Woolloomooloo Holidays from AU$836
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Your Woolloomooloo Holiday
From its shopping to its bars and pubs and culture, there are loads of incredible reasons to book a holiday package to Woolloomooloo. When you want to escape from it all, this commercial neighbourhood is calling. When it's time to see the sights, you'll find lots of awesome attractions nearby including University of Sydney, Sydney Cricket Ground and Hordern Pavilion. Tick off one or all during your trip to Woolloomooloo. Expedia is here to put your travel plans into action. Book your perfect Woolloomooloo holiday today.
Top Holiday Package Deals in Woolloomooloo
Price found within the past 48 hours. Click for updated prices.
Our guide on where to stay in Woolloomooloo
Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
Sydney Central Business District
2 out of top 10 points of interest in this area
Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.
Darling Harbour
Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.
Sydney Olympic Park
2 out of top 10 points of interest in this area
Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.
Manly
This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.
The Rocks
1 out of top 10 points of interest in this area
A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.
Our pick of the best Woolloomooloo Hotel Deals
The Sydney Boulevard Hotel by Accor
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
AU$205
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"The view from the room was amazing and temp was easy to change. They did throw away my moisturizer and we did not get compensated."
Reviewed on 20 Aug 2026
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
AU$313
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (2,844 reviews)
"A very good location and convenient for getting everywhere. The staff were welcoming and professional. The room was clean and comfortable. I would definitely recommend it to my friends."
Reviewed on 31 Aug 2026
YEHS Hotel Sydney Harbour Suites
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
AU$174
13 Sept - 14 Sept
includes taxes & fees
8.2/10 Very good! (2,903 reviews)
"The bathroom was terrible. Mold on the shower tiles and all over the shower door grout. The paint was peeling inside the drawers of the bathroom cabinet. We got one hand towel and two bath towels that were very thing. The room needed painting as there was paint chipped everywhere. The chairs in the ..."
Reviewed on 31 Aug 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a Woolloomooloo holiday package cost?
Starting from as little as AU$836, you can custom build your Woolloomooloo package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Woolloomooloo?
Just think of all the fabulous things you could do in Woolloomooloo with extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Woolloomooloo holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can select from over 550 air carriers and 1 000 000 properties worldwide. Whether you're heading off with the family or travelling with someone special, organising a getaway to Woolloomooloo is better with a package.
Where should I stay in Woolloomooloo?
With lots to explore in Woolloomooloo, it'd be handy for you to book a hotel near its attractions. St Vincent's Hospital, The Domain and Crown Street are some top ones to put on your itinerary.
What are the top hotels in Woolloomooloo?
Reserve a room at OMalleys Hotel. It's one of this neighbourhood's most popular properties. Another reputable option in Woolloomooloo is East Sydney Hotel.
How far in advance should I book my Woolloomooloo holiday?
Reward yourself with the biggest variety at the cheapest prices by booking your Woolloomooloo adventure nice and early. Airlines typically release flight tickets around a year before departure, so reserve your spot ASAP. That being said, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Woolloomooloo travel package include?
That depends on what you want. If you're travelling by yourself, you might decide to bundle hotels and flights. Taking the entire family to Woolloomooloo? A travel package that includes flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Woolloomooloo travel package?
Whether it's relaxation or adventure you're craving, a Woolloomooloo holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woolloomooloo Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You can mix and match your flights, hotels and more. We have more than 550 airline partners worldwide, so you have loads of choice when organising your Woolloomooloo adventure.
If I'm not able to travel, can I cancel my Woolloomooloo holiday package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Woolloomooloo holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We'll help you each step of the way.
Stay near popular Woolloomooloo attractions
Woolloomooloo Wharf
9.0/10 (45 reviews)
Explore the waterfront in Sydney with a trip to Woolloomooloo Wharf. Stroll along the beautiful beaches or experience the fascinating museums in this vibrant area.
Woolloomooloo Finger Wharf
Find out about the history of Sydney with a stop at Woolloomooloo Finger Wharf. Stroll along the beautiful beaches or experience the entertainment choices in this vibrant area.
East Sydney Private Hospital
If East Sydney Private Hospital is what brings you to town, hopefully you'll have a chance to explore more of Sydney.
Harry’s Cafe de Wheels
8.8/10 (11 reviews)
You can find out about the history of Sydney with a trip to Harry’s Cafe de Wheels. Discover the acclaimed theatre scene and shops in this vibrant area.
Activities
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
AU$88
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
AU$218
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Anzac Bridge
- Argyle Cut
- Argyle Place
- Art Gallery of New South Wales
- Australian National Maritime Museum
- Blues Point Reserve
- Bondi Beach
- Bondi Beach Holidays
- Bondi Icebergs
- Bronte Beach
- Capitol Theatre
- Castlereagh Street
- Centennial Park
- Chinatown Night Market
- Chinese Garden of Friendship
- Circular Quay
- Clovelly Beach
- Cockle Bay Wharf
- Commonwealth Bank Building
- Coogee Beach
- Coogee Holidays
- Cremorne Reserve
- Darling Harbour Holidays
- Darling Walk
- Dr Mary Booth Reserve Foreshore Walkway
- El Alamein Fountain
- Gordon's Bay
- Harbourside
- Hyde Park Barracks Museum
- Hyde Park
- Justice and Police Museum
- Kirribilli House
- Lady Bay Beach
- Lady Martins Beach
- Luna Park Sydney
- Macquarie Street
- Madame Tussauds Sydney
- Market City
- Martin Place
- Meriton Retail Precinct Mascot Central
- Milk Beach
- Milsons Point Wharf
- Moore Park Holidays
- Mortuary Station
- Mosman Holidays
- Mrs. Macquarie's Chair
- Mrs Macquaries Point
- Museum of Contemporary Art
- Museum of Sydney
- Neild Avenue Maze
- Old Supreme Court Building
- Overseas Passenger Terminal
- Paddington Markets
- Potts Point Holidays
- Pylon Lookout
- Pyrmont Bridge
- Qudos Bank Arena
- Queen Victoria Building
- Royal Botanic Gardens
- Royal North Shore Hospital
- Royal Randwick Racecourse
- Royal Sydney Golf Club
- Sea LIFE Sydney Aquarium
- St Mary's Cathedral
- St Vincent’s Hospital
- Stanley Street
- Star Casino
- Strand Arcade
- Surry Hills Holidays
- Sydney Central Business District Holidays
- Sydney Cricket Ground
- Sydney Harbour Bridge
- Sydney Hospital
- Sydney Jewish Museum
- Sydney Observatory
- Sydney Opera House
- Sydney Tower Eye
- Sydney Town Hall
- Sydney Holidays
- Sze Yup Temple
- Tamarama Beach
- Tank Stream Fountain
- Taronga Zoo
- Taylor Square
- The Big Dig Archaeology Education Centre
- The Rocks Markets
- The Rocks Holidays
- Treera Thai massage
- Tumbalong Park
- University of Sydney
- University of Technology Sydney
- Victoria Barracks
- Westfield Bondi Junction Shopping Centre
- Westfield Shopping Centre
- White Bay Cruise Terminal
- Wild Life Sydney Zoo
- Woolloomooloo Finger Wharf
- Woolloomooloo Wharf
- World Square Shopping Centre
- Wynyard Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.