Woolloomooloo Vacation Packages
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Top Holiday Package Deals in Woolloomooloo
Price found within the past 48 hours. Click for updated prices.
Rydges Darling Square Apartment Hotel
Sydney Central Business District
CA $2,967
per person
Oct 17 - Oct 22
found 11 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (1,563 reviews)
A great central to everything location. A short walk to train station and over to Darling Harbour. We went to the theatre and yet again just a short walk.
The property was well presented. The breakfast well worth it. Really enjoyed our stay.
The only downside was the communication with our booking we requested two beds in one of our two rooms booked. They had missed my emails and only prepared a queen size and had to quickly organise a trundle bed shoved in the room. This wasn’t ideal but we just dealt with it. This wouldn’t stop me from staying there again though as the in house customer service was good.
Reviewed on Jul 22, 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
2 out of top 10 points of interest in this area
Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.
Darling Harbour
Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.
The Rocks
1 out of top 10 points of interest in this area
Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.
Sydney Olympic Park
2 out of top 10 points of interest in this area
Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.
Manly
Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.
Woolloomooloo Hotel Deals
The Sydney Boulevard Hotel by Accor
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
CA $184
CA $202 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Whole place is dated. En suite was not very clean and you need to be 3ft tall to have a shower. Breakfast is your classic cold buffet with undercooked bacon. Expected so much more considering the cost."
Reviewed on Jul 26, 2026
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
CA $320
CA $352 total
Aug 23 - Aug 24
includes taxes & fees
9.6/10 Exceptional! (2,256 reviews)
"Excellent hotel, great views and fabulous location Will stay again"
Reviewed on Aug 8, 2026
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
CA $277
CA $304 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (2,793 reviews)
"Exceptional customer service and up to standard amenities"
Reviewed on Aug 8, 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 vacation package cost?
Starting from as little as CA $2,293, 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 vacation 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 traveling with someone special, organizing 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 neighborhood's most popular properties. Another reputable option in Woolloomooloo is East Sydney Hotel.
How far in advance should I book my Woolloomooloo vacation?
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 vacation!
What does an Expedia Woolloomooloo travel package include?
That depends on what you want. If you're traveling 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 vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woolloomooloo Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation 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 organizing your Woolloomooloo adventure.
If I'm not able to travel, can I cancel my Woolloomooloo vacation package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Woolloomooloo vacation 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 when you take a trip to 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 stop at Harry’s Cafe de Wheels. Discover the acclaimed theater scene and shops in this vibrant area.
East Sydney Private Hospital
Though East Sydney Private Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Sydney while you are here.
Things to do
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
CA $50
per adult
86% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
CA $318
per adult
98% of travellers recommend
Sydney Harbour Dinner Cruise
CA $155
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.