Woolooware Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Woolooware

Price found within the past 48 hours. Click for updated prices.
Beautiful Bondi 1-bed Apartment Meters From Beach

Beautiful Bondi 1-bed Apartment Meters From Beach

2 out of 5
Bondi Beach
Price was CA $2,606, price is now CA $2,018 per person
CA $2,018
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
No reviews
Central Bondi Studio With Rooftop Pool Access

Central Bondi Studio With Rooftop Pool Access

2 out of 5
Bondi
Price was CA $2,834, price is now CA $2,095 per person
CA $2,095
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
No reviews
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was CA $2,948, price is now CA $2,231 per person
CA $2,231
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
The room was clean and the staff were very friendly. The rooms are tiny and the furniture was wore with bare edges. It served our purposes.

Reviewed on Feb 14, 2026

Ocean View Luxury 3 Bedroom Home With Balcony

Ocean View Luxury 3 Bedroom Home With Balcony

2 out of 5
North Bondi
Price was CA $4,862, price is now CA $3,996 per person
CA $3,996
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
No reviews
83 OSHR

83 OSHR

2 out of 5
Bondi Junction
Price was CA $6,307, price is now CA $5,204 per person
CA $5,204
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
No reviews

Where to stay in Woolooware

Find the best Woolooware areas and neighborhoods for the activities you enjoy most. Learn more about Woolooware
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(381 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotels in Sydney Central Business District

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
The price is CA $344 per night from Mar 9 to Mar 10
CA $344
CA $378 total
Mar 9 - Mar 10
includes taxes & fees
9.2/10 Wonderful! (2,549 reviews)
Could not fault anything, amazing staff and spotless room

Reviewed on Feb 27, 2026

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
The price is CA $286 per night from Mar 8 to Mar 9
CA $286
CA $315 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (2,100 reviews)
Marvelous stay, staff is friendly and attentive, room was super clean and the bed was SO comfortable. Seeing fireworks over the Opera House was a huge bonus!!

Reviewed on Feb 25, 2026

Four Seasons Hotel 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 CA $174 per night from Mar 22 to Mar 23
CA $174
CA $192 total
Mar 22 - Mar 23
includes taxes & fees
8.2/10 Very Good! (2,580 reviews)
Staff were really friendly & helpful

Reviewed on Feb 25, 2026

YEHS Hotel Sydney Harbour Suites
See all 5,592 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Woolooware vacation package cost?
Live it up in Woolooware from just CA $2,018. 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 vacation 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 vacation 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 vacation 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 travelers.
How far in advance should I book my Woolooware vacation?
While prices fluctuate, we generally advise booking your vacation 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 vacation 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 vacation package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Woolooware vacation 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.

Things to do

Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

CA $96
per adult
Sydney: Maroubra Surf Lesson
Plaza Premium Lounge at Sydney International Airport

Plaza Premium Lounge at Sydney International Airport (SYD)

CA $35
per adult
Plaza Premium Lounge at Sydney International Airport (SYD)
Sydney Grand Tour by Helicopter

Sydney Grand Tour by Helicopter

CA $348
per adult
Sydney Grand Tour by Helicopter
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.