Woolooware Vacations from $1,410

Book a Hotel + Flight or Car together to unlock savings

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.
YEHS Hotel Sydney CBD
Traditional 2-bed Terrace House in Millers Point
Charming 2-bed Terrace in the Heart of Surry Hills
Central Redfern Home With Balcony Escape
Stylish 2-bed Cottage in Trendy Erskineville

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
$192 nightly
The price is $211 total per night from Apr 2 to Apr 3
$211 total
Apr 2 - Apr 3
Total with taxes and fees
9.2/10 Wonderful! (2,545 reviews)
Spa carpet grubby

Reviewed on Mar 11, 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $202 total per night from Mar 16 to Mar 17
$202 total
Mar 16 - Mar 17
Total with taxes and fees
8.8/10 Excellent! (3,043 reviews)
Very convenient for the international terminal at Melbourne Airport. Reception staff friendly and efficient. Room clean and bed comfortable. Bathroom arrangements unusual, with separate w.c. and shower room. Hand basin in the bedroom. Being close to the airport there was a smell of aviation fuel ...

Reviewed on Mar 13, 2026

Rydges Sydney Airport Hotel
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
$171 nightly
The price is $188 total per night from Mar 29 to Mar 30
$188 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (1,944 reviews)
The check in was not welcoming and it felt like they were doing us a favour. Check in was 3pm and we were emailed to advise our room was available an hour early so that was appreciated. P

Reviewed on Mar 12, 2026

Hyatt Regency 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.