Willoughby Vacations

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    Save up to ￥109,000 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Apartment | Pool | Outdoor pool
    Jul 29 - Aug 3

    Sleek 1-bed by Jubilee Park With Pool + Flight

    Parramatta
    5 nights
    2.5 star property
    4.0/10 - (1 review)
    "The water was super cold in winter"
    Reviewed April 25, 2026
    Roundtrip • Tokyo (HND) - Sydney (SYD)
    HND - SYD • 1 stop SYD - HND • 1 stop
    ￥434,367
    ￥209,165
    per traveler
    found 8 hours ago
    Sleek 1-bed by Jubilee Park With Pool
  • Apartment | Living room
    Jul 15 - Jul 19

    Spacious 3-bed Home in Princeton Pearl Double Bay + Flight

    Double Bay
    3 nights
    2.0 star property
    Roundtrip • Tokyo (NRT) - Sydney (SYD)
    NRT - SYD • 1 stop SYD - NRT • 1 stop
    ￥673,308
    ￥287,559
    per traveler
    found 1 day ago
    Spacious 3-bed Home in Princeton Pearl Double Bay
  • Apartment | Outdoor dining
    Aug 9 - Aug 15

    Apartment With Pool Access, a Minute to the Beach + Flight

    Manly
    5 nights
    2.5 star property
    Roundtrip • Tokyo (NRT) - Sydney (SYD)
    NRT - SYD • 1 stop SYD - NRT • 1 stop
    ￥541,521
    ￥255,601
    per traveler
    found 18 hours ago
    Apartment With Pool Access, a Minute to the Beach
  • Apartment | Living room
    Jul 15 - Jul 19

    Central 2-bed With Parking & Stunning Views + Flight

    Parramatta
    3 nights
    2.5 star property
    Roundtrip • Tokyo (NRT) - Sydney (SYD)
    NRT - SYD • 1 stop SYD - NRT • 1 stop
    Save 100% on your flight
    ￥527,175
    ￥250,734
    per traveler
    found 1 day ago
    Central 2-bed With Parking & Stunning Views
  • Apartment | Living room
    Jul 15 - Jul 19

    2-bed Apartment Near Manly Beach + Flight

    Manly
    3 nights
    2.5 star property
    Roundtrip • Tokyo (NRT) - Sydney (SYD)
    NRT - SYD • 1 stop SYD - NRT • 1 stop
    ￥451,869
    ￥230,739
    per traveler
    found 1 day ago
    2-bed Apartment Near Manly Beach

Where to stay in Willoughby

Find the best Willoughby areas and neighborhoods for the activities you enjoy most. Learn more about Willoughby
Sydney Central Business District

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,344 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

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 ￥34,364 per night from Jun 15 to Jun 16
￥34,364
￥37,801 total
Jun 15 - Jun 16
includes taxes & fees
9.2/10 Wonderful! (2,704 reviews)
"Excellent staffs, services, good location and amazing view of Opera house from the room."

Reviewed on Jun 9, 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 ￥38,979 per night from Jun 14 to Jun 15
￥38,979
￥42,877 total
Jun 14 - Jun 15
includes taxes & fees
9.6/10 Exceptional! (2,216 reviews)
"The staff were amazing, could not do enough for you. Exceptional"

Reviewed on Jun 9, 2026

Four Seasons Hotel Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is ￥30,671 per night from Jun 12 to Jun 13
￥30,671
￥33,738 total
Jun 12 - Jun 13
includes taxes & fees
9/10 Wonderful! (2,072 reviews)
"So very disappointed TV was not working no hiar dryer no fan in bathroom services was terrible will not go there 😢 should get a refund"

Reviewed on Jun 8, 2026

Hyatt Regency Sydney
See all 6,446 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 , 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?
While prices do change, we generally suggest booking your flight as soon as possible. Most international airfares are available on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheap journeys to Willoughby sometimes occur in the weeks prior to departure.
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

Sydney Opera House

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
Circular Quay

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 Harbour Bridge

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

Hunter Valley Full Day Tour

Hunter Valley Full Day Tour - Gray Line Sydney

￥24,864
per adult
Hunter Valley Full Day Tour - Gray Line Sydney
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

￥3,617
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
SEA LIFE Sydney Aquarium Tickets

SEA LIFE Sydney Aquarium Tickets

￥4,973
per adult
86% of travellers recommend
SEA LIFE Sydney Aquarium 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.