Woolloomooloo Holidays

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Price found within the past 48 hours. Click for updated prices.
Quest Bella Vista

Quest Bella Vista

4 out of 5
Bella Vista
Save 100% on your flight
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (624 reviews)
From start to finish the service was fantastic.

Reviewed on 4 Jun, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
Nice stay noting overly wow

Reviewed on 10 Jul, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Save 100% on your flight
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (570 reviews)
wonderful get away, five star experience. Breakfast is a must!

Reviewed on 24 Jun, 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
Save 100% on your flight
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8/10 Very Good! (2,641 reviews)
Didn’t like there was a cockroach in our room and also would not give us another pillow. Liked the room though and how close to everything

Reviewed on 8 Jul, 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.4/10 Very Good! (1,002 reviews)
We had a comfortable stay in this hotel in with very good access to the activities we enjoyed whilst staying in Sydney

Reviewed on 18 Jul, 2025

Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
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Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(343 area reviews)

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Find hotels in Sydney Central Business District

Top hotels in Woolloomooloo

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
6 Cowper Wharf Road, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,009 reviews)
"Great stay - the property was in fantastic condition & staff made the experience"

Reviewed on 11 Jul, 2025

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Ovolo Woolloomooloo
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is S$225 per night from 25 Jul to 26 Jul
S$225
25 Jul - 26 Jul
includes taxes & fees
8.8/10 Excellent! (1,749 reviews)
"Lovely hotel, we all enjoyed our stay. The buffet breakfast is ok, slight underwhelming tho."

Reviewed on 14 Jul, 2025

Hyatt Regency 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 S$235 per night from 27 Jul to 28 Jul
S$235
27 Jul - 28 Jul
includes taxes & fees
8.8/10 Excellent! (2,303 reviews)
"Great stay all round and we’ll be back for sure!"

Reviewed on 15 Jul, 2025

Shangri-La Sydney
See all 5,485 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 holiday package cost?
Starting from as little as S$1,033, 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 holiday 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 travelling with someone special, organising 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 neighbourhood's most popular properties. Another reputable option in Woolloomooloo is East Sydney Hotel.
How far in advance should I book my Woolloomooloo holiday?
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 holiday!
What does an Expedia Woolloomooloo travel package include?
That depends on what you want. If you're travelling 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 holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woolloomooloo Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday 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 organising your Woolloomooloo adventure.
If I'm not able to travel, can I cancel my Woolloomooloo holiday package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Woolloomooloo holiday 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.

Popular places to visit

Woolloomooloo

Woolloomooloo Wharf

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.

Woolloomooloo Wharf

Things to do

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

S$166
per adult
88% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

S$83
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Blue Mountains Sunset & Three Sisters Small Group Tours

Blue Mountains Sunset & Three Sisters Tour Comfortable Wildlife Experience

S$122
per adult
94% of travellers recommend
Blue Mountains Sunset & Three Sisters Tour Comfortable Wildlife Experience
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.