Willoughby Vacations from $1,571
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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.
Rydges World Square
Sydney Central Business District
Price was $2,791, price is now $1,678 per person
$1,678
per person
Jan 25 - Jan 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
8.8/10 Excellent! (1,257 reviews)
Friendly staff, comfortable bedding. Great place to stay.
Reviewed on Dec 4, 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
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $203 total per night from Dec 14 to Dec 15
$203 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (2,433 reviews)
Expensive but good. staff very friendly and helpful, all without exception
Reviewed on Dec 3, 2025
Hyatt Regency Sydney
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $169 total per night from Dec 14 to Dec 15
$169 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (1,853 reviews)
Cannot fault this stay from arrival to departure. All staff were of the highest standard in efficiency & friendliness, leaving us with nothing but great memories.
Reviewed on Nov 30, 2025
View Sydney
17 Blue Street North Sydney NSW
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $153 total per night from Dec 22 to Dec 23
$153 total
Dec 22 - Dec 23
Total with taxes and fees
9/10 Wonderful! (1,225 reviews)
It was a great hotel. Nice lively bar atmosphere and lovely views. Very clean and convenient to the T station. Good value.
Reviewed on Dec 4, 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
Sydney Harbour Discovery Cruise Including Lunch
$45
per adult
96% of travellers recommend
Sydney: Morning or Afternoon Harbour Sightseeing Cruise
$36
per adult
96% of travellers recommend
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- Visit North Willoughby
- Visit Artarmon
- Visit Chatswood
- Royal North Shore Hospital
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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.