Woolooware Holidays

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Price found within the past 48 hours. Click for updated prices.
No9 Springfield

No9 Springfield

3 out of 5
Potts Point
Price was S$1,224, price is now S$954 per person
S$954
per person
13 Jun - 19 Jun
found 13 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8/10 Very Good! (1,002 reviews)
Classic style building

Reviewed on 13 Apr, 2026

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was S$1,628, price is now S$969 per person
S$969
per person
13 Jun - 19 Jun
found 13 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.2/10 Very Good! (1,007 reviews)
The bed was uncomfortable and room was small

Reviewed on 27 Apr, 2026

Live in the Heart of Surry Hills - Walk to City

Live in the Heart of Surry Hills - Walk to City

2.5 out of 5
Surry Hills
Price was S$1,572, price is now S$1,010 per person
S$1,010
per person
13 Jun - 19 Jun
found 13 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8/10 Very Good! (2 reviews)
The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
Price was S$1,773, price is now S$1,320 per person
S$1,320
per person
20 Jun - 25 Jun
found 18 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (566 reviews)
There was absolutely no staff Visibility to help with luggage we had to lug our own luggage to our rooms which is unheard of / previous owners had bell staff to take your luggage from the car - foyer areas are very run down - whole hotel needs a revamp as it’s looking very stayed - it is such a shame as we have been here many times under the old owners and loved it every time - this time we have been left wanting - even the rooftop bar was empty which tells you something - this used to ALwAyS be pumping …. Do better to stay competitive

Reviewed on 28 Feb, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was S$1,562, price is now S$1,171 per person
S$1,171
per person
22 Jun - 27 Jun
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.2/10 Very Good! (2,681 reviews)
Excellent location. Clean n tidy . Staffs are helpful!

Reviewed on 30 Apr, 2026

Where to stay in Woolooware

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

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(345 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 Woolooware

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 S$362 per night from 17 May to 18 May
S$362
17 May - 18 May
includes taxes & fees
9.6/10 Exceptional! (2,165 reviews)
Excellent staff, always so helpful! Love this hotel! Excellent location as well.

Reviewed on 29 Apr, 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 S$296 per night from 24 May to 25 May
S$296
24 May - 25 May
includes taxes & fees
9.2/10 Wonderful! (2,637 reviews)
Without a doubt the very BEST hotel we've ever used for big city accommodation.

Reviewed on 30 Apr, 2026

Shangri-La Sydney
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$270 per night from 28 May to 29 May
S$270
28 May - 29 May
includes taxes & fees
9/10 Wonderful! (2,015 reviews)
Breakfast staff not friendly

Reviewed on 30 Apr, 2026

Hyatt Regency Sydney
See all 5,527 properties in Woolooware
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 Woolooware holiday package cost?
Live it up in Woolooware from just S$954. We offer a wonderful selection of flights, rental cars and hotels to suit your budget. You can score even better deals when you add a couple of experiences or tours to your holiday package.
How do I get a cheap travel package to Woolooware?
Bundle your bookings with Expedia to save big on your next adventure. With over 550 partner airlines and 1,000,000 hotel options across the world, your Woolooware holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not include a few fun tours and activities? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Woolooware is closer than you thought!
Where should I stay in Woolooware?
Most people who visit Woolooware put both Sydney Opera House and Sydney Harbour Bridge on their must-see lists. Why not consider a hotel as close as possible to these main attractions?
What are the top hotels in Woolooware?
Whether you plan to stay for one or several nights in Woolooware, you'll get a good night's rest at Fully Furnished Apartment. This place is popular with lots of travellers.
How far in advance should I book my Woolooware holiday?
While prices fluctuate, we generally advise booking your holiday as soon as possible. Most international airfares are found on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheap journeys to Woolooware occasionally appear in the weeks prior to departure.
What does an Expedia Woolooware travel package include?
Flights, hotels and a cool set of wheels for all your fun road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a few activities and tours and watch your savings grow. When it comes to planning your Woolooware escape, you're in charge!
What should I know before booking a Woolooware travel package?
Get ready to save with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with great discounts. You're not restricted to hotels, though. Book with us and take your pick of oceanfront condos, city apartments and even houseboats and castles!
Can I choose my airline with a Woolooware Expedia holiday package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines all over the world, so you can design your Woolooware escape according to your travel needs.
If I'm not able to travel, can I cancel my Woolooware holiday package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Woolooware holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Popular places to visit

Endeavour Field

Catch an event at Endeavour Field during your trip to Sydney. Visit the shops and top-notch restaurants in this walkable area.

Endeavour Field

Things to do

Sydney Grand Tour by Helicopter

Sydney Grand Tour by Helicopter

S$337
per adult
Sydney Grand Tour by Helicopter
Plaza Premium Lounge at Sydney International Airport

Plaza Premium Lounge at Sydney International Airport (SYD)

S$33
per adult
Plaza Premium Lounge at Sydney International Airport (SYD)
Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

S$77
per adult
Sydney: Maroubra Surf Lesson
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.