Woolooware Vacations from $1,248

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Your Woolooware Vacation

Our Woolooware vacation packages are a simple and practical way to organize and book your next exciting adventure. Discover the heart and soul of this unique neighborhood 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 Center and Wanda Beach. Visit one, two or more during your trip to Woolooware. Expedia can help turn your dream Woolooware vacation into reality, whatever your travel plans or budget.

The Latest Woolooware Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Stylish Studio in the Heart of Vibrant Surry Hills
Modern 3-bed With Pool & Water Views by Beach
Chic Urban Paddington Escape
Bright Tamarama 2-bed With Balcony Water View
InterContinental Sydney Double Bay by IHG

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Where to stay in Woolooware

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

Woolooware Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $200 total per night from Dec 14 to Dec 15
$200 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (2,441 reviews)
An overall wonderful experience

Reviewed on Nov 26, 2025

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $233 total per night from Dec 16 to Dec 17
$233 total
Dec 16 - Dec 17
Total with taxes and fees
9.6/10 Exceptional! (2,026 reviews)
The check in process took ages. We had to wait in a queue for about 15 mins and then the process it self was lengthy. I even filled in information ahead of time to speed the process up. The decor of the hotel is really dated and the carpets in the entry are stained. Should consider a face lift and ...

Reviewed on Nov 26, 2025

Four Seasons Hotel Sydney
The Fullerton Hotel Sydney

The Fullerton Hotel Sydney

5 out of 5
1 Martin Place Sydney NSW
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $211 total per night from Nov 30 to Dec 1
$211 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (2,676 reviews)
Excellent staff!

Reviewed on Nov 25, 2025

The Fullerton Hotel Sydney
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.

Discover the most popular places to visit in Woolooware

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.