Woolooware Vacation Packages

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Top Holiday Package Deals in Woolooware

Price found within the past 48 hours. Click for updated prices.
The Ultimo

The Ultimo

Haymarket
CA $2,283
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
Great room, spacious and modern. Great location and close to transport.

Reviewed on Sep 16, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,340
per person
Nov 28 - Dec 3
found 6 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.2/10 Very good! (2,903 reviews)
Complaint already in n hand with Expedia.

Reviewed on Sep 17, 2026

Capella Sydney

Capella Sydney

Sydney Central Business District
CA $4,012
per person
Nov 28 - Dec 3
found 6 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.8/10 Exceptional! (410 reviews)
Attention to detail was amazing. Top service and spacious room.

Reviewed on Sep 6, 2026

Furama Darling Harbour

Furama Darling Harbour

Haymarket
CA $2,450
per person
Nov 28 - Dec 3
found 6 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
Great place to stay.very convientant location

Reviewed on Sep 15, 2026

The EVE Hotel Sydney

The EVE Hotel Sydney

Redfern
CA $2,708
per person
Nov 28 - Dec 3
found 6 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.8/10 Exceptional! (50 reviews)
Beautiful hotel with stylish interiors. It’s a shame however at the moment that they only have Olympus dining available as both Lottie and bar Julius are closed. It would also be great if you could order cocktails to the pool and not just a canned drink.

Reviewed on Sep 7, 2026

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

3 out of top 10 points of interest in this area

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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

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

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.

A beach with waves, a woman running, and buildings in the background.

Bondi Beach

1 out of top 10 points of interest in this area

A noteworthy feature of Bondi Beach is its stunning beaches. While you're in town, be sure to stop and check out Bondi Beach and Bondi Pavilion.

Woolooware Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
CA $360
CA $397 total
Sep 20 - Sep 21
includes taxes & fees
9.6/10 Exceptional! (2,256 reviews)
"Typical Four Seasons experience . . . it was excellent, although frankly we've only stayed at the Four Seasons maybe 3-4 times in our lives. Price as also very reasonable."

Reviewed on Sep 16, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
CA $317
CA $349 total
Oct 11 - Oct 12
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
CA $156
CA $172 total
Oct 11 - Oct 12
includes taxes & fees
8.2/10 Very good! (2,937 reviews)
"Complaint already in n hand with Expedia."

Reviewed on Sep 17, 2026

YEHS Hotel Sydney Harbour Suites
See all 5,713 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.

Frequently asked questions

How much does a Woolooware vacation package cost?
Live it up in Woolooware from just CA $2,283. 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.

Stay near popular Woolooware attractions

Endeavour Field

9.0/10 (2 reviews)
Catch an event at Endeavour Field during your trip to Sydney. Check out the shops and top-notch restaurants in this walkable 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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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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Things to do

Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

CA $84
per adult
Sydney: Maroubra Surf Lesson
Plaza Premium Lounge at Sydney International Airport

Plaza Premium Lounge at Sydney International Airport (SYD)

CA $36
per adult
Plaza Premium Lounge at Sydney International Airport (SYD)
Sydney Grand Tour by Helicopter

Sydney Grand Tour by Helicopter

CA $369
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.