Woolloomooloo Holidays from NZ$1,054
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Top Holiday Package Deals in Woolloomooloo
Price found within the past 48 hours. Click for updated prices.
Prime Location 2-bed Apartment With Parking
Centennial Park
NZ$1,695
per person
6 Nov - 11 Nov
found 6 hours ago
Return flight included
Wellington (WLG) to Sydney (SYD)
8/10 Very good! (1 review)
Modern, clean fully equipped kitchen in a lovely location with everything you need for a pleasant stay.
Reviewed on 5 Apr 2026
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
The best place to get acquainted with Sidney's nautical passions – sailing, pleasure-boating, whale watching – or the Maritime Museum if you prefer dry land.
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.
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.
Manly
Venture to Sydney’s northern coast to explore this picturesque beach suburb, the perfect spot for surfing, shopping and sunbathing.
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
NZ$246
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Great place to stay - clean"
Reviewed on 14 Aug 2026
Four Seasons Hotel Sydney
199 George St. Sydney NSW
NZ$455
6 Sept - 7 Sept
includes taxes & fees
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
NZ$386
6 Sept - 7 Sept
includes taxes & fees
9.2/10 Wonderful! (2,820 reviews)
"I booked the thr l the Executive Sydney Harbour Room and it had the most amazing view of both the Harbour Bridge and Opera house. Beautiful at sunrise and in the evening. Room was spacious, clean, comfortable. Hotel was beautiful and centrally located. Would absolutely stay here again, definitely ..."
Reviewed on 17 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 NZ$1,054, 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.
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.
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.
Activities
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
NZ$62
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
NZ$77
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.