Willoughby Vacation Packages

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Top Holiday Package Deals in Willoughby

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
CA $2,596
per person
Oct 24 - Oct 27
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
8.4/10 Very good! (1,004 reviews)
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,812
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
8.2/10 Very good! (2,874 reviews)
The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

Chippendale
CA $3,076
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9.2/10 Wonderful! (584 reviews)
Rydges Sydney Central

Rydges Sydney Central

Surry Hills
CA $2,920
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
The Langham, Sydney

The Langham, Sydney

Millers Point
CA $3,533
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9.6/10 Exceptional! (999 reviews)

Where to stay in Willoughby

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

Sydney Central Business District

2 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 street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

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.

Willoughby Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
CA $304
CA $334 total
Aug 23 - Aug 24
includes taxes & fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
CA $290
CA $319 total
Aug 23 - Aug 24
includes taxes & fees
9.2/10 Wonderful! (2,812 reviews)
"Clean but aged"

Reviewed on Aug 15, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
CA $240
CA $264 total
Sep 13 - Sep 14
includes taxes & fees
Hyatt Regency Sydney
See all 6,537 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.

Frequently asked questions

How much does a Willoughby vacation package cost?
Less than you might think — from as low as CA $2,596, 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.

Stay near popular Willoughby attractions

Willoughby Leisure Center

8.0/10 (1 review)
Enjoy a stop at Willoughby Leisure Center, an entertaining place to visit in Sydney. Check out the shops and top-notch restaurants in this walkable area.
See properties

Things to do

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

CA $50
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 $318
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

CA $31
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.