Woolooware Holidays from AU$688

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Your Woolooware Holiday

Our Woolooware holiday packages are a simple and practical way to organise and book your next exciting adventure. Discover the heart and soul of this unique neighbourhood without the hassle of having to plan everything yourself. When it's time to get out and explore, you'll find loads of popular attractions nearby including Cronulla Beach, Westfield Miranda Shopping Centre and Wanda Beach. Visit one, two or more during your trip to Woolooware. Expedia can help turn your dream Woolooware holiday into reality, whatever your travel plans or budget.

Top Holiday Package Deals in Woolooware

Price found within the past 48 hours. Click for updated prices.
Bright Stay in Sydney With Harbour Bridge Views

Bright Stay in Sydney With Harbour Bridge Views

Surry Hills
Save 100% on your flight
AU$688
per person
23 Oct - 27 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
AU$824
per person
9 Nov - 14 Nov
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
Stylish Inner City 2-bed Unit by Fig Lane Park

Stylish Inner City 2-bed Unit by Fig Lane Park

Ultimo
AU$866
per person
20 Nov - 24 Nov
found 15 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Lovely Harbourside 1-bed Close To Sydney Landmarks

Lovely Harbourside 1-bed Close To Sydney Landmarks

Kurraba Point
Save 100% on your flight
AU$836
per person
9 Nov - 14 Nov
found 5 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
Save 100% on your flight
AU$880
per person
9 Nov - 14 Nov
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
Clean

Reviewed on 30 Aug 2026

Our guide on 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

2 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.

Find hotels in Sydney Central Business District
A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.

Find hotels in Darling Harbour
A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

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 Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.

Find hotels in Sydney Olympic Park
A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.

Find hotels in Manly
A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.

Find hotels in The Rocks

Our pick of the best Woolooware Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
AU$311
13 Sept - 14 Sept
includes taxes & fees
Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
AU$174
13 Sept - 14 Sept
includes taxes & fees
8.2/10 Very good! (2,900 reviews)
"A great location, very handy to Darling Harbour and Town Hall station and all near by. Ideal for catching trains, buses or metro to get you around the city or just to Circular Quay. Having cooking facilities and fridge is a bonus to allow self catering to save costs, and Woolies just up the road. ..."

Reviewed on 29 Aug 2026

YEHS Hotel Sydney Harbour Suites
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
AU$269
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (2,162 reviews)
"Good hotel"

Reviewed on 30 Aug 2026

Hyatt Regency Sydney
See all 5,801 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a Woolooware holiday package cost?
Live it up in Woolooware from just AU$688. 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.

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.
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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.
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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.
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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.
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Activities

Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

AU$105
per adult
Sydney: Maroubra Surf Lesson
Sydney Grand Tour by Helicopter

Sydney Grand Tour by Helicopter

AU$375
per adult
Sydney Grand Tour by Helicopter
Sydney's Secret Bars Nightlife Tour

Sydney's Secret Bars Nightlife Tour

AU$73
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.