Woolloomooloo Vacations from ￥171,304

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Woolloomooloo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Park Regis Concierge Apartments

Park Regis Concierge Apartments

3.5 out of 5
Cremorne
Price was ￥230,151, price is now ￥171,304 per person
￥171,304
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.4/10 Very Good! (514 reviews)
Good location within easy access to Sydney CBD. A bit noisy at times, re traffic.

Reviewed on Jun 9, 2026

City Centre Studio by Hyde Park

City Centre Studio by Hyde Park

2 out of 5
Darlinghurst
Save 100% on your flight
Price was ￥535,570, price is now ￥325,353 per person
￥325,353
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
No reviews
APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was ￥341,946, price is now ￥226,378 per person
￥226,378
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
7.6/10 Good! (1,000 reviews)
The room was clean and a great size. The sofa bed was terrible, the mattress was so thin the metal bar in the middle was able to be felt. It actually appeared bent/ broken. We ended up doubling over the mattress, using the lounge pillows at the end and getting an extra blanket and pillow to fill the gap. It worked but wasn’t ideal. If booking again I would as for a king bed room instead and share with my two kids. Apart from that staff were lovely and helpful, the room was nice and we had a good stay.

Reviewed on Jun 7, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was ￥389,792, price is now ￥276,744 per person
￥276,744
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.2/10 Very Good! (2,770 reviews)
Great Location...near Pitt Street Mall...Darling Harbour...fantastic for Vivid Festival..stayed in a suite bedroom..so kitchen facilities..and lounge area.. Cafe next door for breakfast..good value..

Reviewed on Jun 11, 2026

Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

5 out of 5
Sydney Central Business District
Price was ￥516,054, price is now ￥378,967 per person
￥378,967
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9.2/10 Wonderful! (1,005 reviews)
Everything was good except the restaurant.

Reviewed on Apr 18, 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(1,344 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 ￥17,152 per night from Jun 18 to Jun 19
￥17,152
￥18,867 total
Jun 18 - Jun 19
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Overall cleanliness was an issue. No room service at night. Noises coming on floor at nights. Really Old carpets. Air conditioning was very noisy. Very bad for a 4 star if they claim to be one."

Reviewed on Jun 8, 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 ￥34,366 per night from Jun 21 to Jun 22
￥34,366
￥37,803 total
Jun 21 - Jun 22
includes taxes & fees
9.2/10 Wonderful! (2,716 reviews)
"Firstly they have over charged me far more than the booking amount. We didn't steal or damage anything! I will be investigating it further! For an expensive hotel there were some "normal" items missing from the room in our opinion! There was no microwave or toaster! The hotel was in a difficult place ..."

Reviewed on Jun 12, 2026

Shangri-La Sydney
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 ￥40,008 per night from Jul 5 to Jul 6
￥40,008
￥44,008 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,220 reviews)
"I don’t believe “no” is in the vocabulary of the staff. Whatever I needed, they had (plug adapter and a charger when mine died), and even things I didn’t know I needed, they provided (a bookmark and a cord holder). My room was upgraded to a partial Harbour view, and I spent many an hour in the window ..."

Reviewed on Jun 12, 2026

Four Seasons Hotel Sydney
See all 6,213 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 ￥171,304, 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

4.5/5 (45 reviews)
Explore the waterfront in Sydney with a trip to Woolloomooloo Wharf. Stroll along the beautiful beaches or experience the entertainment choices in this vibrant area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.