to June 15, Vivid Sydney reimagines the urban landscape with mesmerising light installations, large-scale projections, and mind-blowing performances from world-class artists. Wander along Circular Quay and the Royal Botanic Garden, both just moments from Ovolo Woolloomooloo, and immerse yourself in Sydney’s creative energy. Read more.
Sydney Film Festival (4th – 15th June)
As an Official Associate Partner of Sydney Film Festival, Ovolo strongly encourages you to be in town for the best of international and Australian film in the city’s most prestigious theatres. Prepare for an unforgettable cinematic journey as the Sydney Film Festival brings thought-provoking documentaries to avant-garde masterpieces, this festival is a dream for film lovers. Catch a screening at the historic State Theatre, or experience the buzz of red carpet premieres at the State Theatre, Art Gallery of NSW or Event Cinemas George St within walking distance of Ovolo Woolloomooloo. Further afield you’ll be able to experience other areas of Sydney with Dendy Cinemas in Newtown, The Ritz in Randwick, Palace Cinemas (in Central & Leichardt) and The Orpheum in Cremorne in use throughout the festival. Read more.
Pop Culture Experiences: Friends, Stranger Things & More
Step into your favourite TV worlds with Sydney’s hottest pop culture experiences. Whether you’re grabbing a coffee at Friends: The Experience (open until 27th April), venturing into the eerie Hawkins Lab in the Stranger Things Experience (tickets on sale April 3rd), stepping into the heart of a high-stakes trial with The Jury Experience at The Orpheum Cremorne (31st May & 26th June), or feel magical and immersed with one of Sydney’s iconic candlelight concerts (various dates) on a romantic night out in the city.
Exploring the wild world of the many immersive, interactive exhibitions, these pop-ups offer an unforgettable escape. Located in vibrant precincts across the city, they’re a perfect addition to your Sydney adventure.
A Night at the Theatre
Sydney’s theatre scene is thriving, with world-class productions bringing the stage to life in bold and breathtaking ways. Whether you’re drawn to Broadway blockbusters, Shakespearean epics, or haunting Australian classics, there’s something extraordinary waiting beyond the curtain. And with Ovolo Woolloomooloo placing you at the heart of the action, an unforgettable theatre experience is always within easy reach, so have a read of some of our top picks.
Guys & Dolls on Sydney Harbour (From 23 February)
Broadway glamour meets Sydney’s stunning harbour in a dazzling open-air production from Opera Australia of Guys & Dolls. Set against the backdrop of the Sydney Opera House, this timeless musical brings high-energy performances, lavish costumes, and classic hits like Luck Be a Lady to life under the stars, with fireworks every single night. A short, scenic stroll from Ovolo Woolloomooloo, this is the ultimate way to experience theatre in Sydney. Read more.
MJ The Musical – The King of Pop, Reimagined
Step into the world of a legend with MJ The Musical, an electrifying production that takes you behind the scenes of Michael Jackson’s most iconic tours. With 25 of his greatest hits, gravity-defying choreography, and a powerhouse cast, this show is more than a tribute—it’s a spectacle that captures the genius and legacy of the King of Pop. Playing at Sydney Lyric Theatre, just a short drive from Ovolo Woolloomooloo, this is one you won’t want to miss. Read more.
Hadestown – A Daring Broadway Sensation
A tale as old as time, told like never before. Hadestown is a multi-award-winning phenomenon that blends Greek mythology with jazz, folk, and steampunk-inspired visuals to create a theatrical experience that’s utterly mesmerising. This daring reimagining of the Orpheus and Eurydice myth is filled with haunting melodies, poetic storytelling, and a timely exploration of love and sacrifice. Playing at Theatre Royal Sydney, a short walk or quick ride from Ovolo Woolloomooloo, Hadestown is an unmissable journey into the underworld. Read more.
Henry 5 – Shakespeare’s Most Powerful Battle Cry
Bell Shakespeare delivers a visceral, high-stakes reimagining of Henry 5, cutting through the pomp of war to expose its brutal reality. Directed by the esteemed Marion Potts, this bold new production strips the play to its core, retaining Shakespeare’s most stirring speeches while delving deeper into the cost of power and conflict. Prepare for an evening of gripping drama at the Sydney Opera House, just a scenic harbourside stroll from Ovolo Woolloomooloo. Read more.
Picnic at Hanging Rock – A Haunting Australian Classic
Few Australian stories have left a legacy quite like Picnic at Hanging Rock. As the film marks its 50th anniversary, Sydney Theatre Company presents a bold new stage adaptation that amplifies its eerie, unsettling atmosphere. Blending psychological horror with dreamlike storytelling, this production reimagines the mystery that has captivated audiences for decades. Playing at Roslyn Packer Theatre, just minutes from Ovolo Woolloomooloo, it’s a spine-tingling experience that lingers long after the final scene. Read more.
Whether you’re in the mood for dazzling spectacle or edge-of-your-seat drama, make your night at the theatre truly special—and let Ovolo Woolloomooloo be your luxurious retreat after the final bow.
Sydney Comedy Festival (22 April – 19 May)
Laughter takes centre stage as the Sydney Comedy Festival brings together the world’s best comedians for an electrifying month of stand-up, satire, and sketch comedy. From international stars such as Sara Pascoe, Ed Gamble, Iliza, Mark Watson, Nish Kumar and Rhys Darby to established and rising Australian talents such as Aunty Donna, Jenny Tian, Dave Hughes, Nick White, Jarryd Prain, Anisa Nandaula and Nazeem Hussain. Expect sharp wit, side-splitting punchlines, and unmissable performances at venues across the city. With easy access from Ovolo Woolloomooloo, you’ll be at the heart of the action. Read more.
BEYOND THE LOBBY
Hidden Beaches & Coastal Escapes
Ditch the crowded shores and uncover Sydney’s most secluded coastal gems. Milk Beach offers uninterrupted views of the city skyline, best enjoyed at sunset with a pizza from Amore e Sapori From Napoli. Lady Martins Beach, Shark Beach, and Parsley Bay provide tranquil swimming spots, while Yarra Bay and Gordons Bay feel like hidden worlds away from the bustle. If you want to mix in the best of Sydney’s icons, take a coastal walk between Bondi, Bronte, Clovelly, and Coogee Beach for breathtaking scenery at every turn.
Discover Aboriginal Experiences
Immerse yourself in the world’s oldest living culture through authentic Aboriginal experiences that offer a deep connection to Country, storytelling, and tradition. From guided walking tours through The Rocks and Barangaroo, where you’ll uncover the stories of the Gadigal people, to the Burrawa Aboriginal Climb Experience, offering a breathtaking perspective atop the Sydney Harbour Bridge, these experiences bring the past and present together. For a deeper escape, the Yuin Retreat on the NSW South Coast offers traditional healing practices and sacred Dreaming stories in a tranquil coastal setting. Whether in the heart of the city or beyond, these experiences provide a profound way to engage with Australia’s First Nations heritage. Read more.
Urban Exploration & Underground Mysteries
Step into Sydney’s hidden history with a Tank Stream Tour, descending beneath the city’s streets to discover the secret waterways that sustained colonial Sydney. At Paddington Reservoir Gardens, explore a beautifully restored underground space where heritage ruins meet lush greenery. For something unexpected, venture to the Cockatoo Island Tunnels, an eerie network of passageways filled with stories of Sydney’s past.
Adventure & Adrenaline
Sydney isn’t just about the harbour—it’s an adventure playground waiting to be explored. Abseil down sheer sandstone cliffs in the Blue Mountains, taking in heart-stopping views of the valleys below. Or paddle through Sydney’s harbour for sunrise with Sydney by Kayak, where you’ll find hidden coves and untouched wilderness. For a different kind of wild experience, step aboard a decommissioned naval ship right next to Ovolo Woolloomooloo, getting an up-close look at Australia’s maritime history.
Markets & Offbeat Discoveries
Immerse yourself in Sydney’s local culture at the Carriageworks Farmers Markets, where top chefs and food lovers flock for fresh produce and gourmet bites. If you crave something truly offbeat, explore the city’s quirkiest experiences—from The Bitter Bitch’s Guide’s secret hideaways to Atlas Obscura’s most unusual finds, like hidden art alleys, bizarre museum collections, and forgotten architectural wonders.
Wellness & Exercise
Balance indulgence with wellness at Ovolo Woolloomooloo, where self-care is just as important as adventure. Whether you’re looking to stretch, sweat, or simply surrender to relaxation, Sydney’s most premium wellness experiences are right at your fingertips.
The Royal Masseur – Indulgence at Your Doorstep
Elevate your stay with the ultimate in relaxation—an in-room massage from The Royal Masseur. Unwind in the comfort of your suite as skilled therapists deliver tailored treatments that melt away stress and restore balance. Whether you opt for deep tissue, remedial, or a soothing relaxation massage, this premium service transforms your room into a private wellness retreat. Enquire at the front desk or when making your booking to indulge in room and elevate your trip even further.
StretchLab – Tailored Flexibility for Ultimate Wellbeing
Discover the power of assisted stretching at StretchLab, where expert flexologists guide you through personalised sessions designed to improve mobility, release tension, and boost overall movement. Whether you’re recovering from a long flight or want to enhance your performance, these one-on-one sessions are a game changer. With studios in Darlinghurst and Double Bay, both just a short journey from Ovolo Woolloomooloo, it’s never been easier to move and feel better. Read more.
One Hot Yoga & Pilates – Find Your Flow
For those who love a mindful yet invigorating workout and are in Sydney regularly, One Hot Yoga & Pilates offers a boutique sanctuary just a short stroll away in Potts Point. With a focus on breath, movement, and mindful strength, their expert-led yoga and reformer pilates classes cater to all levels. Whether you’re looking to fire up your core or find a moment of calm, this serene studio is the perfect way to start or end your day. Read more.
From expert-led stretching to soul-soothing massages and energising workouts, Ovolo Woolloomooloo is your gateway to wellness in the heart of Sydney.
Where to Stay?
Sydney is full of surprises, and Ovolo Woolloomooloo is your perfect base to uncover them all. Book direct with us at Ovolo Woolloomooloo and experience a stay like no other.
Our rooms cater for every need. Whether you enjoy the simple things in life and stay in one of our entry level Superoos which will shock you at the generous space available, or you prefer to separate your sleep from social in one of our split level Deluxaroo Lofts with ample space to socialise or do your work before retreating to your bed. For those who like the finer things in life, kick back and relax like a Rockstar in one of our Rockstar Suites complete with a hammock, private bar and views of the harbour bridge.
Fancy a bite to eat? Our hotel offering at Bar Woolloomooloo serves up all day bites that will wet your appetite. However if you’re looking for something more substantial and luxurious, footsteps away on the Finger Wharf you can find local loves of China Doll and OTTO, or venture slightly further and experience popular Sydney favourites and new restaurants such as Cafe Sydney, Ezra, The International, Bartiga and many more.
Ovolo Woollooomooloo isn’t just where you stay, it’s where your Sydney story begins. Stay. Play. Indulge. Repeat. Book Now.