Willoughby Holidays

Photo by Mark Iverson

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Price found within the past 48 hours. Click for updated prices.
Chic Urban Paddington Escape

Chic Urban Paddington Escape

2.5 out of 5
Paddington
Price was S$2,189, price is now S$1,758 per person
S$1,758
per person
30 Dec - 2 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was S$3,111, price is now S$2,410 per person
S$2,410
per person
30 Dec - 2 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
7.6/10 Good! (1,002 reviews)
Perfect location, spacious apartment. Especially appreciated the assistance of the wonderful staff, Patik, who helped us when we lost our phone. We were spoilt for choice in a variety of Asian cuisine due to location. 4min walk to Paddy Markets, 5mon walk to Darling Harbour. Loved it

Reviewed on 7 Nov, 2025

King Size Studio With Water View, Walk To The City

King Size Studio With Water View, Walk To The City

2.5 out of 5
Woolloomooloo
Price was S$2,526, price is now S$1,963 per person
S$1,963
per person
30 Dec - 2 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
The Star Grand Hotel and Residences Sydney

The Star Grand Hotel and Residences Sydney

5 out of 5
Pyrmont
Price was S$3,105, price is now S$2,469 per person
S$2,469
per person
30 Dec - 2 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
18/10 Exceptional! (1,214 reviews)
The staff were exceptional

Reviewed on 15 Nov, 2025

Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was S$3,054, price is now S$2,492 per person
S$2,492
per person
30 Dec - 2 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
18.8/10 Exceptional! (750 reviews)
Bed was really comfortable but lights were confusing as we couldn’t read the instructions on how to switch on/off. No soap for the hand basin so had to use soap from the shower. Toilet got blocked but that was quickly dealt with. It was a convenient spot and the breakfast in the restaurant downstairs was delicious and not pricey.

Reviewed on 16 Nov, 2025

Where to stay in Willoughby

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

1 out of top 10 points of interest in this area
4.5/5(343 area reviews)

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.

Find hotels in Sydney Central Business District

Top hotels in Willoughby

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 S$253 per night from 15 Dec to 16 Dec
S$253
15 Dec - 16 Dec
includes taxes & fees
9/10 Wonderful! (2,436 reviews)
Room was beautiful front desk staff lovely. The restaurant staff could use some training. But the rest was beautiful

Reviewed on 13 Nov, 2025

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 S$300 per night from 16 Dec to 17 Dec
S$300
16 Dec - 17 Dec
includes taxes & fees
9.6/10 Exceptional! (2,011 reviews)
Excellent room facilities and pool

Reviewed on 12 Nov, 2025

Four Seasons Hotel Sydney
View Sydney

View Sydney

4 out of 5
17 Blue Street North Sydney NSW
Fully refundableReserve now, pay when you stay
The price is S$223 per night from 30 Nov to 1 Dec
S$223
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (1,193 reviews)
Room was clean and staff polite. We booked a harbourview room but unfortunately our room was on the 2nd floor. Unbeknown to us the railway line runs directly under the hotel. The noise and vibration of trains was not good.....kept is awake. The view of harbour though was fabulous. Make sure you book ...

Reviewed on 15 Nov, 2025

View Sydney
See all 5,905 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$1,758, 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.

Popular places to visit

Circular Quay showing a city, central business district and modern architecture

Circular Quay

4.5/5(313 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(293 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(317 reviews)

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Things to do

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

S$46
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

S$26
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Small Group Blue Mountains Tour with Dave's.

Blue Mountains Small Group Tour with Lunch, Zoo and Scenic World

S$243
per adult
Blue Mountains Small Group Tour with Lunch, Zoo and Scenic World
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.