Woolloomooloo Holidays
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Price found within the past 48 hours. Click for updated prices.
Pullman Sydney Hyde Park
Darlinghurst
S$1,895
per person
25 Dec - 30 Dec
found 10 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Helpful staff, able to get a room early with the amount of rooms I booked. Was able to store 10 luggages away in order to peruse Sydney. Able to park tall cars. Even a minibus was able to use the parking garage. Breakfast is good with delicious choices. Would book here again if I were to come back to Sydney.
Reviewed on 5 Oct, 2026
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
4 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 Afterpay Arena or Accor Stadium 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.
Bondi Beach
Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.
Top hotels in Woolloomooloo
The Sydney Boulevard Hotel by Accor
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
S$195
11 Oct - 12 Oct
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The hotel was nice and I had a lovely view of the Sydney harbour bridge, the hotel was an ok location was about half an hour walk to the Quay which on some occasions felt long. The heating didn’t work very well, i never reported it as I managed to figure out how to turn it off, my room became warmer ..."
Reviewed on 30 Sept, 2026
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
S$361
25 Oct - 26 Oct
includes taxes & fees
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
S$271
18 Oct - 19 Oct
includes taxes & fees
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 S$1,599, 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 acclaimed theatre scene in this vibrant area.
Woolloomooloo Finger Wharf
Find out about the history of Sydney with a stop at Woolloomooloo Finger Wharf. Stroll along the waterfront or experience the acclaimed art galleries in this vibrant area.
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 entertainment choices and shops in this vibrant area.
Things to do
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
S$47
per adult
86% of travellers recommend
Sydney Opera House Official Guided Walking Tour
S$45
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.