Willoughby Vacation Packages

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Top Holiday Package Deals in Willoughby

Price found within the past 48 hours. Click for updated prices.
InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was CA $2,885, price is now CA $2,460 per person
CA $2,460
per person
May 3 - May 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
9/10 Wonderful! (596 reviews)
Great staff very helpful

Reviewed on Feb 6, 2026

Traditional 2-bed Terrace House in Millers Point

Traditional 2-bed Terrace House in Millers Point

2.5 out of 5
Millers Point
Price was CA $4,187, price is now CA $3,041 per person
CA $3,041
per person
May 3 - May 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
No reviews
Elegant Stay in Balmain With Pool Access

Elegant Stay in Balmain With Pool Access

2.5 out of 5
Balmain
Price was CA $3,278, price is now CA $2,594 per person
CA $2,594
per person
May 3 - May 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
No reviews
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 $3,050, price is now CA $2,481 per person
CA $2,481
per person
May 3 - May 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was CA $3,482, price is now CA $2,917 per person
CA $2,917
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
Great staff, clean simple room, central location.

Reviewed on Feb 11, 2026

Where to stay in Willoughby

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

Sydney Central Business District

2 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

Willoughby Hotel Deals

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 $307 per night from Mar 8 to Mar 9
CA $307
CA $338 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (2,102 reviews)
Not at all, there are better 4 star hotels

Reviewed on Feb 11, 2026

Four Seasons Hotel Sydney
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 $295 per night from Mar 9 to Mar 10
CA $295
CA $325 total
Mar 9 - Mar 10
includes taxes & fees
9.2/10 Wonderful! (2,531 reviews)
Staff was excellent

Reviewed on Feb 11, 2026

Shangri-La Sydney
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
47 Wentworth Ave Sydney NSW
Fully refundableReserve now, pay when you stay
The price is CA $299 per night from Mar 8 to Mar 9
CA $299
CA $329 total
Mar 8 - Mar 9
includes taxes & fees
9.4/10 Exceptional! (852 reviews)
Fantastic hotel, loved it 5⭐️

Reviewed on Feb 10, 2026

Ace Hotel Sydney
See all 6,369 properties in Willoughby
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 Willoughby vacation package cost?
Less than you might think — from as low as CA $2,460, in fact! By bundling flights, hotels and car rentals into a tailor-made travel package, your trip to Willoughby is only clicks away.
How do I get a cheap travel package to Willoughby?
Think of all the wonderful things you could do in Willoughby with a wad of extra cash in your pocket. Watch your savings stack up when you combine your hotel and flights into a Willoughby vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options throughout the world. Whether you're taking a vacation with the entire family or adventuring alone, planning a trip to Willoughby is better with a package.
Where should I stay in Willoughby?
With fascinating attractions such as Royal North Shore Hospital and Mater Hospital in this area, look for a hotel positioned near either of them. North Shore Private Hospital is another sight in Willoughby that draws in the crowds.
What are the top hotels in Willoughby?
If it's comfort and convenience you're seeking, look no further than Bridgeview Hotel Willoughby. Spend your nights unwinding here and your days exploring Willoughby's best sights.
How far in advance should I book my Willoughby vacation?
Be rewarded with the widest variety and the cheapest prices by booking your Willoughby adventure early. Air carriers generally sell tickets anywhere up to a year in advance, so secure your spot as soon as possible. That being said, Expedia is committed to giving you the best deals around, so there's never a bad time to book your dream vacation!
What does an Expedia Willoughby travel package include?
Car rentals, hotels and flights — we connect you to the best deals. All you have to do is pick your ideal combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to create an awesome Willoughby escape.
What should I know before booking a Willoughby travel package?
A travel package can be customized for your circumstances and is a great way to make your money go further. How much you include is up to you. Hotels, rental cars and flights — come up with a combination that works with your plans.
Can I choose my airline with a Willoughby Expedia vacation package?
Yes, and with over 550 airlines to select from globally, you have plenty of choice. Take a look at the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Willoughby vacation package?
You can. We understand that even the best-laid plans can go awry, so we're here to help if you have to make changes to your Willoughby vacation package. You may be able to cancel or amend your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Willoughby

Circular Quay featuring general coastal views, a sunset and central business district

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House showing a bay or harbor, modern architecture and a monument

Sydney Opera House

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Sydney Harbour Bridge showing night scenes, a bridge and a sunset

Sydney Harbour Bridge

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

CA $66
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

CA $47
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

CA $349
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
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.