Willoughby Holidays

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Your Willoughby Holiday

Take in everything this neighbourhood has to offer with a customised Willoughby holiday package. However you imagine spending your time here, you'll find countless opportunities for fun, adventure and relaxation. Not sure what to do and see during your trip to Willoughby? Nearby attractions such as North Sydney Oval, St. Leonards Park and Chinamans Beach are excellent places to start. Expedia can put your travel plans into action. Book your perfect Willoughby holiday today.

Price found within the past 48 hours. Click for updated prices.
  • Apartment | Marina
    Aug 16 - Aug 19

    Thriving City Location, Dining hub Near CBD + Flight

    Pyrmont
    3 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$1,513
    AU$799
    per traveller
    found 10 hours ago
    Thriving City Location, Dining hub Near CBD
  • Front of property
    Aug 10 - Aug 19

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    9 nights
    3.5 star property
    8.2/10 - Very good (1,000 reviews)
    "Centrally located. We love the location. Also the staff are helpful."
    Reviewed May 17, 2026
    Return • Adelaide (ADL) - Sydney (SYD)
    ADL - SYD • Direct SYD - ADL • Direct
    AU$2,502
    AU$1,094
    per traveller
    found 1 day ago
    YEHS Hotel Sydney CBD
  • Apartment | Living room
    Jul 10 - Jul 15

    Modern CBD Aparment, Workspace, Fast Wifi and Pool + Flight

    Sydney Central Business District
    5 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$1,966
    AU$959
    per traveller
    found 1 hour ago
    Modern CBD Aparment, Workspace, Fast Wifi and Pool
  • Apartment | Living room
    Jul 30 - Aug 2

    3-bedroom Home in the Heart of Darlinghurst + Flight

    Darlinghurst
    3 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$2,483
    AU$1,282
    per traveller
    found 14 hours ago
    3-bedroom Home in the Heart of Darlinghurst
  • Signature Twin Room, Balcony, City View
    Aug 10 - Aug 19

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    9 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    "Fantastic staff"
    Reviewed May 26, 2026
    Return • Adelaide (ADL) - Sydney (SYD)
    ADL - SYD • Direct SYD - ADL • Direct
    Save 100% on your flight
    AU$1,979
    AU$1,066
    per traveller
    found 1 day ago
    YEHS Hotel Sydney QVB

Our guide on 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(8,638 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

Our pick of the best 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 AU$332 per night from 28 June to 29 June
AU$332
28 June - 29 June
includes taxes & fees
9.6/10 Exceptional! (2,188 reviews)
"Original room was an “accessible” room with an open floor shower. The floor got soaked so the hotel gave us an upgraded room which was very considerate of them"

Reviewed on 28 May 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 AU$315 per night from 4 June to 5 June
AU$315
4 June - 5 June
includes taxes & fees
9.2/10 Wonderful! (2,687 reviews)
"Perfect location so close to Circular Quay, trains and rail."

Reviewed on 28 May 2026

Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 8 June to 9 June
AU$181
8 June - 9 June
includes taxes & fees
8.2/10 Very Good! (2,751 reviews)
"We booked specifically for the indoor pool and spa and were noticed 2 weeks prior to our stay that it would be under construction and unable. With such late notice and busy week in the city with Vivid we had no other options in our price point. Several items in the room were not functioning and things ..."

Reviewed on 28 May 2026

YEHS Hotel Sydney Harbour Suites
See all 6,402 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Willoughby holiday 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 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?
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 holiday!
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.

Discover the most popular places to visit in Willoughby

Sydney Opera House

Sydney Opera House

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

Sydney Opera House
Circular Quay

Circular Quay

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

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

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

Activities

Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$86
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

AU$83
per adult
Sydney Harbour Cultural Cruise with Island Stop
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

AU$79
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
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.