Willoughby Holidays

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Price found within the past 48 hours. Click for updated prices.
Rydges World Square

Rydges World Square

Sydney Central Business District
S$10,773
per person
21 Oct - 27 Oct
found 6 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,328 reviews)
The Langham, Sydney

The Langham, Sydney

Millers Point
S$11,316
per person
21 Oct - 27 Oct
found 6 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.6/10 Exceptional! (999 reviews)
Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

Sydney Central Business District
S$11,312
per person
21 Oct - 27 Oct
found 6 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (1,514 reviews)
Flights in to Sydney delayed by 38 hours, hotel contacted to ask for help- cancellation/refund/ reschedule booking, nil help offered. This would have been nice given circumstances.

Reviewed on 15 Aug, 2026

Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

Sydney Central Business District
S$11,454
per person
21 Oct - 27 Oct
found 6 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
QT Bondi

QT Bondi

Bondi Beach
S$10,966
per person
21 Oct - 27 Oct
found 6 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (767 reviews)
Great location. Staff were very kind and helpful. Nice room, comfy bed, great shower pressure. Loved having a washer/dryer and stove for cooking. Only thing missing was a pot.

Reviewed on 5 Aug, 2026

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

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.

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

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.

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

The Rocks

1 out of top 10 points of interest in this area

A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.

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

Manly

This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.

Top hotels in Willoughby

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
S$308
23 Aug - 24 Aug
includes taxes & fees
9.6/10 Exceptional! (2,245 reviews)
"View was perfect. Location was even better"

Reviewed on 15 Aug, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
S$294
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (2,813 reviews)
"Property was clean and well maintained. Papers available everyday."

Reviewed on 15 Aug, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
S$243
13 Sept - 14 Sept
includes taxes & fees
Hyatt Regency Sydney
See all 6,546 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 holiday package cost?
Less than you might think — from as low as S$10,773, 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 holiday 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 holiday 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 holiday?
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 holiday 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 holiday 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 holiday 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. Visit the shops and top-notch restaurants in this walkable area.
See properties

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

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

S$57
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

S$46
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

S$143
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.