Willoughby Vacations from $1,391
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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.
Stylish 2-bed House With Private Courtyard
Redfern
Price was $1,727, price is now $1,391 per person
$1,391
per person
Aug 2 - Aug 6
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.
Reviewed on May 5, 2026
Spacious Inner-city House With Balcony Views
Millers Point
Save 100% on your flight
Price was $3,788, price is now $2,345 per person
$2,345
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
10/10 Exceptional! (1 review)
The check-in instructions were clear and concise, and the responses were prompt. The house was lovely, and the location was excellent, making it convenient to get to all the attractions. We were very satisfied.
Reviewed on Apr 18, 2026
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
3 out of top 10 points of interest in this area
4.5/5(1,344 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
$184 nightly
The price is $203 total per night from Jul 2 to Jul 3
$203 total
Jul 2 - Jul 3
Total with taxes and fees
9.2/10 Wonderful! (2,731 reviews)
"Hands down the best hotel I’ve ever stayed in. Exceptional staff went above and beyond. Fabulous location. Stunning views. Excellent huge room - spotless."
Reviewed on Jun 24, 2026
Rydges Sydney Airport Hotel
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $136 total per night from Jun 25 to Jun 26
$136 total
Jun 25 - Jun 26
Total with taxes and fees
8.8/10 Excellent! (3,185 reviews)
"Great Hotel for international Travel. No pickup needed"
Reviewed on Jun 24, 2026
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $242 total per night from Jul 1 to Jul 2
$242 total
Jul 1 - Jul 2
Total with taxes and fees
9.6/10 Exceptional! (2,207 reviews)
"Great room, very nice staff, great pool. Will stay again. I would stay at the hotel every time if I could get the same rate."
Reviewed on Jun 24, 2026
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
Sydney Opera House
4.5/5(1,540 reviews)
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.
Circular Quay
4.5/5(1,418 reviews)
Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.
Sydney Harbour Bridge
4.5/5(1,399 reviews)
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
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
$158
per adult
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
$42
per adult
98% of travellers recommend
Sydney Harbour Cultural Cruise with Island Stop
$59
per adult
Explore a world of travel with Expedia
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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.