Woolooware Holidays from £2,367
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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.
57 Hotel
Surry Hills
£2,552
per person
25 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Manchester (MAN) to Sydney (SYD)
8.8/10 Excellent! (1,004 reviews)
It was a great stay the hotel staff were lovely. I loved the little touches such as lollies and treats in the lobby each day. The constant availability of coffee was also a great addition and the little breakfast snacks very welcome. My only gripe would be the design of the room. Sitting on our toilet you had a main beam coming from ceiling to floor almost between your legs and the toilet paper roll holder was almost behind you and the shower shelf was in an odd place so you could easily bump your head if your eyes were closed.
Reviewed on 12 Oct 2026
The York by Swiss-Belhotel International
Sydney Central Business District
£3,068
per person
25 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Manchester (MAN) to Sydney (SYD)
8.6/10 Excellent! (2,768 reviews)
A sensational location, but a disappointing stay.
Renovations and maintenance were underway during our visit, but we weren’t told when we booked or checked in. We only discovered that our balcony was locked and unavailable when we found a letter on the desk while unpacking. This should have been communicated upfront.
The bed was another letdown. The frame was so low that it felt like sleeping on a mattress on the floor, making getting in and out difficult.
The property itself is nice enough, and the location is sensational. Unfortunately, the lack of communication and uncomfortable bed overshadowed those positives.
Would I stay again? No.
Reviewed on 12 Oct 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
4 out of top 10 points of interest in this area
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.
Darling Harbour
Once the site of rusting railroad yards and wharves, one of Sydney’s greatest urban renewal projects now buzzes with museums, boutiques and eateries.
Sydney Olympic Park
2 out of top 10 points of interest in this area
Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Afterpay Arena or Accor Stadium while you're exploring the area.
Manly
This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.
Bondi Beach
Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.
Top hotels in Woolooware
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
£237
25 Oct - 26 Oct
includes taxes & fees
9.6/10 Exceptional! (2,272 reviews)
"Great hotel really near to “the rocks” plenty of restaurants and bars we also walking distance from the opera and the botanical garden, the breakfast is really good we enjoy it very much,"
Reviewed on 12 Oct 2026
Hyatt Regency Sydney
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
£135
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (2,192 reviews)
"Spacious deluxe room. Close to all Sydney spots of interest."
Reviewed on 12 Oct 2026
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
£168
25 Oct - 26 Oct
includes taxes & fees
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 travel package cost?
Custom build your Woolooware travel package from a low £2,367. 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.
Woolooware Golf Course
Enjoy a round of golf in Sydney at Woolooware Golf Course. Stroll along the beaches or visit the shops while you're in the area.
Bay Central Woolooware
You can find the perfect gifts to bring home at Bay Central Woolooware during your trip to Sydney. Stroll along the beaches or visit the shops while you're in the area.
Shark Stadium
Catch an event at Shark Stadium during your trip to Sydney. Stroll along the beaches or visit the shops while you're in the area.
Things to do
Sydney's Secret Bars Nightlife Tour
£39
per adult
100% of travellers recommend
* 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.