Woolloomooloo Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
ADGE Hotel & Residences

ADGE Hotel & Residences

4.5 out of 5
Surry Hills
Price was CA $2,939, price is now CA $2,184 per person
CA $2,184
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9/10 Wonderful! (1,001 reviews)
Staffs are nice and room is clean. What can you ask more for?

Reviewed on Feb 6, 2026

Hotel Ravesis

Hotel Ravesis

3.5 out of 5
Bondi Beach
Price was CA $3,692, price is now CA $2,644 per person
CA $2,644
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.8/10 Excellent! (465 reviews)
Great spot in Bondi! Close to all the cafes and bars and the beach.

Reviewed on Jan 14, 2026

Mercure Sydney

Mercure Sydney

4.5 out of 5
Chippendale
Price was CA $3,361, price is now CA $2,438 per person
CA $2,438
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
8.6/10 Excellent! (1,212 reviews)
Easy check-in, great rooms, and friendly staff, all in a super convenient location. It’s my go-to place to stay whenever I’m in Sydney.

Reviewed on Feb 7, 2026

Rendezvous Hotel Sydney The Rocks

Rendezvous Hotel Sydney The Rocks

3.5 out of 5
The Rocks
Price was CA $3,716, price is now CA $2,722 per person
CA $2,722
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.6/10 Excellent! (2,756 reviews)
Staff were amazing. Top location, really great stay will def stay agian

Reviewed on Feb 3, 2026

Song Hotel Sydney

Song Hotel Sydney

4 out of 5
Sydney Central Business District
Price was CA $3,292, price is now CA $2,431 per person
CA $2,431
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9.2/10 Wonderful! (1,507 reviews)
The room was clean and had everything I needed (hairdryer, iron, ironing board, air con, super fab shower and bathroom). The staff were very good.

Reviewed on Feb 6, 2026

Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(381 area reviews)

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.

Find hotels in Sydney Central Business District

Woolloomooloo Hotel Deals

The Sydney Boulevard Hotel

The Sydney Boulevard Hotel

4 out of 5
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Mar 1 to Mar 2
CA $205
CA $225 total
Mar 1 - Mar 2
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Yes

Reviewed on Jan 30, 2026

The Sydney Boulevard Hotel
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
The price is CA $304 per night from Mar 8 to Mar 9
CA $304
CA $335 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (2,098 reviews)
Clean room! Slippers were placed on either side of the king bed. Room was all ready and waiting for us. It was very noisy on the street side at night which isn’t something they can really change. The only improvement the room needs is actual drawers! All of the ones under the TV are filled with coffee ...

Reviewed on Feb 5, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
The price is CA $288 per night from Mar 9 to Mar 10
CA $288
CA $316 total
Mar 9 - Mar 10
includes taxes & fees
9/10 Wonderful! (2,514 reviews)
everything was very good

Reviewed on Feb 4, 2026

Shangri-La Sydney
See all 6,173 properties in Woolloomooloo
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Woolloomooloo vacation package cost?
Starting from as little as CA $2,184, 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.

Things to do

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

CA $54
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

CA $276
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

CA $79
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.