Woollahra Holidays
Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD
Sydney Central Business District
S$1,513
per person
19 Dec - 24 Dec
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.4/10 Very good! (1,005 reviews)
Fabulous location. Close to trains and food. Easy walk to darling harbour. Very comfortable bed. Free bottled water in room. Nice bathroom. Staff very pleasant and helpful
Reviewed on 3 Oct, 2026
YEHS Hotel Sydney QVB
Sydney Central Business District
S$1,553
per person
19 Dec - 24 Dec
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
La habitación es pequeña pero el hotel está fabuloso, muy limpio todo, la ropa de cama y toallas nuevas, el personal muy amable, está frente al Queen Victoria Building y puede tomarse metro, camión o tram caminando 2 min, catedral está a 3 cuadras y la zona nunca se queda sola, tienes súper enfrente por cualquier urgencia, puedes descansar super bien, no es un hotel de mochileros, me encantó
Reviewed on 3 Oct, 2026
The Star Grand Hotel and Residences Sydney
Pyrmont
S$1,975
per person
19 Dec - 26 Dec
found 7 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (1,442 reviews)
The air-conditioner unit did not work with NIL sleep for 5 people on the 3 bedroom apartment. Expedia stated free parking however The Star would only allow one vehicle. Terms and conditions never stated one vehicle therefore The Star should of allowed another but this was bluntly refused.
Reviewed on 1 Oct, 2026
Where to stay in Woollahra
Find the best Woollahra areas and neighborhoods for the activities you enjoy most. Learn more about Woollahra
Sydney Central Business District
2 out of top 10 points of interest in this area
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.
Darling Harbour
Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.
Sydney Olympic Park
2 out of top 10 points of interest in this area
Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Afterpay Arena or Accor Stadium while you're exploring the area.
Manly
This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.
Bondi Beach
Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.
Top hotels in Woollahra
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
S$372
15 Oct - 16 Oct
includes taxes & fees
9.6/10 Exceptional! (2,257 reviews)
"Location could not be beat but expected better service from a Four Seasons. Room was a bit cramped as well."
Reviewed on 3 Oct, 2026
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
S$277
11 Oct - 12 Oct
includes taxes & fees
9.2/10 Wonderful! (2,844 reviews)
"Clean, fantastic breakfast"
Reviewed on 3 Oct, 2026
YEHS Hotel Sydney Harbour Suites
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
S$155
11 Oct - 12 Oct
includes taxes & fees
8.2/10 Very good! (2,966 reviews)
"it was a great location, loved it. Will definitely book again."
Reviewed on 1 Oct, 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.
Frequently asked questions
How much does a Woollahra holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Woollahra from just S$1,513. And the more you bundle, the more dollars you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Woollahra?
Combine your bookings with Expedia to save big bucks on your next getaway. With more than 550 partner airlines and 1,000,000 hotels globally, your Woollahra holiday package can be tailored exactly to suit your budget. With all those extra dollars, why not include some interesting activities and tours? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Woollahra is closer than you thought!
Where should I stay in Woollahra?
Check Bondi Beach off your bucket list and then stay right around the corner. Soak up the exciting atmosphere around this major attraction and drop by whenever you please!
What are the top hotels in Woollahra?
The Hughenden Boutique Hotel is one of Woollahra's most sought-after properties. Reserve a room here and you can slumber peacefully knowing you're in excellent hands.
How far in advance should I book my Woollahra holiday?
It depends on the air carrier, but you can normally browse through international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will occasionally nab a cheaper ticket just weeks prior to their intended journey.
What does an Expedia Woollahra travel package include?
Select from any combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to creating your perfect Woollahra getaway.
What should I know before booking a Woollahra travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and land fantastic discounts. Hotels aren't your only choice, however. Book with us and choose from beachside villas, creek-side mountain cabins and even houseboats and castles!
Can I choose my airline with a Woollahra Expedia holiday package?
You can, and with over 550 airlines to choose from across the globe, it's all about choice. Browse the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Woollahra holiday package?
Yes, you can. We get that even the best-laid plans can go awry, so we're happy to help if you have to make changes to your Woollahra holiday package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
Stay near popular Woollahra attractions
Queen Street
8.0/10 (1 review)
Find out about the history of Sydney when you take a trip to Queen Street. Discover the entertainment choices and shops in this walkable area.
Things to do
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
S$65
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
S$47
per adult
86% of travellers recommend
Sydney Opera House Official Guided Walking Tour
S$45
per adult
96% of travellers recommend
* 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.
