Woolooware Holidays

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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.

Price found within the past 48 hours. Click for updated prices.
  • Apartment | Living room
    Jul 10 - Jul 14

    Bondi Studio Apartment With Pool & Rooftop Views + Flight

    Bondi
    4 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    Save 100% on your flight
    AU$1,023
    AU$545
    per traveller
    found 18 hours ago
    Bondi Studio Apartment With Pool & Rooftop Views
  • Front of property
    Aug 6 - Aug 9

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    3 nights
    3.5 star property
    8.2/10 - Very good (1,003 reviews)
    "It was okay, nothing special, car parking was a nightmare and disgusting"
    Reviewed May 30, 2026
    Return • Brisbane (BNE) - Sydney (SYD)
    BNE - SYD • Direct SYD - BNE • Direct
    AU$1,156
    AU$547
    per traveller
    found 1 day ago
    YEHS Hotel Sydney CBD
  • Apartment | Living room
    Jul 2 - Jul 5

    Spacious 3-bed Home in Princeton Pearl Double Bay + Flight

    Double Bay
    3 nights
    2.0 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - MEL • Direct
    AU$1,653
    AU$872
    per traveller
    found 1 day ago
    Spacious 3-bed Home in Princeton Pearl Double Bay
  • Apartment
    Aug 17 - Aug 23

    Spacious Inner-city House With Balcony Views + Flight

    Millers Point
    6 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    "The check-in instructions were clear and concise, and the responses were prompt. The house was lovely, and the location was excellent, making it convenient to get to all the attractions. We were very satisfied."
    Reviewed April 18, 2026
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$5,061
    AU$2,674
    per traveller
    found 2 hours ago
    Spacious Inner-city House With Balcony Views
  • Apartment | Living room
    Jul 2 - Jul 5

    Elegant Stay in Balmain With Pool Access + Flight

    Balmain
    3 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - MEL • Direct
    Save 100% on your flight
    AU$1,285
    AU$680
    per traveller
    found 1 day ago
    Elegant Stay in Balmain With Pool Access

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
Sydney Central Business District

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(8,638 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

Our pick of the best Woolooware Hotel Deals

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 AU$380 per night from 2 June to 3 June
AU$380
2 June - 3 June
includes taxes & fees
9.6/10 Exceptional! (2,200 reviews)
"Nice room and very helpful staff"

Reviewed on 1 June 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 AU$335 per night from 5 June to 6 June
AU$335
5 June - 6 June
includes taxes & fees
9.2/10 Wonderful! (2,699 reviews)
"It was good but would have expected better. Firstly there was a problem seemingly caused by Expedia - we had booked for 2 adults and 1 child in a single room. But the Expedia confirmation only said 2 adults. Confusing and ended up resolving it at the hotel without too much hassle. Good service tbh. ..."

Reviewed on 1 June 2026

Shangri-La 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 AU$167 per night from 8 June to 9 June
AU$167
8 June - 9 June
includes taxes & fees
8.2/10 Very Good! (2,757 reviews)
"Was a very unexpected great experience at YEHS Hotel and their staff. Great location if you’re a tourist. You are within close walking distance to Harbor."

Reviewed on 31 May 2026

YEHS Hotel Sydney Harbour Suites
See all 5,704 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
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All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

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

Discover the most popular places to visit in Woolooware

Sydney Opera House

Sydney Opera House

4.5/5(3,530 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Circular Quay

Circular Quay

4.5/5(4,930 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Taronga Zoo

Taronga Zoo

4.5/5(782 reviews)

For a wild experience combined with magnificent views over Sydney Harbour, this world-renowned zoo is a must-visit.

Taronga Zoo

Activities

Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

AU$85
per adult
Sydney: Maroubra Surf Lesson
Sydney Grand Tour by Helicopter

Sydney Grand Tour by Helicopter

AU$370
per adult
Sydney Grand Tour by Helicopter
Hunter Valley Full Day Tour

Hunter Valley Full Day Tour - Gray Line Sydney

AU$220
per adult
Hunter Valley Full Day Tour - Gray Line Sydney
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.