Woolooware Holidays from £1,322

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Your Woolooware Holiday

Book a Woolooware holiday package and experience the atmosphere and rhythm of this vibrant neighbourhood. With all your travel plans taken care of, the only thing you need to focus on here is living your best life. Wondering where to go during your trip to Woolooware? Nearby attractions such as Cronulla Beach, Wanda Beach and Gunnamatta Bay are good places to start. Expedia can put your travel plans into action. Book your ultimate Woolooware holiday now.

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 £1,507, price is now £1,322 per person
£1,322
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very good! (2,811 reviews)
Great position. Very nice staff.

Reviewed on 11 Jul 2026

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
Price was £1,585, price is now £1,436 per person
£1,436
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
We stayed in the harbour view loft. Check-in was relatively straight forward. Apart from the view the room and amenity are very average. Probably an equivalent of a 2.5-3 star hotel. Don’t expect too much for breakfast, just toast and jam, milk and fruits. A nice weekend away though.

Reviewed on 7 Jul 2026

The Porter House Hotel Sydney - MGallery

The Porter House Hotel Sydney - MGallery

4.5 out of 5
Sydney Central Business District
Price was £1,567, price is now £1,459 per person
£1,459
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.2/10 Wonderful! (358 reviews)
Loved my stay, it was beautifully stylish and comfortable and the location was great

Reviewed on 5 Jul 2026

Rydges World Square

Rydges World Square

4.5 out of 5
Sydney Central Business District
Price was £1,489, price is now £1,395 per person
£1,395
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,322 reviews)
We celebrated a friend’s 40th and the hotel surprised us with a fruit platter and chocolate happy birthday plaque. The extra rollaway bed was actually an actual single bed and very comfy! Would definitely stay again.

Reviewed on 7 Jul 2026

Rydges Australia Square

Rydges Australia Square

4 out of 5
Sydney Central Business District
Price was £1,451, price is now £1,367 per person
£1,367
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (1,888 reviews)
Good but parking is a bit far away

Reviewed on 8 Jul 2026

Where to stay in Woolooware

Find the best Woolooware areas and neighborhoods for the activities you enjoy most. Learn more about Woolooware
A historic clock tower with a modern skyscraper in the background.

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

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 £161 per night from 19 Jul to 20 Jul
£161
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (2,768 reviews)
"Views 100/10"

Reviewed on 11 Jul 2026

Shangri-La Sydney
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
47 Wentworth Ave Sydney NSW
Fully refundableReserve now, pay when you stay
The price is £119 per night from 19 Jul to 20 Jul
£119
19 Jul - 20 Jul
includes taxes & fees
Ace Hotel Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is £76 per night from 26 Jul to 27 Jul
£76
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (2,830 reviews)
"Great position. Very nice staff."

Reviewed on 11 Jul 2026

YEHS Hotel Sydney Harbour Suites
See all 5,742 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Woolooware travel package cost?
Custom build your Woolooware travel package from a low £1,322. Choose from any combination of rental cars, flights and hotels to put together the escape you've been dreaming about for ages. Be sure to add on some activities and experiences!
If I'm not able to travel, can I cancel my Woolooware travel package?
Don't worry if you're rethinking your Woolooware travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that your circumstances can change suddenly, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Woolooware?
Booking a hotel and flight together with Expedia won't just save you time — it'll save you a tidy sum too. A Woolooware travel package makes it simple to create the ideal trip. With more than 550 airlines across the world to choose from, finding convenient flights that fit your schedule won't be a problem. In addition to that, we have over 1,000,000 hotel options globally to pick from. Now that's choice! Whatever your budget, Expedia brings the world within your reach.
Does Expedia offer Book Now, Pay Later Woolooware holidays?
We certainly do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday over multiple transactions.
  • Low deposit holidays: When you see an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Woolooware?
A trip to Woolooware isn't over until you've seen Sydney Opera House and Bondi Beach. Book a room nearby for quick access to these awesome sights.
What are the top hotels in Woolooware?
Get your holiday off to a great start by booking a room at Sheraton Grand Sydney Hyde Park. It's one of most sought-after properties in Woolooware. Another leading option is Hyatt Regency Sydney.
How far in advance should I book my Woolooware holiday?
Travellers are normally able to compare international airfares on Expedia within 12 months of departure. Booking last minute? With a little bit of luck, it's still possible to purchase a cheap ticket only weeks before your journey.
What does an Expedia Woolooware travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on a few tours and experiences and watch your savings stack up. When it comes to organising your Woolooware getaway, you're the one in control!
What should I know before booking a Woolooware travel package?
You'll enjoy great savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything in one spot will make your trip planning easier. So why waste money or time? Whether you're organising a fancy romantic getaway or a budget family adventure, browse our package deals today.
Can I choose my airline with a Woolooware Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're the boss! We have more than 550 partner airlines throughout the world, so you have lots of choice when organising your Woolooware getaway.

Stay near popular Woolooware attractions

Endeavour Field

9.0/10 (2 reviews)
Catch an event at Endeavour Field during your trip to Sydney. Visit the shops and top-notch restaurants in this walkable area.
See properties

Things to do

Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

£44
per adult
Sydney: Maroubra Surf Lesson
Sydney Grand Tour by Helicopter

Sydney Grand Tour by Helicopter

£196
per adult
Sydney Grand Tour by Helicopter
Sydney's Secret Bars Nightlife Tour

Sydney's Secret Bars Nightlife Tour

£38
per adult
100% of travellers recommend
Sydney's Secret Bars Nightlife 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. Flight-inclusive packages are ATOL protected.