Woolloomooloo Vacations from ￥147,847

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The Latest Woolloomooloo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was ￥196,554, price is now ￥147,847 per person
￥147,847
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
Great staff, clean simple room, central location.

Reviewed on Feb 11, 2026

Traditional 2-bed Terrace House in Millers Point

Traditional 2-bed Terrace House in Millers Point

2.5 out of 5
Millers Point
Save 100% on your flight
Price was ￥365,806, price is now ￥232,827 per person
￥232,827
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
No reviews
Elegant Stay in Balmain With Pool Access

Elegant Stay in Balmain With Pool Access

2.5 out of 5
Balmain
Price was ￥269,480, price is now ￥185,827 per person
￥185,827
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
No reviews
InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was ￥222,494, price is now ￥177,654 per person
￥177,654
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
9/10 Wonderful! (596 reviews)
Great staff very helpful

Reviewed on Feb 6, 2026

APX World Square

APX World Square

4.5 out of 5
Haymarket
Price was ￥192,578, price is now ￥155,538 per person
￥155,538
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8/10 Very Good! (2,719 reviews)
Spacious and roomy with a little kitchenette. Location was great grocery store right across the street. They kept our luggage for us after we checked out for a few hours.

Reviewed on Jan 27, 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

2 out of top 10 points of interest in this area
4.5/5(1,320 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 ￥22,727 per night from Mar 15 to Mar 16
￥22,727
￥25,000 total
Mar 15 - Mar 16
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Clean and comfortable. Staff very nice.

Reviewed on Feb 9, 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 ￥34,636 per night from Mar 8 to Mar 9
￥34,636
￥38,100 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (2,101 reviews)
Excellent view of opera house

Reviewed on Feb 11, 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 ￥33,346 per night from Mar 9 to Mar 10
￥33,346
￥36,681 total
Mar 9 - Mar 10
includes taxes & fees
9/10 Wonderful! (2,538 reviews)
Each member of the staff was very friendly and helpful. They took care of everything we needed plus. There was absolutely nothing I could find wrong. I strongly recommend upgrading to an upper floor. It included many extras you don’t get from a regular room. Worth the extra for upgrade.

Reviewed on Feb 9, 2026

Shangri-La Sydney
See all 6,122 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.

Frequently asked questions

How much does a Woolloomooloo vacation package cost?
Starting from as little as ￥147,847, 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.

Discover the most popular places to visit in Woolloomooloo

Harry’s Cafe de Wheels

4/5(1 review)

You can find out about the history of Sydney with a stop at Harry’s Cafe de Wheels. Discover the fascinating museums and shops in this vibrant area.

Harry’s Cafe de Wheels

Things to do

Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

￥4,227
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

￥8,982
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

￥5,072
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
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.