Willoughby Vacations from $2,527
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Your Willoughby Vacation
Take in everything this neighborhood has to offer with a customized Willoughby vacation 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 vacation today.
The Latest Willoughby Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Relaxin
Middle Dural
Price was $3,766, price is now $2,547 per person
$2,547
per person
Dec 30 - Jan 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
8.4/10 Very Good! (45 reviews)
Great property lots of restaurants and supermarkets located within 10 mins. Takes about 30mins to drive to cbd area of Sydney. Fantastic staff especially Jess the night security guard 🐶
Reviewed on Jan 9, 2025
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
2 out of top 10 points of interest in this area
4.5/5(1,320 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.
Willoughby Hotel Deals
Four Seasons Hotel Sydney
199 George St., Sydney, NSW
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $264 total per night from Oct 26 to Oct 27
$264 total
Oct 26 - Oct 27
Total with taxes and fees
9.6/10 Exceptional! (1,986 reviews)
The most amazing experience especially the staff and lounge 32
Reviewed on Oct 16, 2025
Shangri-La Sydney
176 Cumberland Street, The Rocks, NSW
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $215 total per night from Oct 26 to Oct 27
$215 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (2,413 reviews)
We loved the customer service at the Shangri-La. Our room was understandably not ready when we arrived at 9am but they suggested we freshen up in the gym change room. It was lovely to take a shower and change into a fresh set of clothes after a long flight. Our room became available before noon. ...
Reviewed on Oct 22, 2025
View Sydney
17 Blue Street, North Sydney, NSW
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $169 total per night from Nov 23 to Nov 24
$169 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (1,158 reviews)
Rooms are old but the views were really good!. Air conditioning could be lowered to what you want which is great for awful summer days. Staff were friendly and there were options for dining and room service. Parking was very limited and there are no guarantee you will get one. Location is very close ...
Reviewed on Oct 22, 2025
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.
Discover the most popular places to visit in Willoughby
Circular Quay
Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.
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 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.
Things to do
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
$41
per adult
86% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
$56
per adult
88% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
$36
per adult
84% of travellers recommend
Explore a world of travel with Expedia
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- Visit North Willoughby
- Visit Artarmon
- Visit Chatswood
- Royal North Shore Hospital
- Visit Castle Cove
- Visit Naremburn
- Visit Castlecrag
- Crows Nest Vacations
- Visit Northbridge
- Visit St. Leonards
- Visit Crows Nest
- Visit Lane Cove North
- Visit Cammeray
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- The Spit Vacations
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.