An aerial view of a modern urban area with high-rise buildings, a river, and surrounding greenery.

Woolooware Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest Woolooware Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A multi-story hotel with a prominent tower, a glass lobby, and a view of the city skyline.
    Jan 23 - Jan 30

    Poolside Studio Retreat Near Oxford Street + Flight

    Darlinghurst
    5 nights
    2.5 star property
    Roundtrip • Toronto (YTO) - Sydney (SYD)
    YYZ - SYD • 2 stops SYD - YYZ • 2 stops
    CA $2,869
    CA $2,465
    per traveller
    found 1 day ago
    Poolside Studio Retreat Near Oxford Street
  • A hotel room with two beds, a window with a view of buildings, and a curtain.
    Dec 9 - Dec 17

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    6 nights
    3.5 star property
    8.4/10 - Very good (1,001 reviews)
    "Hotel in good location close to shops and public transport. Easy access to airport by train. Room was sparse but clean and comfortable with basic amenities."
    Reviewed November 3, 2026
    Roundtrip • Vancouver (YVR) - Sydney (SYD)
    YVR - SYD • 1 stop SYD - YVR • 1 stop
    CA $4,158
    CA $3,288
    per traveller
    found 1 day ago
    YEHS Hotel Sydney QVB
  • A street view with a row of buildings, some with storefronts, and cars parked along the side.
    Jan 23 - Jan 30

    Light-filled, Cosy Cbd-central Escape Terrace + Flight

    Surry Hills
    5 nights
    2.5 star property
    Roundtrip • Toronto (YTO) - Sydney (SYD)
    YYZ - SYD • 2 stops SYD - YYZ • 2 stops
    CA $3,058
    CA $2,530
    per traveller
    found 1 day ago
    Light-filled, Cosy Cbd-central Escape Terrace
  • A spacious living area with a white sofa, a dining table with chairs, and a kitchen area with a black countertop and shelves.
    Dec 27 - Jan 2

    Airport Hotel Sydney + Flight

    Arncliffe
    4 nights
    3.5 star property
    6.2/10 - (609 reviews)
    Roundtrip • Toronto (YYZ) - Sydney (SYD)
    YYZ - SYD • 1 stop SYD - YYZ • 2 stops
    CA $5,752
    CA $4,995
    per traveller
    found 1 day ago
    Airport Hotel Sydney
  • A poolside area with a stone wall, lounge chairs, and a view of the sea.
    Jan 23 - Jan 30

    InterContinental Sydney Double Bay by IHG + Flight

    Double Bay
    5 nights
    5.0 star property
    9.0/10 - Wonderful (657 reviews)
    Roundtrip • Toronto (YTO) - Sydney (SYD)
    YYZ - SYD • 2 stops SYD - YYZ • 2 stops
    CA $3,200
    CA $2,801
    per traveller
    found 1 day ago
    InterContinental Sydney Double Bay by IHG

Where to stay in Woolooware

Find the best Woolooware areas and neighborhoods for the activities you enjoy most.
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

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 modern building with a glass facade and a distinctive white roof, situated by a waterfront.

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 lake with reflections of tall buildings, surrounded by trees and a clear sky.

Sydney Olympic Park

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 coastal swimming pool with clear blue water, surrounded by rocky terrain and a building labeled 'Bondi Icebergs'.

Bondi Beach

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.
A waterfront with a ferry named 'Ocean Wave' and a building labeled 'MANYLY WHARF'.
Photo by Where Adventures Be
Open Photo by Where Adventures Be

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.

Discover the most popular places to visit in Woolooware

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.
See properties

What to do near Woolooware

Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

CA $103
per adult
0% of travellers recommend
Sydney: Maroubra Surf Lesson
See all activities near Woolooware

Woolooware Hotel Deals

A modern hotel entrance with a 'QUEST' sign, glass doors, and a reception area.

Quest Woolooware Bay

Quest Woolooware Bay
5.0 star property
Woolooware
9.6 out of 10, Exceptional, (193 reviews)
"No restaurant and if I know would never have booked it"
The price is CA $161
CA $177 total
includes taxes & fees
Nov 29 - Nov 30
Quest Woolooware Bay
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.
See all properties in Woolooware

Frequently Asked Questions

How much does a Woolooware vacation package cost?

Live it up in Woolooware from just CA $2,465. 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.

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