Woolloomooloo Vacation Packages

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
Kith Hotel Darling Harbour

Kith Hotel Darling Harbour

3 out of 5
Pyrmont
Price was CA $2,536, price is now CA $2,325 per person
CA $2,325
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.8/10 Excellent! (485 reviews)
Good convenient place to stay for business trips

Reviewed on Jun 5, 2026

Sofitel Sydney Wentworth

Sofitel Sydney Wentworth

5 out of 5
Sydney Central Business District
Price was CA $3,020, price is now CA $2,785 per person
CA $2,785
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.6/10 Excellent! (192 reviews)
Great location, breakfast and amenities.

Reviewed on Jun 8, 2026

25hours Hotel Sydney The Olympia

25hours Hotel Sydney The Olympia

5 out of 5
Paddington
Price was CA $2,701, price is now CA $2,493 per person
CA $2,493
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
9.4/10 Exceptional! (52 reviews)
Best stay we’ve had in ages! Quiet rooms, comfy beds with great amenities. The free mini bar was an added bonus! Haven’t slept so well for a long time. Great location and value for money, we will definitely be back

Reviewed on Jun 2, 2026

The Porter House Hotel Sydney - MGallery

The Porter House Hotel Sydney - MGallery

4.5 out of 5
Sydney Central Business District
Price was CA $2,757, price is now CA $2,549 per person
CA $2,549
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
9.2/10 Wonderful! (352 reviews)
The tech was high level but clunky.

Reviewed on Jun 10, 2026

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Price was CA $2,761, price is now CA $2,574 per person
CA $2,574
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.4/10 Very good! (1,012 reviews)
Breakfast was great. Staff were lovely. Disappointing that the Chrome cast did not work, so streaming was not possible.

Reviewed on Jun 15, 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

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(383 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 by Accor

The Sydney Boulevard Hotel by Accor

4 out of 5
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Jul 5 to Jul 6
CA $149
CA $164 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Excellent location, helpful staff."

Reviewed on Jun 15, 2026

The Sydney Boulevard Hotel by Accor
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 $268 per night from Jun 25 to Jun 26
CA $268
CA $295 total
Jun 25 - Jun 26
includes taxes & fees
9.2/10 Wonderful! (2,730 reviews)
"Cannot fault anything"

Reviewed on Jun 24, 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jun 27 to Jun 28
CA $180
CA $198 total
Jun 27 - Jun 28
includes taxes & fees
8.8/10 Excellent! (3,185 reviews)
"Great Hotel for international Travel. No pickup needed"

Reviewed on Jun 24, 2026

Rydges Sydney Airport Hotel
See all 6,189 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
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Frequently asked questions

How much does a Woolloomooloo vacation package cost?
Starting from as little as CA $2,325, 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 $51
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Hunter Valley Full Day Tour

Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese

CA $218
per adult
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

CA $372
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
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.